Cherry St Retreat, Walk to Geneva Lake, Sleeps 14!
From
$496
/ night
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From
$496
/ night
About this property
The home was featured in the Experience Wisconsin Magazine article "The Six Coolest Airbnbs Found in Wisconsin". We look forward to providing a relaxing retreat with excellent service for our guests. The Cherry St Retreat is located in dow...
Location
Williams Bay is home to this vacation home. The area's natural beauty can be seen at Geneva Lake and Lake Como. Yerkes Observatory and Animal Gardens are also worth visiting.
Refrigerator
Coffee / Tea Maker
Cable / Satellite TV
Microwave
Hair Dryer
Garden
Guest reviews of Cherry St Retreat, Walk to Geneva Lake, Sleeps 14!
9.9
Exceptional
Based on 360 verified reviews
What guests think
AI-generated summary based on recent guest reviews
At Cherry St Retreat, Walk to Geneva Lake, Sleeps 14!, travelers consistently praise the spotless, remodeled interiors, spacious multi-bedroom layout, walkable Williams Bay location near the beach and restaurants, a well-equipped kitchen for group meals, and a responsive, communicative host.
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What guests think
At Cherry St Retreat, Walk to Geneva Lake, Sleeps 14!, travelers consistently praise the spotless, remodeled interiors, spacious multi-bedroom layout, walkable Williams Bay location near the beach and restaurants, a well-equipped kitchen for group meals, and a responsive, communicative host.
Guests highlight the multiple bathrooms and comfortable beds, making stays easy for larger groups. Outdoor patio and yard, an easy-to-use grill, and a cozy fireplace add to relaxing group time. A reliable choice for group gatherings seeking space and convenience.
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AI-generated summary based on recent guest reviews
Facilities
Guests frequently mention enjoying the patio and sizable yard for games, plus the convenient outdoor grill; a gas fireplace is also appreciated for cozy evenings.
Related guest reviews
10
Peter C.
Jun 12, 2025
·
Stayed 3 nights
The rental was on a quiet street within walking distance of restaurants, ice cream shops and the beach. It was the perfect location for my family. The property was clean and set up nicely for my adult children and their families (six children under 5). The yard was large and allowed the kids to run around safely. Overall, a very nice property for adults and kids alike.
The rental was on a quiet street within walking distance of restaurants, ice cream shops and the beach. It was the perfect location for my family. The property was clean and set up nicely for my adult children and their families (six children under 5). The yard was large and allowed the kids to run around safely. Overall, a very nice property for adults and kids alike.
10
Zeta M.
Nov 16, 2023
·
Stayed 3 nights
We had a really great experience at The Cherry St Retreat. Mr. Brian Dalton was an outstanding host, with great knowledge about the area and superb communication skills. The check in and check out were very convenient and the door is coded for an easy entry. The driveway is huge and allowed all of our vehicles to park off the street. The decor of the home is so inviting and perfectly place to make you feel comfortable. The home is just as pictured. The Livingroom and lower level couches were extremely comfortable and the beds were super clean and comfortable too. The bathrooms were fully stocked with towel's and all of toiletries you can think of. Now let's talk about the kitchen. The kitchen is truly a chefs dream fully loaded with appliances, pots and pans, and cooking utensils. Everything was organized and easy to find you will not be disappointed. So, if you're looking to stay in a big, beautiful, and well kept home near Lake Geneva, The Cherry St Retreat is the place for you. My family and I definitely enjoyed our stay and will be coming back. I really wish that I could give 100 stars because Mr. Brian Dalton was an excellent host.
We had a really great experience at The Cherry St Retreat. Mr. Brian Dalton was an outstanding host, with great knowledge about the area and superb communication skills. The check in and check out were very convenient and the door is coded for an easy entry. The driveway is huge and allowed all of our vehicles to park off the street. The decor of the home is so inviting and perfectly place to make you feel comfortable. The home is just as pictured. The Livingroom and lower level couches were extremely comfortable and the beds were super clean and comfortable too. The bathrooms were fully stocked with towel's and all of toiletries you can think of. Now let's talk about the kitchen. The kitchen is truly a chefs dream fully loaded with appliances, pots and pans, and cooking utensils. Everything was organized and easy to find you will not be disappointed. So, if you're looking to stay in a big, beautiful, and well kept home near Lake Geneva, The Cherry St Retreat is the place for you. My family and I definitely enjoyed our stay and will be coming back. I really wish that I could give 100 stars because Mr. Brian Dalton was an excellent host.
10
Nancy T.
Jul 18, 2024
·
Stayed 5 nights
Yes, if you like a very short walk to a very excellent ice cream shop, this is your place. But there is so much more to love. This is our second year staying at Cherry St. It is perfect for gathering your family together for a fun time. An easy walk to the beach, park, grocery, coffee shop. The house itself is nicely designed for a large group, very comfortable with plenty of bedrooms and bathrooms. The kitchen and dining area work for everyone. The table is huge and perfect for games and puzzles and even eating. The patio has a lot of seating and the yard is great for games - bring your own - bags, badminton, etc. We look forward to coming back next year.
Yes, if you like a very short walk to a very excellent ice cream shop, this is your place. But there is so much more to love. This is our second year staying at Cherry St. It is perfect for gathering your family together for a fun time. An easy walk to the beach, park, grocery, coffee shop. The house itself is nicely designed for a large group, very comfortable with plenty of bedrooms and bathrooms. The kitchen and dining area work for everyone. The table is huge and perfect for games and puzzles and even eating. The patio has a lot of seating and the yard is great for games - bring your own - bags, badminton, etc. We look forward to coming back next year.
10
Keith T.
Jul 10, 2023
·
Stayed 5 nights
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
8
Deborah K.
Sep 16, 2024
·
Stayed 3 nights
House is amazing, with high quality amenities. Kitchen is very well-stocked. Laundry facilities include detergent. Everything is "as advertised." Neighborhood is quiet, and the house is within walking distance of the beach, restaurants, and a nice walking trail. Host is responsive. Only one complaint about the whole experience: We needed to ask for an early check-in to be able to attend a wedding rehearsal. On a Thursday in mid-September -- after having spent thousands of dollars to reserve a 3-night stay -- host charged us $50 to check in 2 hours early. No indication of anyone having checked out that day and needing to adjust a cleaning schedule, or anything like that. I\'ve stayed at many different vacation rentals over the years, and not once has a host charged me extra to check in a couple of hours early -- or check out a couple of hours late.
House is amazing, with high quality amenities. Kitchen is very well-stocked. Laundry facilities include detergent. Everything is "as advertised." Neighborhood is quiet, and the house is within walking distance of the beach, restaurants, and a nice walking trail. Host is responsive. Only one complaint about the whole experience: We needed to ask for an early check-in to be able to attend a wedding rehearsal. On a Thursday in mid-September -- after having spent thousands of dollars to reserve a 3-night stay -- host charged us $50 to check in 2 hours early. No indication of anyone having checked out that day and needing to adjust a cleaning schedule, or anything like that. I\'ve stayed at many different vacation rentals over the years, and not once has a host charged me extra to check in a couple of hours early -- or check out a couple of hours late.
10
Donna R.
Aug 9, 2023
·
Stayed 5 nights
We spent 4 glorious nights in Williams Bay with family. Cherry Street location was just perfect for our family. We enjoyed the spacious bedrooms & each family had their own bathrooms. We love to cook so we appreciated the well equipped kitchen and outdoor grill. The entire house was very clean and we loved all of the new updates that had recently been done. We walked to the park, beach, restaurants and ice cream shops. Brian checked in with us when we arrived and was easily accessible when we needed him. We have already booked for next year!
We spent 4 glorious nights in Williams Bay with family. Cherry Street location was just perfect for our family. We enjoyed the spacious bedrooms & each family had their own bathrooms. We love to cook so we appreciated the well equipped kitchen and outdoor grill. The entire house was very clean and we loved all of the new updates that had recently been done. We walked to the park, beach, restaurants and ice cream shops. Brian checked in with us when we arrived and was easily accessible when we needed him. We have already booked for next year!
10
Patricia B.
Feb 2, 2024
·
Stayed 3 nights
The house was just as it was listed. We loved the fireplace and the furniture in the room was very comfortable. The kitchen was well stocked with pretty much all one would need to prepare food. We all thought a hand mixer would be nice to have. The table in the kitchen/ family room , accommodated the six of us with room to spare for our game night. The beds were extremely comfortable. The drive was only 1.5 hours from Chicago. I highly recommend this home for families, or a weekend getaway with friends, or a Girls Weekend. The owner Brian made the reservation process easy, and addressed any questions we had promptly. We had a wonderful stay at the Cherry Street Retreat.
The house was just as it was listed. We loved the fireplace and the furniture in the room was very comfortable. The kitchen was well stocked with pretty much all one would need to prepare food. We all thought a hand mixer would be nice to have. The table in the kitchen/ family room , accommodated the six of us with room to spare for our game night. The beds were extremely comfortable. The drive was only 1.5 hours from Chicago. I highly recommend this home for families, or a weekend getaway with friends, or a Girls Weekend. The owner Brian made the reservation process easy, and addressed any questions we had promptly. We had a wonderful stay at the Cherry Street Retreat.
10
Kathleen v.
Apr 17, 2024
·
Stayed 2 nights
This house exceeded expectations with good beds and awesome showers! It was roomy and pristine! The amenities were generous—esp the gas fireplace on a rainy night. We loved that we could walk to dinner at Harpoon Willies and also have our morning coffee on a lakefront bench. The nature trail close by was also a plus. The pleasant surprises continued as the yard was bigger than the picture online making our Booce ball game easy! Lastly, the cool mural on the property was a perfect backdrop for our annual group picture. Top notch rental for sure!
This house exceeded expectations with good beds and awesome showers! It was roomy and pristine! The amenities were generous—esp the gas fireplace on a rainy night. We loved that we could walk to dinner at Harpoon Willies and also have our morning coffee on a lakefront bench. The nature trail close by was also a plus. The pleasant surprises continued as the yard was bigger than the picture online making our Booce ball game easy! Lastly, the cool mural on the property was a perfect backdrop for our annual group picture. Top notch rental for sure!
10
Vlyn D.
Oct 21, 2024
·
Stayed 5 nights
This property fit 9 adults and a 3-year-old perfectly. Kitchen was well equipped with full-size fridge/freezer and stove. We also grilled. Close to the water/beach/playground/walking path. We also enjoyed local music at Harpoon Willie's. And ice cream at Dip in The Bay.
This property fit 9 adults and a 3-year-old perfectly. Kitchen was well equipped with full-size fridge/freezer and stove. We also grilled. Close to the water/beach/playground/walking path. We also enjoyed local music at Harpoon Willie's. And ice cream at Dip in The Bay.
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AI-generated summary based on recent guest reviews
Cleanliness
Reviews consistently describe the home as very clean, well maintained, and freshly updated throughout.
Related guest reviews
10
Cindy R.
Sep 26, 2024
·
Stayed 3 nights
39 Cherry Street is a great place to stay. We were 4 couples for a golf getaway. It was wonderful to have 4 comfortable bedrooms and 4 bathrooms! This home is modern, comfortable and VERY clean. The host is easy to communicate with and quickly responds to any questions. We all said we would definitely stay here again if in the area.
39 Cherry Street is a great place to stay. We were 4 couples for a golf getaway. It was wonderful to have 4 comfortable bedrooms and 4 bathrooms! This home is modern, comfortable and VERY clean. The host is easy to communicate with and quickly responds to any questions. We all said we would definitely stay here again if in the area.
10
Mary E.
Sep 10, 2025
·
Stayed 2 nights
Very clean and updated space. The host was quick to respond to any questions. We enjoyed the location as well!
Very clean and updated space. The host was quick to respond to any questions. We enjoyed the location as well!
10
Beth C.
Aug 15, 2024
·
Stayed 4 nights
Great location if wanting to stay in Williams Bay. We had five of us that stayed at the house. Plenty of space for all of us. The house was clean and well maintained. Host was responsive. We drove to Lake Geneva for shopping and most dinners. Drove to Williams Bay beach. Recommend Egg Harbor restaurant and Magpies.
Great location if wanting to stay in Williams Bay. We had five of us that stayed at the house. Plenty of space for all of us. The house was clean and well maintained. Host was responsive. We drove to Lake Geneva for shopping and most dinners. Drove to Williams Bay beach. Recommend Egg Harbor restaurant and Magpies.
10
tami b.
Oct 26, 2025
·
Stayed 2 nights
Great place. Very clean. No kleenex.
Great place. Very clean. No kleenex.
8
Sharon B.
May 25, 2023
·
Stayed 3 nights
The house was perfect for our family. Extremely clean, nicely decorated. Perfect location. It was easy to get to any where we needed to go. The owner was very easy to communicate with. Very timely response if we had to email him. The only complaint is the beds were extremely uncomfortable.
The house was perfect for our family. Extremely clean, nicely decorated. Perfect location. It was easy to get to any where we needed to go. The owner was very easy to communicate with. Very timely response if we had to email him. The only complaint is the beds were extremely uncomfortable.
10
Wendy B.
Sep 27, 2023
·
Stayed 5 nights
We greatly enjoyed our stay at this very clean, recently remodeled home! The location of the home was perfect for all of the events we attended for my daughter’s wedding! Everything about the home was great, including the extremely comfortable beds! Many thanks to our wonderful hosts!
We greatly enjoyed our stay at this very clean, recently remodeled home! The location of the home was perfect for all of the events we attended for my daughter’s wedding! Everything about the home was great, including the extremely comfortable beds! Many thanks to our wonderful hosts!
10
Megan H.
Apr 18, 2024
·
Stayed 2 nights
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
10
Marie C.
Nov 14, 2024
·
Stayed 2 nights
Very clean house. Perfect setup for a group of friends.
Very clean house. Perfect setup for a group of friends.
10
Nicole J.
Jul 30, 2024
·
Stayed 4 nights
We have been coming to the area for years, but Williams Bay is the best kept secret on Geneva Lake. Walkable to restaurants, the municipal beach, some stores. Perfect 10 location! We also loved this home! Everything was very clean and new and well stocked with essentials. Perfect for our two family get away with ages 8-71! Thank you for a wonderful weekend!!
We have been coming to the area for years, but Williams Bay is the best kept secret on Geneva Lake. Walkable to restaurants, the municipal beach, some stores. Perfect 10 location! We also loved this home! Everything was very clean and new and well stocked with essentials. Perfect for our two family get away with ages 8-71! Thank you for a wonderful weekend!!
10
Steven B.
Oct 19, 2025
·
Stayed 3 nights
House is well equipped, and very clean. Enjoyed William’s Bay area and Lake Geneva. We would stay here again.
House is well equipped, and very clean. Enjoyed William’s Bay area and Lake Geneva. We would stay here again.
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AI-generated summary based on recent guest reviews
Rooms
Spacious, modern layout with multiple bedrooms and bathrooms, plus comfortable living areas, suits larger groups well.
Related guest reviews
10
James M.
May 28, 2024
·
Stayed 3 nights
Perfect for 4 adult couples. 4 bedrooms with queen+ beds, 4 full bathrooms. Kitchen table seats 8. Perfectly clean and modern. Very close to Williams Bay amenities. Highly suggest it for big family or friends gatherings.
Perfect for 4 adult couples. 4 bedrooms with queen+ beds, 4 full bathrooms. Kitchen table seats 8. Perfectly clean and modern. Very close to Williams Bay amenities. Highly suggest it for big family or friends gatherings.
10
Karen T.
Aug 6, 2023
·
Stayed 4 nights
We were a multi-generational group, and the large kitchen and great room layout allowed and encouraged many hours of fun together. The mattresses are firm and comfortable. Everything was kept clean. The refrigerator was ample; cooking our own meals was easy and saved us a lot of money. The bathrooms are very nice, also very clean. It’s an easy walk to the beach — and to ice cream.
We were a multi-generational group, and the large kitchen and great room layout allowed and encouraged many hours of fun together. The mattresses are firm and comfortable. Everything was kept clean. The refrigerator was ample; cooking our own meals was easy and saved us a lot of money. The bathrooms are very nice, also very clean. It’s an easy walk to the beach — and to ice cream.
10
Madhulika A.
Apr 9, 2025
·
Stayed 2 nights
We had an amazing girlfriend weekend getaway at this property! It comfortably accommodated our group with its perfect number of beds and bathrooms. The property was impeccably clean, and the kitchen was a dream – fully stocked with a generous amount of sparkling new flatware, silverware, and serve ware. It truly had everything we needed. We can't wait to book this property again!
We had an amazing girlfriend weekend getaway at this property! It comfortably accommodated our group with its perfect number of beds and bathrooms. The property was impeccably clean, and the kitchen was a dream – fully stocked with a generous amount of sparkling new flatware, silverware, and serve ware. It truly had everything we needed. We can't wait to book this property again!
10
Cindy R.
Sep 26, 2024
·
Stayed 3 nights
39 Cherry Street is a great place to stay. We were 4 couples for a golf getaway. It was wonderful to have 4 comfortable bedrooms and 4 bathrooms! This home is modern, comfortable and VERY clean. The host is easy to communicate with and quickly responds to any questions. We all said we would definitely stay here again if in the area.
39 Cherry Street is a great place to stay. We were 4 couples for a golf getaway. It was wonderful to have 4 comfortable bedrooms and 4 bathrooms! This home is modern, comfortable and VERY clean. The host is easy to communicate with and quickly responds to any questions. We all said we would definitely stay here again if in the area.
10
Keith T.
Jul 10, 2023
·
Stayed 5 nights
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
10
Sue M.
Apr 28, 2024
·
Stayed 2 nights
Spacious and welcoming home. Plenty of room for our 6 sister’s weekend!! Convenient walk to restaurants and beach location. Super clean! Comfy beds!
Spacious and welcoming home. Plenty of room for our 6 sister’s weekend!! Convenient walk to restaurants and beach location. Super clean! Comfy beds!
10
Katie R.
Sep 29, 2023
·
Stayed 3 nights
A group of college friends recently spent a long weekend enjoying the Lake Geneva area. This house was perfect for us . . . we could walk to the lake and local restaurants and it was just a short drive to Lake Geneva itself. Lots of room and 4 bathrooms. Very well maintained.
A group of college friends recently spent a long weekend enjoying the Lake Geneva area. This house was perfect for us . . . we could walk to the lake and local restaurants and it was just a short drive to Lake Geneva itself. Lots of room and 4 bathrooms. Very well maintained.
10
Megan H.
Apr 18, 2024
·
Stayed 2 nights
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
10
Diane J.
May 8, 2023
·
Stayed 3 nights
This is a beautiful home. Don't let the outside size mislead you, there is a ton of room inside and all beautifully done. It looks exactly like the pictures.
This is a beautiful home. Don't let the outside size mislead you, there is a ton of room inside and all beautifully done. It looks exactly like the pictures.
10
Bennet J.
May 25, 2023
·
Stayed 3 nights
House was perfect for our group. The interior was incredibly nice. All of the bedrooms were spacious and seemed new. Brian was a great host and communicative. Would definitely recommend!
House was perfect for our group. The interior was incredibly nice. All of the bedrooms were spacious and seemed new. Brian was a great host and communicative. Would definitely recommend!
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AI-generated summary based on recent guest reviews
Service
Host communication is prompt and helpful, with proactive support when issues arise; check-in is easy.
Related guest reviews
10
Zeta M.
Nov 16, 2023
·
Stayed 3 nights
We had a really great experience at The Cherry St Retreat. Mr. Brian Dalton was an outstanding host, with great knowledge about the area and superb communication skills. The check in and check out were very convenient and the door is coded for an easy entry. The driveway is huge and allowed all of our vehicles to park off the street. The decor of the home is so inviting and perfectly place to make you feel comfortable. The home is just as pictured. The Livingroom and lower level couches were extremely comfortable and the beds were super clean and comfortable too. The bathrooms were fully stocked with towel's and all of toiletries you can think of. Now let's talk about the kitchen. The kitchen is truly a chefs dream fully loaded with appliances, pots and pans, and cooking utensils. Everything was organized and easy to find you will not be disappointed. So, if you're looking to stay in a big, beautiful, and well kept home near Lake Geneva, The Cherry St Retreat is the place for you. My family and I definitely enjoyed our stay and will be coming back. I really wish that I could give 100 stars because Mr. Brian Dalton was an excellent host.
We had a really great experience at The Cherry St Retreat. Mr. Brian Dalton was an outstanding host, with great knowledge about the area and superb communication skills. The check in and check out were very convenient and the door is coded for an easy entry. The driveway is huge and allowed all of our vehicles to park off the street. The decor of the home is so inviting and perfectly place to make you feel comfortable. The home is just as pictured. The Livingroom and lower level couches were extremely comfortable and the beds were super clean and comfortable too. The bathrooms were fully stocked with towel's and all of toiletries you can think of. Now let's talk about the kitchen. The kitchen is truly a chefs dream fully loaded with appliances, pots and pans, and cooking utensils. Everything was organized and easy to find you will not be disappointed. So, if you're looking to stay in a big, beautiful, and well kept home near Lake Geneva, The Cherry St Retreat is the place for you. My family and I definitely enjoyed our stay and will be coming back. I really wish that I could give 100 stars because Mr. Brian Dalton was an excellent host.
10
Cindy R.
Sep 26, 2024
·
Stayed 3 nights
39 Cherry Street is a great place to stay. We were 4 couples for a golf getaway. It was wonderful to have 4 comfortable bedrooms and 4 bathrooms! This home is modern, comfortable and VERY clean. The host is easy to communicate with and quickly responds to any questions. We all said we would definitely stay here again if in the area.
39 Cherry Street is a great place to stay. We were 4 couples for a golf getaway. It was wonderful to have 4 comfortable bedrooms and 4 bathrooms! This home is modern, comfortable and VERY clean. The host is easy to communicate with and quickly responds to any questions. We all said we would definitely stay here again if in the area.
10
Mary E.
Sep 10, 2025
·
Stayed 2 nights
Very clean and updated space. The host was quick to respond to any questions. We enjoyed the location as well!
Very clean and updated space. The host was quick to respond to any questions. We enjoyed the location as well!
10
Beth C.
Aug 15, 2024
·
Stayed 4 nights
Great location if wanting to stay in Williams Bay. We had five of us that stayed at the house. Plenty of space for all of us. The house was clean and well maintained. Host was responsive. We drove to Lake Geneva for shopping and most dinners. Drove to Williams Bay beach. Recommend Egg Harbor restaurant and Magpies.
Great location if wanting to stay in Williams Bay. We had five of us that stayed at the house. Plenty of space for all of us. The house was clean and well maintained. Host was responsive. We drove to Lake Geneva for shopping and most dinners. Drove to Williams Bay beach. Recommend Egg Harbor restaurant and Magpies.
10
Ken P.
Sep 2, 2025
·
Stayed 2 nights
Very nice home, completely remodeled on inside, pictures are very accurate. Very well stocked for my party of 14. We all enjoyed our stay, would definitely consider staying again. The village had an issue with the drinking water, but our host (Brian) was super quick to respond providing a water dispenser along with cases of fresh water. Never impacting our stay, great job Brian.
Very nice home, completely remodeled on inside, pictures are very accurate. Very well stocked for my party of 14. We all enjoyed our stay, would definitely consider staying again. The village had an issue with the drinking water, but our host (Brian) was super quick to respond providing a water dispenser along with cases of fresh water. Never impacting our stay, great job Brian.
10
Parminder B.
Nov 13, 2025
·
Stayed 3 nights
Brian was excellent at communicating, checking and making sure we were comfortable. It was perfect for our team retreat, and everything was laid out well. We definitely look forward to coming back!
Brian was excellent at communicating, checking and making sure we were comfortable. It was perfect for our team retreat, and everything was laid out well. We definitely look forward to coming back!
8
Deborah K.
Sep 16, 2024
·
Stayed 3 nights
House is amazing, with high quality amenities. Kitchen is very well-stocked. Laundry facilities include detergent. Everything is "as advertised." Neighborhood is quiet, and the house is within walking distance of the beach, restaurants, and a nice walking trail. Host is responsive. Only one complaint about the whole experience: We needed to ask for an early check-in to be able to attend a wedding rehearsal. On a Thursday in mid-September -- after having spent thousands of dollars to reserve a 3-night stay -- host charged us $50 to check in 2 hours early. No indication of anyone having checked out that day and needing to adjust a cleaning schedule, or anything like that. I\'ve stayed at many different vacation rentals over the years, and not once has a host charged me extra to check in a couple of hours early -- or check out a couple of hours late.
House is amazing, with high quality amenities. Kitchen is very well-stocked. Laundry facilities include detergent. Everything is "as advertised." Neighborhood is quiet, and the house is within walking distance of the beach, restaurants, and a nice walking trail. Host is responsive. Only one complaint about the whole experience: We needed to ask for an early check-in to be able to attend a wedding rehearsal. On a Thursday in mid-September -- after having spent thousands of dollars to reserve a 3-night stay -- host charged us $50 to check in 2 hours early. No indication of anyone having checked out that day and needing to adjust a cleaning schedule, or anything like that. I\'ve stayed at many different vacation rentals over the years, and not once has a host charged me extra to check in a couple of hours early -- or check out a couple of hours late.
10
Donna R.
Aug 9, 2023
·
Stayed 5 nights
We spent 4 glorious nights in Williams Bay with family. Cherry Street location was just perfect for our family. We enjoyed the spacious bedrooms & each family had their own bathrooms. We love to cook so we appreciated the well equipped kitchen and outdoor grill. The entire house was very clean and we loved all of the new updates that had recently been done. We walked to the park, beach, restaurants and ice cream shops. Brian checked in with us when we arrived and was easily accessible when we needed him. We have already booked for next year!
We spent 4 glorious nights in Williams Bay with family. Cherry Street location was just perfect for our family. We enjoyed the spacious bedrooms & each family had their own bathrooms. We love to cook so we appreciated the well equipped kitchen and outdoor grill. The entire house was very clean and we loved all of the new updates that had recently been done. We walked to the park, beach, restaurants and ice cream shops. Brian checked in with us when we arrived and was easily accessible when we needed him. We have already booked for next year!
10
Patricia B.
Feb 2, 2024
·
Stayed 3 nights
The house was just as it was listed. We loved the fireplace and the furniture in the room was very comfortable. The kitchen was well stocked with pretty much all one would need to prepare food. We all thought a hand mixer would be nice to have. The table in the kitchen/ family room , accommodated the six of us with room to spare for our game night. The beds were extremely comfortable. The drive was only 1.5 hours from Chicago. I highly recommend this home for families, or a weekend getaway with friends, or a Girls Weekend. The owner Brian made the reservation process easy, and addressed any questions we had promptly. We had a wonderful stay at the Cherry Street Retreat.
The house was just as it was listed. We loved the fireplace and the furniture in the room was very comfortable. The kitchen was well stocked with pretty much all one would need to prepare food. We all thought a hand mixer would be nice to have. The table in the kitchen/ family room , accommodated the six of us with room to spare for our game night. The beds were extremely comfortable. The drive was only 1.5 hours from Chicago. I highly recommend this home for families, or a weekend getaway with friends, or a Girls Weekend. The owner Brian made the reservation process easy, and addressed any questions we had promptly. We had a wonderful stay at the Cherry Street Retreat.
10
Megan H.
Apr 18, 2024
·
Stayed 2 nights
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
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AI-generated summary based on recent guest reviews
Location
Walkable Williams Bay setting close to the beach, restaurants, shops, and lakeside paths; convenient access to nearby Lake Geneva.
Related guest reviews
10
cathy a.
Oct 5, 2024
·
Stayed 3 nights
Property well-maintained. Large rooms, updated kitchen. Close to shopping, walking paths.
Property well-maintained. Large rooms, updated kitchen. Close to shopping, walking paths.
10
Peter C.
Jun 12, 2025
·
Stayed 3 nights
The rental was on a quiet street within walking distance of restaurants, ice cream shops and the beach. It was the perfect location for my family. The property was clean and set up nicely for my adult children and their families (six children under 5). The yard was large and allowed the kids to run around safely. Overall, a very nice property for adults and kids alike.
The rental was on a quiet street within walking distance of restaurants, ice cream shops and the beach. It was the perfect location for my family. The property was clean and set up nicely for my adult children and their families (six children under 5). The yard was large and allowed the kids to run around safely. Overall, a very nice property for adults and kids alike.
10
Nancy T.
Jul 18, 2024
·
Stayed 5 nights
Yes, if you like a very short walk to a very excellent ice cream shop, this is your place. But there is so much more to love. This is our second year staying at Cherry St. It is perfect for gathering your family together for a fun time. An easy walk to the beach, park, grocery, coffee shop. The house itself is nicely designed for a large group, very comfortable with plenty of bedrooms and bathrooms. The kitchen and dining area work for everyone. The table is huge and perfect for games and puzzles and even eating. The patio has a lot of seating and the yard is great for games - bring your own - bags, badminton, etc. We look forward to coming back next year.
Yes, if you like a very short walk to a very excellent ice cream shop, this is your place. But there is so much more to love. This is our second year staying at Cherry St. It is perfect for gathering your family together for a fun time. An easy walk to the beach, park, grocery, coffee shop. The house itself is nicely designed for a large group, very comfortable with plenty of bedrooms and bathrooms. The kitchen and dining area work for everyone. The table is huge and perfect for games and puzzles and even eating. The patio has a lot of seating and the yard is great for games - bring your own - bags, badminton, etc. We look forward to coming back next year.
10
Beth C.
Aug 15, 2024
·
Stayed 4 nights
Great location if wanting to stay in Williams Bay. We had five of us that stayed at the house. Plenty of space for all of us. The house was clean and well maintained. Host was responsive. We drove to Lake Geneva for shopping and most dinners. Drove to Williams Bay beach. Recommend Egg Harbor restaurant and Magpies.
Great location if wanting to stay in Williams Bay. We had five of us that stayed at the house. Plenty of space for all of us. The house was clean and well maintained. Host was responsive. We drove to Lake Geneva for shopping and most dinners. Drove to Williams Bay beach. Recommend Egg Harbor restaurant and Magpies.
10
Keith T.
Jul 10, 2023
·
Stayed 5 nights
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
10
Sue M.
Apr 28, 2024
·
Stayed 2 nights
Spacious and welcoming home. Plenty of room for our 6 sister’s weekend!! Convenient walk to restaurants and beach location. Super clean! Comfy beds!
Spacious and welcoming home. Plenty of room for our 6 sister’s weekend!! Convenient walk to restaurants and beach location. Super clean! Comfy beds!
10
Katie R.
Sep 29, 2023
·
Stayed 3 nights
A group of college friends recently spent a long weekend enjoying the Lake Geneva area. This house was perfect for us . . . we could walk to the lake and local restaurants and it was just a short drive to Lake Geneva itself. Lots of room and 4 bathrooms. Very well maintained.
A group of college friends recently spent a long weekend enjoying the Lake Geneva area. This house was perfect for us . . . we could walk to the lake and local restaurants and it was just a short drive to Lake Geneva itself. Lots of room and 4 bathrooms. Very well maintained.
10
Megan H.
Apr 18, 2024
·
Stayed 2 nights
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
The property had a lot of space inside! Everything was extremely clean and new. There are plenty of restaurants you are able to walk to. Check in was seamless and the host promptly responded to all questions from being to end. I would definitely recommend this stay to family and friends!!
10
Nicole J.
Jul 30, 2024
·
Stayed 4 nights
We have been coming to the area for years, but Williams Bay is the best kept secret on Geneva Lake. Walkable to restaurants, the municipal beach, some stores. Perfect 10 location! We also loved this home! Everything was very clean and new and well stocked with essentials. Perfect for our two family get away with ages 8-71! Thank you for a wonderful weekend!!
We have been coming to the area for years, but Williams Bay is the best kept secret on Geneva Lake. Walkable to restaurants, the municipal beach, some stores. Perfect 10 location! We also loved this home! Everything was very clean and new and well stocked with essentials. Perfect for our two family get away with ages 8-71! Thank you for a wonderful weekend!!
10
Vlyn D.
Oct 21, 2024
·
Stayed 5 nights
This property fit 9 adults and a 3-year-old perfectly. Kitchen was well equipped with full-size fridge/freezer and stove. We also grilled. Close to the water/beach/playground/walking path. We also enjoyed local music at Harpoon Willie's. And ice cream at Dip in The Bay.
This property fit 9 adults and a 3-year-old perfectly. Kitchen was well equipped with full-size fridge/freezer and stove. We also grilled. Close to the water/beach/playground/walking path. We also enjoyed local music at Harpoon Willie's. And ice cream at Dip in The Bay.
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AI-generated summary based on recent guest reviews
Dining
The kitchen is repeatedly praised as fully equipped for cooking, with ample cookware and a large dining table; grilling is an easy option for group meals.
Related guest reviews
10
Nancy I.
Jan 4, 2024
·
Stayed 2 nights
The property was very well-appointed with plenty of dishes, glasses, pots and pans, and towels for our group of 11. The upstairs open area accommodated everyone for games and dining. The location was very convenient. Thanks to our hosts for a comfortable stay and excellent communication.
The property was very well-appointed with plenty of dishes, glasses, pots and pans, and towels for our group of 11. The upstairs open area accommodated everyone for games and dining. The location was very convenient. Thanks to our hosts for a comfortable stay and excellent communication.
10
Karen T.
Aug 6, 2023
·
Stayed 4 nights
We were a multi-generational group, and the large kitchen and great room layout allowed and encouraged many hours of fun together. The mattresses are firm and comfortable. Everything was kept clean. The refrigerator was ample; cooking our own meals was easy and saved us a lot of money. The bathrooms are very nice, also very clean. It’s an easy walk to the beach — and to ice cream.
We were a multi-generational group, and the large kitchen and great room layout allowed and encouraged many hours of fun together. The mattresses are firm and comfortable. Everything was kept clean. The refrigerator was ample; cooking our own meals was easy and saved us a lot of money. The bathrooms are very nice, also very clean. It’s an easy walk to the beach — and to ice cream.
10
Nancy T.
Jul 18, 2024
·
Stayed 5 nights
Yes, if you like a very short walk to a very excellent ice cream shop, this is your place. But there is so much more to love. This is our second year staying at Cherry St. It is perfect for gathering your family together for a fun time. An easy walk to the beach, park, grocery, coffee shop. The house itself is nicely designed for a large group, very comfortable with plenty of bedrooms and bathrooms. The kitchen and dining area work for everyone. The table is huge and perfect for games and puzzles and even eating. The patio has a lot of seating and the yard is great for games - bring your own - bags, badminton, etc. We look forward to coming back next year.
Yes, if you like a very short walk to a very excellent ice cream shop, this is your place. But there is so much more to love. This is our second year staying at Cherry St. It is perfect for gathering your family together for a fun time. An easy walk to the beach, park, grocery, coffee shop. The house itself is nicely designed for a large group, very comfortable with plenty of bedrooms and bathrooms. The kitchen and dining area work for everyone. The table is huge and perfect for games and puzzles and even eating. The patio has a lot of seating and the yard is great for games - bring your own - bags, badminton, etc. We look forward to coming back next year.
10
Madhulika A.
Apr 9, 2025
·
Stayed 2 nights
We had an amazing girlfriend weekend getaway at this property! It comfortably accommodated our group with its perfect number of beds and bathrooms. The property was impeccably clean, and the kitchen was a dream – fully stocked with a generous amount of sparkling new flatware, silverware, and serve ware. It truly had everything we needed. We can't wait to book this property again!
We had an amazing girlfriend weekend getaway at this property! It comfortably accommodated our group with its perfect number of beds and bathrooms. The property was impeccably clean, and the kitchen was a dream – fully stocked with a generous amount of sparkling new flatware, silverware, and serve ware. It truly had everything we needed. We can't wait to book this property again!
10
Keith T.
Jul 10, 2023
·
Stayed 5 nights
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
This is a spacious comfortable home. Kitchen is well equipped and designed to be used and we really did. Location is perfect for walks to the beach, the shops, the restaurants, the nature areas, the ice cream stores. Exhaustion at the end of each day is met with some excellent beds and wonderful bedding. We all caught up on our sleep. Patio and backyard are fine places to enjoy the outdoors and the front porch is great for people watching. This is the perfect spot to gather your family and enjoy time together. Loved it. Hope to be back next year.
10
Steve L.
Dec 4, 2024
·
Stayed 2 nights
House met all of our needs and was as as we expected based on the listing. Beds and living spaces were comfy and the kitchen was great. Thanks
House met all of our needs and was as as we expected based on the listing. Beds and living spaces were comfy and the kitchen was great. Thanks
10
Donna R.
Aug 9, 2023
·
Stayed 5 nights
We spent 4 glorious nights in Williams Bay with family. Cherry Street location was just perfect for our family. We enjoyed the spacious bedrooms & each family had their own bathrooms. We love to cook so we appreciated the well equipped kitchen and outdoor grill. The entire house was very clean and we loved all of the new updates that had recently been done. We walked to the park, beach, restaurants and ice cream shops. Brian checked in with us when we arrived and was easily accessible when we needed him. We have already booked for next year!
We spent 4 glorious nights in Williams Bay with family. Cherry Street location was just perfect for our family. We enjoyed the spacious bedrooms & each family had their own bathrooms. We love to cook so we appreciated the well equipped kitchen and outdoor grill. The entire house was very clean and we loved all of the new updates that had recently been done. We walked to the park, beach, restaurants and ice cream shops. Brian checked in with us when we arrived and was easily accessible when we needed him. We have already booked for next year!
10
Patricia B.
Feb 2, 2024
·
Stayed 3 nights
The house was just as it was listed. We loved the fireplace and the furniture in the room was very comfortable. The kitchen was well stocked with pretty much all one would need to prepare food. We all thought a hand mixer would be nice to have. The table in the kitchen/ family room , accommodated the six of us with room to spare for our game night. The beds were extremely comfortable. The drive was only 1.5 hours from Chicago. I highly recommend this home for families, or a weekend getaway with friends, or a Girls Weekend. The owner Brian made the reservation process easy, and addressed any questions we had promptly. We had a wonderful stay at the Cherry Street Retreat.
The house was just as it was listed. We loved the fireplace and the furniture in the room was very comfortable. The kitchen was well stocked with pretty much all one would need to prepare food. We all thought a hand mixer would be nice to have. The table in the kitchen/ family room , accommodated the six of us with room to spare for our game night. The beds were extremely comfortable. The drive was only 1.5 hours from Chicago. I highly recommend this home for families, or a weekend getaway with friends, or a Girls Weekend. The owner Brian made the reservation process easy, and addressed any questions we had promptly. We had a wonderful stay at the Cherry Street Retreat.
10
Sharon A.
Jul 30, 2025
·
Stayed 6 nights
Wonderful experience in Williams Bay, Beautiful home, well stocked kitchen and comfortable beds. Would rent again!
Wonderful experience in Williams Bay, Beautiful home, well stocked kitchen and comfortable beds. Would rent again!
10
Vlyn D.
Oct 21, 2024
·
Stayed 5 nights
This property fit 9 adults and a 3-year-old perfectly. Kitchen was well equipped with full-size fridge/freezer and stove. We also grilled. Close to the water/beach/playground/walking path. We also enjoyed local music at Harpoon Willie's. And ice cream at Dip in The Bay.
This property fit 9 adults and a 3-year-old perfectly. Kitchen was well equipped with full-size fridge/freezer and stove. We also grilled. Close to the water/beach/playground/walking path. We also enjoyed local music at Harpoon Willie's. And ice cream at Dip in The Bay.
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AI-generated summary based on recent guest reviews
10
Melissa L.
Jan 5, 2026
·
Stayed 2 nights
The house was equipped with everything we needed and the check-in/out process was smooth. We hope to visit again in warmer weather months.
The house was equipped with everything we needed and the check-in/out process was smooth. We hope to visit again in warmer weather months.
10
Parminder B.
Nov 13, 2025
·
Stayed 3 nights
Brian was excellent at communicating, checking and making sure we were comfortable. It was perfect for our team retreat, and everything was laid out well. We definitely look forward to coming back!
Brian was excellent at communicating, checking and making sure we were comfortable. It was perfect for our team retreat, and everything was laid out well. We definitely look forward to coming back!
10
tami b.
Oct 26, 2025
·
Stayed 2 nights
Great place. Very clean. No kleenex.
Great place. Very clean. No kleenex.
10
Steven B.
Oct 19, 2025
·
Stayed 3 nights
House is well equipped, and very clean. Enjoyed William’s Bay area and Lake Geneva. We would stay here again.
House is well equipped, and very clean. Enjoyed William’s Bay area and Lake Geneva. We would stay here again.
10
Mary E.
Sep 10, 2025
·
Stayed 2 nights
Very clean and updated space. The host was quick to respond to any questions. We enjoyed the location as well!
Very clean and updated space. The host was quick to respond to any questions. We enjoyed the location as well!
Property Policies
Check-in
Check-out
Check-in from 16:00
Before 10:00
FAQs about Cherry St Retreat, Walk to Geneva Lake, Sleeps 14!
Is parking available at the property?
Parking is available on-site, with space for up to 6 cars in the driveway. Additional parking can be found on the street.
What are the check-in and check-out times?
Check-in is at 16:00 and check-out is at 10:00. Early check-in and late check-out may be available upon request, but guests should inquire in advance.
Where is the property located?
The property is located in downtown Williams Bay, Wisconsin, just one block from Geneva Lake. It is within walking distance of the beach, boardwalk, boat launch, nature conservancy, parks, restaurants, and shops.
Are children allowed at the property?
Children are permitted at the property. There is no specific minimum age for children to stay for free, as children aged 0-17 are welcome.
Does the property offer extra beds or cribs?
The property does not provide extra beds or cribs. Guests should plan accordingly for their sleeping arrangements.
What accessibility features are available at the property?
The property features handrails in stairways and a well-lit path to the entrance, making it more accessible for guests with disabilities.
Are pets allowed at the property?
Pets are not allowed at the property. However, service animals are exempt from this policy.
Is breakfast offered at the property?
Breakfast is not offered at the property. Guests can enjoy meals at nearby restaurants within walking distance.
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Check-in must be done by someone who is at least 25 years old.
Popular amenities
Refrigerator
Coffee / Tea Maker
Cable / Satellite TV
Microwave
Hair Dryer
Garden
General
Refrigerator
Cable / Satellite TV
Coffee / Tea Maker
Microwave
Hair Dryer
Towels
Fireplace
Handrails in Stairways
Smoke-Free Property
Services
Laundry Facilities
Well-Lit Path to Entrance
Activities
Garden
Motor Boating on site
Firepit
Games
Internet
Free Wi-Fi