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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
21–26 Nov
4.99 out of 5 average rating, 333 reviews
Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds
26–31 Oct
4.99 out of 5 average rating, 138 reviews
Top guest favourite
Home in Stevensville
Waterfront | Swim Spa + Sauna + Beach + Game Room
4 bedrooms, 6 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 469 reviews
Top guest favourite
Cabin in Frederick
Misty Hill Lodge-Frederick
2 bedrooms, 2 beds
27 Aug – 1 Sept
4.98 out of 5 average rating, 130 reviews
Home in Chester
NEW I Waterfront, HotTub, Dock, Fire Pit, GameRoom
4 bedrooms, 4 king beds
30 Aug – 4 Sept
New place to stay
Top guest favourite
Barn in Bel Air
The Whispering Rafters Tiny Home
1 bedroom, 1 bed
23–28 Aug
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Home in Lusby
Private Beach, Dock, Hottub @ Solomons Bay A-Frame
4 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Mount Airy
The Gathering Place | Luxury Sauna Retreat
4 bedrooms, 4 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Room in Deale
Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual
1 bed
30 Sept – 5 Oct
5.0 out of 5 average rating, 11 reviews
Home in Chestertown
Private Chester River Retreat | Fire Pit & Views
3 bedrooms, 6 beds
21–26 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Swanton
Luxury Cabin, Outdoor Fireplace, Hot tub, Sauna
3 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Friendsville
Estate near Wisp Resort w/ Indoor Pool & Sauna
6 bedrooms, 13 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Tiny home in Mardela Springs
Tiny House on Maypop Homestead
1 bedroom, 1 bed
23–28 Aug
4.98 out of 5 average rating, 47 reviews
Home in Pasadena
Waterfront Retreat | Pool, Hot Tub & Creek Views
6 bedrooms, 8 beds
13–18 Sept
New place to stay
Top guest favourite
Home in Waldorf
Spacious & Luxury Retreat Home in Waldorf
4 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Accident
Rustic Luxe Cabin (4x4 Required)
2 bedrooms, 4 beds
23–28 Aug
4.98 out of 5 average rating, 97 reviews
Top guest favourite
Home in Church Creek
Blackwater Sika & Wildlife Retreat
3 bedrooms, 4 beds
18–23 Aug
5.0 out of 5 average rating, 13 reviews