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, 176 reviewsHalcyon house. Lovely views on MD eastern shore.
Sep 2 – 9
Apartment in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Sep 20 – 27
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Apr 29 – May 6
Apartment in Essex
4.97 out of 5 average rating, 225 reviewsA place unique on sue creek
Jan 2 – 9
Apartment in Deale
4.91 out of 5 average rating, 614 reviewsRomantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Oct 23 – 30
Apartment in Alexandria
4.87 out of 5 average rating, 248 reviewsThe Duke Suite and Prince Street Inn
Oct 6 – 13
Apartment in Annapolis
4.98 out of 5 average rating, 91 reviewsOne bedroom apartment in Annapolis
Nov 10 – 17
Apartment in Pasadena
5.0 out of 5 average rating, 6 reviewsRelaxing Waterfront Apartment!
Dec 19 – 26
Waterfront house rentals
Home in Annapolis
4.98 out of 5 average rating, 157 reviewsQuiet Waterfront
Oct 20 – 27
Home in Stevensville
5.0 out of 5 average rating, 102 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Jan 22 – 29
Home in Edgewater
4.98 out of 5 average rating, 101 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Sep 13 – 20
Home in Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Dec 28 – Jan 4
Home in Annapolis
4.89 out of 5 average rating, 182 reviewsCountry House on the Bay
Feb 23 – Mar 2
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec 5 – 12
Home in Grasonville
4.94 out of 5 average rating, 226 reviewsRiver Front, Private Single Family Home
Oct 18 – 25
Home in Kent Narrows
5.0 out of 5 average rating, 280 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Waterfront condo rentals
Condo in Baltimore
4.9 out of 5 average rating, 176 reviewsHistoric Federal hills urban lifestyle
Aug 5 – 12
Condo in Washington
4.75 out of 5 average rating, 20 reviewsHistorical Georgetown Modern Penthouse 12 min DCA
Jun 10 – 17
Condo in Annapolis
5.0 out of 5 average rating, 9 reviewsCharming Annapolis Waterfront Condo
Jan 25 – Feb 1
Condo in Rock Hall
5.0 out of 5 average rating, 10 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
Jan 30 – Feb 6
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Aug 28 – Sep 4
Condo in Annapolis
4.73 out of 5 average rating, 71 reviewsAmazing Views from Spa Creek 2BD Condo with Pool
Feb 16 – 23
Condo in Baltimore
5.0 out of 5 average rating, 32 reviewsHarbor Gem
Sep 1 – 8
Condo in Annapolis
4.96 out of 5 average rating, 216 reviewsAnnapolis Waterfront Condo - Unit #: A-203
Sep 15 – 22
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
R2,221 ZAR before taxes and fees
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