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.
Oct 31 – Nov 7
Apartment in Essex
4.97 out of 5 average rating, 223 reviewsA place unique on sue creek
Apr 12 – 19
Apartment in Deale
4.91 out of 5 average rating, 614 reviewsRomantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Nov 8 – 15
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Feb 20 – 27
Apartment in Alexandria
4.87 out of 5 average rating, 245 reviewsThe Duke Suite and Prince Street Inn
Oct 6 – 13
Apartment in Washington
4.8 out of 5 average rating, 384 reviewsCozy & modern apt in the heart of town King Bed
May 30 – Jun 6
Apartment in Annapolis
4.98 out of 5 average rating, 89 reviewsOne bedroom apartment in Annapolis
Nov 10 – 17
Apartment in Pasadena
5.0 out of 5 average rating, 6 reviewsRelaxing Waterfront Apartment!
Aug 19 – 26
Waterfront house rentals
Home in Annapolis
4.98 out of 5 average rating, 156 reviewsQuiet Waterfront
Sep 23 – 30
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Sep 3 – 10
Home in Edgewater
4.98 out of 5 average rating, 100 reviewsLuxury Modern Home on Water+Hotub- Annapolis 25min
Jun 17 – 24
Home in Annapolis
4.89 out of 5 average rating, 182 reviewsCountry House on the Bay
Sep 28 – Oct 5
Home in Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Aug 24 – 31
Home in Grasonville
4.94 out of 5 average rating, 225 reviewsRiver Front, Private Single Family Home
Nov 17 – 24
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Apr 24 – May 1
Home in Kent Narrows
5.0 out of 5 average rating, 278 reviewsChester Riverfront At Kent Narrows
Oct 16 – 23
Waterfront condo rentals
Condo in Baltimore
4.9 out of 5 average rating, 174 reviewsHistoric Federal hills urban lifestyle
Nov 28 – Dec 5
Condo in Washington
4.83 out of 5 average rating, 18 reviewsHistorical Georgetown Modern Penthouse 12 min DCA
May 27 – Jun 3
Condo in Annapolis
5.0 out of 5 average rating, 7 reviewsCharming Annapolis Waterfront Condo
Dec 12 – 19
Condo in Rock Hall
5.0 out of 5 average rating, 10 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
Jan 27 – Feb 3
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Sep 20 – 27
Condo in Annapolis
4.73 out of 5 average rating, 71 reviewsAmazing Views from Spa Creek 2BD Condo with Pool
Jan 5 – 12
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, 213 reviewsAnnapolis Waterfront Condo - Unit #: A-203
Nov 24 – Dec 1
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
€ 112 before taxes and fees
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