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Search results; Over 1,000 places

Guest favorite
Room in Annapolis
Annapolis Beautiful Waterfront
8 min drive
Apr 27 – May 2
4.83 out of 5 average rating, 292 reviews
Guest favorite
Home in Annapolis
hot tub, pet friendly, fenced yard in Annapolis
8 min drive
Apr 28 – May 3
4.97 out of 5 average rating, 65 reviews
Guest favorite
Townhouse in Annapolis
Serenity Retreat Annapolis- Fun, Peace & EV Charge
4 min drive
May 5 – 10
4.86 out of 5 average rating, 66 reviews
Guest favorite
Room in Annapolis
Cape Cod Charm close to USNA & Annapolis - Room 2
6 min drive
May 6 – 11
4.96 out of 5 average rating, 273 reviews
Home in Annapolis
Waterfront Annapolis Home: Fire Pit & Fishing Pier
6 min drive
Apr 29 – May 4
4.57 out of 5 average rating, 86 reviews
Guest favorite
Home in Annapolis
Country House on the Bay
9 min drive
Apr 22 – 27
4.89 out of 5 average rating, 182 reviews
Superhost
Home in Annapolis
"Cape Saint Claire Hostel"
9 min drive
Apr 27 – May 2
4.84 out of 5 average rating, 197 reviews
Guest favorite
Cottage in Annapolis
Waterfront farm retreat for vacation & telework
12 min drive
Apr 28 – May 3
4.97 out of 5 average rating, 114 reviews
Guest favorite
Cottage in Annapolis
Charming Waterfront Cottage on Historic Property
9 min drive
Apr 21 – 26
4.97 out of 5 average rating, 34 reviews
Guest favorite
Home in Annapolis
Cape St Claire waterfront getaway
10 min drive
Jun 3 – 8
4.99 out of 5 average rating, 197 reviews
Guest favorite
Guest suite in Annapolis
Bayside Beach Getaway
9 min drive
Apr 19 – 24
4.89 out of 5 average rating, 27 reviews
Home in Annapolis
Waterfront Cottage with Beach and Pier
11 min drive
Apr 21 – 26
4.8 out of 5 average rating, 20 reviews
Guest favorite
Home in Annapolis
Serene Waterfront Home
8 min drive
May 5 – 10
4.93 out of 5 average rating, 42 reviews
Guest favorite
Home in Arnold
Bring A Boat! Waterfront home-w/basement apt+dock!
18 min drive
Apr 21 – 26
4.94 out of 5 average rating, 47 reviews
Guest favorite
Guest suite in Arnold
Old Bay Bungalow
15 min drive
Apr 28 – May 3
4.96 out of 5 average rating, 563 reviews
Room in Annapolis
Scooters
5 min drive
Apr 19 – 24
New place to stay
Guest favorite
Cottage in Annapolis
Bay View Beach Cottage, perfect for long-term
9 min drive
Apr 20 – 25
4.9 out of 5 average rating, 20 reviews
Home in Annapolis
Cozy Home in the Cape
8 min drive
May 27 – Jun 1
5.0 out of 5 average rating, 4 reviews