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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
4.92 out of 5 average rating, 37 reviews, 4 bedrooms, 6 beds, 4 bathrooms
19–24 Jul
Home in St. Leonard
Shewells Cottage at Long Beach
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 6 beds, 1 bathroom
12–17 Jul
Top guest favourite
Cottage in St. Leonard
Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC
4.94 out of 5 average rating, 192 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
26–31 Jul
Superhost
Flat in St. Leonard
The Loft at Flag Harbor
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
Guest favourite
Home in St. Leonard
Hickory House on the Chesapeake Bay!
4.92 out of 5 average rating, 89 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Place to stay in St. Leonard
Mermaids Paradise
4.93 out of 5 average rating, 198 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Home in St. Leonard
Block to beach! Relax, enjoy views & game room.
4.96 out of 5 average rating, 67 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
9–14 Jul
Top guest favourite
Home in St. Leonard
Cottage on the Bay
4.94 out of 5 average rating, 94 reviews, 2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Guest suite in St. Leonard
Exclusive Waterfront Getaway
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Home in St. Leonard
Waterfront Home, Spectacular View & Private Beach!
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Home in St. Leonard
Large Spacious 5 Bedroom 8 Bed House at Long Beach
4.72 out of 5 average rating, 130 reviews, 5 bedrooms, 8 beds, 2.5 bathrooms
16–21 Aug
Guest favourite
Home in St. Leonard
Cozy Beach House ~Chesapeake Bay Getaway
4.86 out of 5 average rating, 74 reviews, 3 bedrooms, 3 beds, 1 bathroom
6–11 Aug
Guest favourite
Home in St. Leonard
The Bay House at Long Beach
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 5 beds, 2 bathrooms
9–14 Jul
Top guest favourite
Guest house in St. Leonard
Studio on the Bay.
4.97 out of 5 average rating, 123 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Cabin in St. Leonard
Beach Access Cozy Cedar Cottage
4.95 out of 5 average rating, 94 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Jul
Guest favourite
Home in St. Leonard
OLD BAY beach-front classic on the Chesapeake Bay
5.0 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 3 bathrooms
14–19 Aug
Top guest favourite
Guest suite in Lusby
Waterfront on St. Leonard Creek at Fort Hill
4.98 out of 5 average rating, 108 reviews, 2 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
Guest favourite
Home in St. Leonard
Waterfront! The River's Roost on the Patuxent!
4.88 out of 5 average rating, 25 reviews, 3 bedrooms, 3.5 bathrooms
28 Sept – 3 Oct