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
Apartment in Grasonville
4.89 out of 5 average rating, 177 reviewsHalcyon house. Lovely views on MD eastern shore.
Apartment in Occoquan
4.89 out of 5 average rating, 419 reviewsAnne’s River View, couples, Historic Occoquan,hike
Apartment in Chester
4.97 out of 5 average rating, 235 reviewsCozy Waterfront Apartment Chester, MD
Apartment in Essex
4.97 out of 5 average rating, 226 reviewsA place unique on sue creek
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Apartment in Deale
4.91 out of 5 average rating, 614 reviewsRomantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Apartment in Alexandria
4.87 out of 5 average rating, 250 reviewsThe Duke Suite at Prince Street Inn
Apartment in Annapolis
4.98 out of 5 average rating, 91 reviewsOne bedroom apartment in Annapolis
Waterfront house rentals
Home in Edgewater
4.98 out of 5 average rating, 102 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Home in Stevensville
5.0 out of 5 average rating, 103 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Home in Annapolis
4.98 out of 5 average rating, 157 reviewsQuiet Waterfront
Home in Annapolis
4.89 out of 5 average rating, 184 reviewsCountry House on the Bay
Home in Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Home in Stevensville
4.95 out of 5 average rating, 154 reviewsRelax on Kent Island in 3 Bedroom Home w/Waterview
Home in Tracys Landing
4.99 out of 5 average rating, 168 reviewsThe Little Gypsy BoHome
Home in Glen Burnie
4.97 out of 5 average rating, 122 reviews12 M to Naval Acadmey | WATERFRONT|Calming Paradis
Waterfront condo rentals
Condo in Baltimore
4.91 out of 5 average rating, 179 reviewsHistoric Federal hills urban lifestyle
Condo in Annapolis
5.0 out of 5 average rating, 12 reviewsCharming Annapolis Waterfront Condo
Condo in Annapolis
4.73 out of 5 average rating, 71 reviewsAmazing Views from Spa Creek 2BD Condo with Pool
Condo in Washington
4.73 out of 5 average rating, 22 reviewsHistorical Georgetown Modern Penthouse 12 min DCA
Condo in Baltimore
5.0 out of 5 average rating, 32 reviewsHarbor Gem
Condo in Rock Hall
5.0 out of 5 average rating, 10 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Condo in Annapolis
4.96 out of 5 average rating, 221 reviewsAnnapolis 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
ﺩ.ﺇ441 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
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Washington
- Waterfront rentals Philadelphia
- Waterfront rentals Baltimore
- Rentals with an EV charger Annapolis
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Condo rentals Annapolis
- Rentals with a washer and dryer Annapolis
- Rentals with beach access Annapolis
- Family-friendly rentals Annapolis
- Pet-friendly rentals Annapolis
- Fitness-friendly rentals Annapolis
- Rentals with a patio Annapolis
- House rentals Annapolis
- Apartment rentals Annapolis
- Kid-friendly rentals Annapolis
- Rentals with lake access Annapolis
- Private suite rentals Annapolis
- Townhouse rentals Annapolis
- Rentals with a fire pit Annapolis
- Rentals with a hot tub Annapolis
- Rentals with pools Annapolis
- Rentals with breakfast Annapolis
- Monthly 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