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
Rental unit in Chestertown
4.98 out of 5 average rating, 103 reviewsRIVER WATCH
Rental unit in Springfield
4.91 out of 5 average rating, 101 reviewsUrban Oasis I Lg 2bd/1ba I Secluded Parklike Yard
Rental unit in Annapolis
4.85 out of 5 average rating, 34 reviewsAnnapolis Escape @Gate 1 and Harbor Free parking
Rental unit in Stevensville
5 out of 5 average rating, 35 reviewsHeron Roost
Rental unit in Arnold
4.96 out of 5 average rating, 174 reviewsFall Getaway
Rental unit in Essex
4.97 out of 5 average rating, 249 reviewsA place unique on sue creek
Rental unit in Chester
4.97 out of 5 average rating, 260 reviewsCozy Waterfront Apartment Chester, MD
Rental unit in Fells Point
4.76 out of 5 average rating, 21 reviewsThe Bow – Chic Urban Retreat in Fells Point
Waterfront house rentals
Home in Riviera Beach
4.94 out of 5 average rating, 126 reviewsWaterfront Cheerful 5 home
Home in Stevensville
4.93 out of 5 average rating, 243 reviews❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Home in Stevensville
4.97 out of 5 average rating, 109 reviewsThe Kent Island House
Home in Chester
4.99 out of 5 average rating, 80 reviewsWaterfront Farmhouse Meets Modern Luxury
Home in Cambridge
4.99 out of 5 average rating, 164 reviewsSunset Breezes - quiet waterfront retreat
Home in Deale
4.99 out of 5 average rating, 136 reviewsChesapeake Waterfront HotTub-Kayaks-Crabbing
Home in Deale
4.98 out of 5 average rating, 103 reviews140ft Dock, Pet-Friendly 8 Acre Waterfront Oasis !
Home in Annapolis
5 out of 5 average rating, 24 reviewsBay Home in Annapolis with Private Dock
Waterfront condo rentals
Condo in Inner Harbor
4.89 out of 5 average rating, 208 reviewsHistoric Federal hills urban lifestyle
Condo in Georgetown
4.92 out of 5 average rating, 12 reviews*Gorgeous Spacious Georgetown Waterfront Condo!*
Condo in Annapolis
4.76 out of 5 average rating, 80 reviewsAmazing Views from Spa Creek 2BD Condo with Pool
Condo in Annapolis
5 out of 5 average rating, 52 reviewsCharming Annapolis Waterfront Condo
Condo in Betterton
4.92 out of 5 average rating, 36 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Condo in Annapolis
4.5 out of 5 average rating, 4 reviewsWalk to Main St Waterfront condo, pool, parking
Condo in Georgetown
4.69 out of 5 average rating, 52 reviewsHistorical Georgetown Modern Penthouse 12 min DCA
Condo in North Beach
4.94 out of 5 average rating, 16 reviewsUnbelievable beach views for 6
Quick stats about waterfront rentals in Annapolis
Total rentals
30 properties
Nightly prices starting at
$150 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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