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Search results; 363 homes

Guest favourite
Home in Calvert County
Rising Sun Cottage 3Bed 3 bathroom W/ Beach Views!
3 bedrooms, 3 beds, 4 private bathrooms
6–11 Dec
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5.0 out of 5 average rating, 11 reviews
Guest favourite
Home in Prince Frederick
Chesapeake Escape
3 bedrooms, 7 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 54 reviews
Guest favourite
Home in St. Leonard
Shewells Cottage at Long Beach
3 bedrooms, 6 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in St. Leonard
Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC
2 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 198 reviews
Top guest favourite
Home in St. Leonard
Cottage on the Bay
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 99 reviews
Top guest favourite
Home in Prince Frederick
Bay Charm Southern Maryland
4 bedrooms, 6 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 93 reviews
Guest favourite
Home in Port Republic
Home by the Bay
2 bedrooms, 2 queen beds, 1.5 bathrooms
20–25 Sept
4.85 out of 5 average rating, 33 reviews
Guest favourite
Bungalow in North Beach
Bayside Bungalow: Cozy North Beach Getaway
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.87 out of 5 average rating, 129 reviews
Top guest favourite
Flat in North Beach
Waterfront on the North Beach Boardwalk
2 bedrooms, 2 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 26 reviews
Guest favourite
Cottage in Port Republic
Shewell’s Cottage by the Shore
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.8 out of 5 average rating, 220 reviews
Top guest favourite
Home in North Beach
Modern Bay Home a few blocks from Boardwalk
4 bedrooms, 5 beds, 4.5 bathrooms
25–30 Sept
5.0 out of 5 average rating, 21 reviews
Flat in St. Leonard
Apartment in St Leonard
1 bedroom, 1 king bed, 1 bathroom
8–13 Sept
New place to stay
Superhost
Home in Mechanicsville
St. Mary's County - Patuxent House w, a View
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.63 out of 5 average rating, 212 reviews
Top guest favourite
Home in North Beach
Osprey's Perch
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Home in North Beach
The Mermaid Cottage | Walk to Beach | Pet Friendly
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in North Beach
Bay Beach House | Screened Porch TV | Walkable
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in St. Leonard
Exclusive Waterfront Hideaway in St. Leonard
1 bedroom, 3 beds, 1 bathroom
12–17 Sept
4.95 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in North Beach
Cozy Waterfront Cottage - Pet Friendly
2 bedrooms, 3 queen beds, 1 bathroom
18–23 Sept
4.95 out of 5 average rating, 109 reviews
Guest favourite
Home in Chesapeake Beach
Chesapeake Beach Charm: Cozy Home with Bay views
4 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
4.87 out of 5 average rating, 77 reviews