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Search results; Over 1,000 homes in Saint Leonard

Guest favourite
Home in St. Leonard
Escape to the Bay~Waterfront
4 bedrooms, 6 beds, 4 private baths
Aug 13–19
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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 baths
Aug 30–Sep 4
4.94 out of 5 average rating, 194 reviews
Guest favourite
Home in St. Leonard
Hickory House on the Chesapeake Bay!
2 bedrooms, 2 beds, 1 bath
Aug 16–21
4.93 out of 5 average rating, 94 reviews
Guest favourite
Home in St. Leonard
Shewells Cottage at Long Beach
3 bedrooms, 6 beds, 1 bath
Aug 22–27
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in St. Leonard
The Loft at Flag Harbor
2 bedrooms, 3 beds, 1 bath
Sep 7–12
4.89 out of 5 average rating, 18 reviews
Guest favourite
Guest suite in St. Leonard
Exclusive Waterfront Getaway
1 bedroom, 3 beds, 1 bath
Aug 22–27
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Home in St. Leonard
Waterfront Home, Spectacular View & Private Beach!
3 bedrooms, 3 beds, 2 baths
Aug 23–28
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in St. Leonard
Cottage on the Bay
2 bedrooms, 3 beds, 1 bath
Aug 31–Sep 5
4.94 out of 5 average rating, 97 reviews
Guest favourite
Home in St. Leonard
Cozy Beach House ~Chesapeake Bay Getaway
3 bedrooms, 3 double beds, 1 bath
Sep 7–12
4.86 out of 5 average rating, 76 reviews
Home in St. Leonard
Large Spacious 5 Bedroom 8 Bed House at Long Beach
5 bedrooms, 8 beds, 2.5 baths
Aug 16–21
4.72 out of 5 average rating, 131 reviews
Guest favourite
Home in St. Leonard
Block to beach! Relax, enjoy views & game room.
3 bedrooms, 5 beds, 2.5 baths
Aug 23–28
4.96 out of 5 average rating, 67 reviews
Guest favourite
Home in St. Leonard
Waterfront! The River's Roost on the Patuxent!
3 bedrooms, 3.5 baths
Aug 24–29
4.88 out of 5 average rating, 25 reviews
Top guest favourite
Guesthouse in St. Leonard
Studio on the Bay.
1 bedroom, 1 queen bed, 1 bath
Aug 26–31
4.97 out of 5 average rating, 124 reviews
Top guest favourite
Home in St. Leonard
Closest Home to Private Beach • Stunning Bay Views
3 bedrooms, 4 beds, 1 bath
Sep 12–17
5.0 out of 5 average rating, 20 reviews
Guest favourite
Cottage in Port Republic
Shewell’s Cottage by the Shore
3 bedrooms, 4 beds, 2 baths
Aug 16–21
4.79 out of 5 average rating, 216 reviews
Guest favourite
Cabin in St. Leonard
Beach Access Cozy Cedar Cottage
2 bedrooms, 2 queen beds, 1 bath
Aug 18–23
4.95 out of 5 average rating, 95 reviews
Guest favourite
Home in St. Leonard
OLD BAY beach-front classic on the Chesapeake Bay
3 bedrooms, 3 king beds, 3 baths
Aug 15–20
5.0 out of 5 average rating, 59 reviews
Cottage in St. Leonard
Spacious Beachfront Retreat w/Dock
5 bedrooms, 9 beds, 3 baths
Aug 30–Sep 4
4.84 out of 5 average rating, 140 reviews
Top guest favourite
Home in St. Leonard
Blue Pearl-Luxury estate with private dock/jacuzzi
4 bedrooms, 4 beds, 3 baths
Sep 27–Oct 2
4.97 out of 5 average rating, 102 reviews