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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, 196 reviews
Guest favourite
Home in St. Leonard
Escape to the Bay~Waterfront
4 bedrooms, 6 beds, 4 bathrooms
10–16 Aug
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
17–22 Aug
4.94 out of 5 average rating, 194 reviews
Guest favourite
Flat in St. Leonard
The Loft at Flag Harbor
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.88 out of 5 average rating, 17 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
16–21 Aug
4.92 out of 5 average rating, 92 reviews
Guest favourite
Home in St. Leonard
Cozy Beach House ~Chesapeake Bay Getaway
3 bedrooms, 3 double beds, 1 bathroom
15–20 Aug
4.86 out of 5 average rating, 74 reviews
Guest favourite
Home in St. Leonard
Shewells Cottage at Long Beach
3 bedrooms, 6 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in St. Leonard
OLD BAY beach-front classic on the Chesapeake Bay
3 bedrooms, 3 king beds, 3 bathrooms
12–17 Aug
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Home in St. Leonard
Luxury Family: 5BR, Beach, GameRm, MovieRm, Kayaks
5 bedrooms, 8 beds, 3.5 bathrooms
23–28 Aug
4.95 out of 5 average rating, 85 reviews
Guest favourite
Cabin in St. Leonard
Beach Access Cozy Cedar Cottage
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Aug
4.95 out of 5 average rating, 95 reviews
Guest favourite
Home in St. Leonard
Block to beach! Relax, enjoy views & game room.
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
4.96 out of 5 average rating, 67 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, 131 reviews
Top guest favourite
Home in St. Leonard
Waterfront Home, Spectacular View & Private Beach!
3 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Guest house in St. Leonard
Studio on the Bay.
1 bedroom, 1 queen bed, 1 bathroom
7–12 Aug
4.97 out of 5 average rating, 123 reviews
Top guest favourite
Home in St. Leonard
Closest Home to Private Beach • Stunning Bay Views
3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in St. Leonard
Waterfront! The River's Roost on the Patuxent!
3 bedrooms, 3.5 bathrooms
14–19 Aug
4.88 out of 5 average rating, 25 reviews
Guest favourite
Home in St. Leonard
The Bay House at Long Beach
4 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Cottage in St. Leonard
Spacious Beachfront Retreat w/Dock
5 bedrooms, 9 beds, 3 bathrooms
16–21 Aug
4.84 out of 5 average rating, 138 reviews