Hotels with parking in Shady Side

Bay Front Manor House

Churchton, MD

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$355

/ night

Waterfront Getaway, Dock Your Boat & Play!

Mayo, MD

Parking

Free WiFi

Free Parking

from

$279

/ night

Great for couples

Anchored Inn at Hidden Harbor

Superb

Enjoy a seasonal outdoor pool and complimentary breakfast at this charming hotel in Deale, Maryland, near Chesapeake Bay.

Pool

Parking

Free WiFi

Free Parking

from

$203

/ night

The Inn at Tacaro Estate

Superb

5-star

Pool

Parking

Free WiFi

from

$416

/ night

Coastal Edgewater Home w/ Private Hot Tub!

Superb

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$408

/ night

Searenity Stays

Exceptional

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$299

/ night

Welcome to Getaway on the Bay Your Waterfront Annapolis Escape

Arundel on the Bay, Annapolis, MD

Parking

Free WiFi

Spa & wellness services

Free Parking

from

$532

/ night

Vanishing Run Retreat with Pool

Anne Arundel County, MD

5-star

Pool

Parking

Free WiFi

from

$1,184

/ night

Holly Hill Haven

Selby-on-the-Bay, MD

Parking

Free WiFi

Free Parking

from

$711

/ night

SpringHill Suites by Marriott Annapolis

Parole, Annapolis, MD

8.7

Fabulous

1,000 reviews

Enjoy an indoor pool, hot tub, and complimentary breakfast in this modern Annapolis hotel.

Pool

Parking

Free WiFi

Pool Indoor

from

$134

/ night

Candlewood Suites Annapolis by IHG

Parole, Annapolis, MD

8.8

Fabulous

340 reviews

Comfortable hotel with a 24-hour fitness center and free parking, close to Annapolis Harbour Center.

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$107

/ night

London Towne Bungalow Wloft - Walk To The Beach!

Edgewater, MD

Parking

Free WiFi

Free Parking

from

$427

/ night

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Hillsmere Shores, Annapolis, MD

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$351

/ night

Private Single Family Home Close to Both Water and Downtown!

Annapolis, MD

5-star

Parking

Free WiFi

Free Parking

from

$334

/ night

The Sail Loft

Historic District, Annapolis, MD

10

Exceptional

47 reviews

Parking

Free WiFi

Air Conditioned

from

$242

/ night

Annapolis Vacation Home: 2 Mi to Quiet Waters Park

Exceptional

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$404

/ night

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking

Exceptional

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$531

/ night

BayRidge house by Quiet Waters, Thomas Point Parks

Hillsmere Shores, Annapolis, MD

9.5

Exceptional

16 reviews

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$279

/ night

Eastport Bungalow Yard, Grill & Walk Downtown

Eastport, Annapolis, MD

Parking

Free WiFi

Free Parking

from

$461

/ night

Gaia House

Annapolis, MD

Parking

Free WiFi

Free Parking

Non-Smoking Rooms

from

$137

/ night