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, 175 reviewsHalcyon house. Lovely views on MD eastern shore.
Feb 17 – 24
Apartment in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Jan 2 – 9
Apartment in Essex
4.97 out of 5 average rating, 224 reviewsA place unique on sue creek
Oct 31 – Nov 7
Apartment in Deale
4.91 out of 5 average rating, 614 reviewsRomantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Apr 29 – May 6
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Jan 16 – 23
Apartment in Alexandria
4.87 out of 5 average rating, 246 reviewsThe Duke Suite and Prince Street Inn
Aug 14 – 21
Apartment in Annapolis
4.98 out of 5 average rating, 90 reviewsOne bedroom apartment in Annapolis
Nov 4 – 11
Apartment in Pasadena
5.0 out of 5 average rating, 6 reviewsRelaxing Waterfront Apartment!
Jul 24 – 31
Waterfront house rentals
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Dec 25 – Jan 1
Home in Edgewater
4.98 out of 5 average rating, 100 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Sep 23 – 30
Home in Annapolis
4.89 out of 5 average rating, 182 reviewsCountry House on the Bay
Sep 27 – Oct 4
Home in Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Dec 29 – Jan 5
Home in Grasonville
4.94 out of 5 average rating, 226 reviewsRiver Front, Private Single Family Home
Nov 17 – 24
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec 15 – 22
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
Oct 10 – 17
Waterfront condo rentals
Condo in Baltimore
4.9 out of 5 average rating, 176 reviewsHistoric Federal hills urban lifestyle
Dec 1 – 8
Condo in Washington
4.83 out of 5 average rating, 18 reviewsHistorical Georgetown Modern Penthouse 12 min DCA
Jun 4 – 11
Condo in Annapolis
5.0 out of 5 average rating, 7 reviewsCharming Annapolis Waterfront Condo
Sep 24 – Oct 1
Condo in Rock Hall
5.0 out of 5 average rating, 10 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
Jan 26 – Feb 2
Condo in Annapolis
4.73 out of 5 average rating, 71 reviewsAmazing Views from Spa Creek 2BD Condo with Pool
Nov 17 – 24
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Jun 25 – Jul 2
Condo in Baltimore
5.0 out of 5 average rating, 32 reviewsHarbor Gem
Aug 19 – 26
Condo in Annapolis
4.96 out of 5 average rating, 214 reviewsAnnapolis Waterfront Condo - Unit #: A-203
Oct 20 – 27
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
G$25,082 GYD before taxes and fees
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