Waterfront vacation rentals in Annapolis
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Annapolis
Guests agree: these waterfront accommodations 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, 174 reviewsHalcyon house. Lovely views on MD eastern shore.
Jun. 10 – 17
Apartment in Essex
4.97 out of 5 average rating, 223 reviewsA place unique on sue creek
Nov. 2 – 9
Apartment in Occoquan
4.89 out of 5 average rating, 416 reviewsAnne’s River View, couples, Historic Occoquan,hike
Oct. 15 – 22
Apartment in Deale
4.91 out of 5 average rating, 614 reviewsRomantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Apr. 24 – May 1
Apartment in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
Dec. 15 – 22
Apartment in Alexandria
4.87 out of 5 average rating, 245 reviewsThe Duke Suite at Prince Street Inn
Aug. 16 – 23
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
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!
Apr. 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 Crownsville
4.94 out of 5 average rating, 148 reviewsSevern River Waterfront Home
Aug. 24 – 31
Home in Annapolis
4.89 out of 5 average rating, 182 reviewsCountry House on the Bay
Jan. 20 – 27
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Nov. 30 – Dec. 7
Home in Grasonville
4.94 out of 5 average rating, 225 reviewsRiver Front, Private Single Family Home
Nov. 3 – 10
Home in Stevensville
4.94 out of 5 average rating, 194 reviews❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Mar. 1 – 8
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, 6 reviewsCharming Annapolis Waterfront Condo
Sep. 16 – 23
Condo in Rock Hall
5.0 out of 5 average rating, 10 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
Jul. 25 – Aug. 1
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 Annapolis
4.73 out of 5 average rating, 71 reviewsAmazing Views from Spa Creek 2BD Condo with Pool
Mar. 23 – 30
Condo in Baltimore
5.0 out of 5 average rating, 32 reviewsHarbor Gem
Jul. 17 – 24
Condo in Annapolis
4.96 out of 5 average rating, 213 reviewsAnnapolis Waterfront Condo - Unit #: A-203
Aug. 28 – Sep. 4
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
$164 CAD before taxes and fees
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