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Search results; Over 1,000 homes in Saint Leonard

Top guest favourite
Home in St. Leonard
Cozy Cottage on the Chesapeake Bay
3 bedrooms, 6 beds, 2 shared bathrooms
24–29 Aug
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4.92 out of 5 average rating, 195 reviews
Guest favourite
Home in St. Leonard
Escape to the Bay~Waterfront
4 bedrooms, 6 beds, 4 bathrooms
19–24 Jul
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Cottage in St. Leonard
Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC
2 bedrooms, 4 beds, 1.5 bathrooms
26–31 Jul
4.94 out of 5 average rating, 192 reviews
Superhost
Flat in St. Leonard
The Loft at Flag Harbor
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.93 out of 5 average rating, 15 reviews
Guest favourite
Home in St. Leonard
Shewells Cottage at Long Beach
3 bedrooms, 6 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Place to stay in St. Leonard
Mermaids Paradise
1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
4.93 out of 5 average rating, 198 reviews
Guest favourite
Home in St. Leonard
Block to beach! Relax, enjoy views & game room.
3 bedrooms, 5 beds, 2.5 bathrooms
15–20 Jul
4.96 out of 5 average rating, 67 reviews
Guest favourite
Home in St. Leonard
Cozy Beach House ~Chesapeake Bay Getaway
3 bedrooms, 3 double beds, 1 bathroom
6–11 Aug
4.86 out of 5 average rating, 74 reviews
Top guest favourite
Home in St. Leonard
Cottage on the Bay
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.94 out of 5 average rating, 95 reviews
Guest favourite
Home in St. Leonard
Hickory House on the Chesapeake Bay!
2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
4.92 out of 5 average rating, 89 reviews
Top guest favourite
Home in St. Leonard
Waterfront Home, Spectacular View & Private Beach!
3 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cabin in St. Leonard
Beach Access Cozy Cedar Cottage
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Jul
4.95 out of 5 average rating, 94 reviews
Guest favourite
Home in St. Leonard
The Bay House at Long Beach
4 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 22 reviews
Guest favourite
Guest suite in St. Leonard
Exclusive Waterfront Getaway
1 bedroom, 3 beds, 1 bathroom
31 Jul – 5 Aug
4.94 out of 5 average rating, 31 reviews
Home in St. Leonard
Large Spacious 5 Bedroom 8 Bed House at Long Beach
5 bedrooms, 8 beds, 2.5 bathrooms
12–17 Aug
4.72 out of 5 average rating, 130 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 Aug
5.0 out of 5 average rating, 58 reviews
Guest favourite
Cabin in Lusby
Hideaway on the Bay: Waterfront Vintage A Frame
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
4.92 out of 5 average rating, 260 reviews
Top guest favourite
Guest suite in Lusby
Waterfront on St. Leonard Creek at Fort Hill
2 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 109 reviews
Top guest favourite
Home in St. Leonard
Closest Home to Private Beach • Stunning Bay Views
3 bedrooms, 4 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 14 reviews