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Search results; 365 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
,
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Guest suite in Lusby
Waterfront on St. Leonard Creek at Fort Hill
2 bedrooms, 4 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 118 reviews
Guest favourite
Rooms in Port Republic
Tranquil Retreat in the Woods
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Lusby
Historic Manor - Main House
3 bedrooms, 3 beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Flat in St. Leonard
The Loft at Flag Harbor
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.89 out of 5 average rating, 19 reviews
Top guest favourite
Cottage in California
Cozy Little Cottage
2 bedrooms, 2 queen beds, 1 bathroom
28 Sept – 3 Oct
4.97 out of 5 average rating, 286 reviews
Guest favourite
Place to stay in St. Leonard
Mermaids Paradise
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
4.93 out of 5 average rating, 201 reviews
Top guest favourite
Home in St. Leonard
Blue Pearl-Luxury estate with private dock/jacuzzi
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 106 reviews
Flat in St. Leonard
Highland Cow Apartment in St Leonard
1 bedroom, 1 king bed, 1 bathroom
12–17 Sept
New place to stay
Guest favourite
Cabin in Port Republic
Ocean Break
1 bedroom, 1 queen bed, 1 bathroom
15–20 Oct
4.84 out of 5 average rating, 44 reviews
Top guest favourite
Cottage in Hollywood
The Little Blue Cottage
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 56 reviews
Guest favourite
Home in St. Leonard
OLD BAY beach-front classic on the Chesapeake Bay
3 bedrooms, 3 king beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Home in North Beach
Comfy King Bed Home, walk to dinner & beach!
2 bedrooms, 2 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 40 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
Superhost
Hotel in Prince Frederick
2 Queen Beds | Free Parking. Free Breakfast. Pool
3 beds, 1 bathroom
13–18 Sept
4.58 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Chesapeake Beach
Brookeside tuckaway / Free Beach Passes
1 bedroom, 3 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 18 reviews
Cottage in St. Leonard
Spacious Beachfront Retreat w/Dock
5 bedrooms, 9 beds, 3 bathrooms
13–18 Sept
4.82 out of 5 average rating, 144 reviews
Top guest favourite
Serviced apartment in Broomes Island
Beautiful waterfront apartment in Broomes Island
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 56 reviews
Guest favourite
Home in North Beach
Bay Beach House | Screened Porch TV | Walkable
4 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
4.86 out of 5 average rating, 7 reviews