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Search results; Over 1,000 homes

Top guest favourite
Treehouse in Swanton
The Overlook; A Romantic Treehouse for Two
1 bedroom, 1 bed, 1 bathroom
21–26 Aug
4.99 out of 5 average rating, 327 reviews
Top guest favourite
Home in Cambridge
Waterfront Oasis: SaltwaterPool&HotTub&PrivateDock
6 bedrooms, 11 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 23 reviews
Superhost
Home in Lusby
Luxury Chesapeake Bayfront Home w/ Private Beach
3 bedrooms, 8 beds, 4 bathrooms
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Accident
Rustic Luxe Cabin (4x4 Required)
2 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.98 out of 5 average rating, 93 reviews
Guest favourite
Home in Huntingtown
Grand Tudor Home w/ Saltwater Pool & Hot Tub
5 bedrooms, 6 beds, 3.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Mount Airy
The Gathering Place | Luxury Sauna Retreat
4 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Home in Lusby
Private Beach, Dock, Hottub @ Solomons Bay A-Frame
4 bedrooms, 7 beds, 2 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Cottage in Annapolis
Weems Creek Cottage, Annapolis Waterfront
1 queen bed, 1 bathroom
1–6 Aug
4.98 out of 5 average rating, 161 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds, 1 bathroom
14–19 Aug
4.97 out of 5 average rating, 466 reviews
Top guest favourite
Home in Lusby
Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit
4 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Lusby
Historic Rousby Hall, Waterfront, Pool, Beach
4 bedrooms, 4 beds, 4 bathrooms
8–13 Aug
4.99 out of 5 average rating, 172 reviews
Superhost
Home in Myersville
Hillside Haven
3 bedrooms, 5 beds, 1.5 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Chalet in Knoxville
4 King Suites | HotTub | FirePit |PingPong |Arcade
4 bedrooms, 4 king beds, 3.5 bathrooms
1–6 Sept
4.99 out of 5 average rating, 111 reviews
Guest favourite
Home in Oxon Hill
Mini Golf, Hoops & Game Room /5 Min to MGM/Gaylord
4 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Bozman
The Cottage at Broad Creek
1 bedroom, 1 bed, 1.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 44 reviews
Home in Oldtown
Towser’s Timber Lodge | Luxury Escape on Acreage
4 bedrooms, 9 beds, 3.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Sabillasville
Stoney Spring Overlook
4 bedrooms, 6 queen beds, 3.5 bathrooms
29 Sept – 4 Oct
4.95 out of 5 average rating, 151 reviews