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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
Home in St. Leonard
Shewells Cottage at Long Beach
3 bedrooms, 6 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in St. Leonard
Hickory House on the Chesapeake Bay!
2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
4.92 out of 5 average rating, 88 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
17–22 Jul
4.93 out of 5 average rating, 14 reviews
Guest favourite
Home in St. Leonard
Block to beach! Relax, enjoy views & game room.
3 bedrooms, 5 beds, 2.5 bathrooms
7–12 Jul
4.96 out of 5 average rating, 67 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
The Bay House at Long Beach
4 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 21 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
Home in St. Leonard
Large Spacious 5 Bedroom 8 Bed House at Long Beach
5 bedrooms, 8 beds, 2.5 bathrooms
16–21 Aug
4.72 out of 5 average rating, 130 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, 93 reviews
Top guest favourite
Home in St. Leonard
Luxury Family: 5BR, Beach, GameRm, MovieRm, Kayaks
5 bedrooms, 8 beds, 3.5 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 81 reviews
Top guest favourite
Home in St. Leonard
Waterfront Home, Spectacular View & Private Beach!
3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 16 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
Home in St. Leonard
Large home w/ 6 Bedrooms, 7 Bathrooms, & Game Room
6 bedrooms, 9 beds, 7 bathrooms
13–18 Jul
4.92 out of 5 average rating, 105 reviews
Home in St. Leonard
Perfect Bay and Beach Getaway one hour from DC!
5 bedrooms, 6 beds, 4.5 bathrooms
20–25 Aug
4.85 out of 5 average rating, 136 reviews
Top guest favourite
Home in St. Leonard
Closest Home to Private Beach • Stunning Bay Views
3 bedrooms, 4 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in St. Leonard
Waterfront! The River's Roost on the Patuxent!
3 bedrooms, 3.5 bathrooms
28 Sept – 3 Oct
4.88 out of 5 average rating, 25 reviews