Waterfront vacation rentals in Annapolis
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Annapolis
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Annapolis waterfront rentals
Waterfront apartment rentals
Rental unit in Grasonville
Halcyon house. Lovely views on MD eastern shore.
Rental unit in Essex
A place unique on sue creek
Rental unit in Chester
Cozy Waterfront Apartment Chester, MD
Rental unit in Arnold
Celebrate Summer By Your Private Pool
Rental unit in Deale
Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Rental unit in Old Town
The Duke Suite and Prince Street Inn
Rental unit in Annapolis
One bedroom apartment in Annapolis
Rental unit in Fells Point
The Brompton – Chic Urban Retreat in Fells Point
Waterfront house rentals
Home in Stevensville
Chesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Annapolis
Quiet Waterfront
Home in Crownsville
Severn River Waterfront Home
Home in Stevensville
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Home in Annapolis
Country House on the Bay
Home in Tracys Landing
The Little Gypsy BoHome
Home in Grasonville
River Front, Private Single Family Home
Home in Glen Burnie
12 M to Naval Acadmey | WATERFRONT|Calming Paradis
Waterfront condo rentals
Condo in Inner Harbor
Historic Federal hills urban lifestyle
Condo in Georgetown
Historical Georgetown Modern Penthouse 12 min DCA
Condo in Annapolis
Charming Annapolis Waterfront Condo
Condo in Inner Harbor
Harbor Gem
Condo in Betterton
3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Condo in Annapolis
Amazing Views from Spa Creek 2BD Condo with Pool
Condo in Rock Hall
Waterman's Delight ~ Best Harbor View Sunsets!
Condo in Annapolis
Annapolis Waterfront Condo - Unit #: A-203
Quick stats about waterfront rentals in Annapolis
Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
€ 110 before taxes and fees
Destinations to explore
- Baltimore Vacation rentals
- Ocean City Vacation rentals
- Cape May Vacation rentals
- Wildwood Vacation rentals
- Rehoboth Beach Vacation rentals
- Arlington Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Washington
- Waterfront rentals Philadelphia
- Waterfront rentals Baltimore
- Rentals with a fire pit Annapolis
- Rentals with a patio Annapolis
- Monthly Rentals Annapolis
- Fitness-friendly rentals Annapolis
- Kid-friendly rentals Annapolis
- Rentals with breakfast Annapolis
- Rentals with a hot tub Annapolis
- Rentals with lake access Annapolis
- Pet-friendly rentals Annapolis
- Condo rentals Annapolis
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Family-friendly rentals Annapolis
- Rentals with a washer and dryer Annapolis
- Rentals with pools Annapolis
- House rentals Annapolis
- Apartment rentals Annapolis
- Townhouse rentals Annapolis
- Rentals with beach access Annapolis
- Rentals with an EV charger Annapolis
- Private suite rentals Annapolis
- Waterfront rentals Maryland
- Waterfront rentals Anne Arundel County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom