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Search results; Over 1,000 homes in Saint Leonard

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Guest favourite
Flat in St. Leonard
The Loft at Flag Harbor
2 bedrooms, 3 beds, 1 private bathroom
7–12 Sept
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4.89 out of 5 average rating, 19 reviews
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Top guest favourite
Cottage in St. Leonard
Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC
2 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 196 reviews
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Guest favourite
Home in St. Leonard
Shewells Cottage at Long Beach
3 bedrooms, 6 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Guest suite in St. Leonard
Exclusive Waterfront Getaway
1 bedroom, 3 beds, 1 bathroom
12–17 Sept
4.95 out of 5 average rating, 38 reviews
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Guest favourite
Home in St. Leonard
Large home w/ 6 Bedrooms, 7 Bathrooms, & Game Room
6 bedrooms, 9 beds, 7 bathrooms
1–6 Sept
4.93 out of 5 average rating, 109 reviews
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Top guest favourite
Guest house in St. Leonard
Studio on the Bay.
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 125 reviews
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Top guest favourite
Home in St. Leonard
Luxury Family: 5BR, Beach, GameRm, MovieRm, Kayaks
5 bedrooms, 8 beds, 3.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 88 reviews
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Top guest favourite
Home in St. Leonard
Cottage on the Bay
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 98 reviews
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Rooms in St. Leonard
Chesapeake Historic Circa 1825 Curated Farm Stay
4 bedrooms, 3 queen beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in St. Leonard
Hickory House on the Chesapeake Bay!
2 bedrooms, 2 beds, 1 bathroom
9–14 Sept
4.93 out of 5 average rating, 94 reviews
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Guest favourite
Place to stay in St. Leonard
Mermaids Paradise
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
4.93 out of 5 average rating, 201 reviews
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Guest favourite
Home in St. Leonard
Waterfront Home, Spectacular View & Private Beach!
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 22 reviews
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Guest favourite
Cabin in Lusby
Peaceful Waterfront Retreat on The Bay
3 beds, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 320 reviews
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Top guest favourite
Home in Lusby
Historic Manor - Main House
3 bedrooms, 3 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 28 reviews
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Guest favourite
Home in St. Leonard
Escape to the Bay~Waterfront
4 bedrooms, 6 beds, 4 bathrooms
2–8 Sept
4.92 out of 5 average rating, 37 reviews
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Home in St. Leonard
Large Spacious 5 Bedroom 8 Bed House at Long Beach
5 bedrooms, 8 beds, 2.5 bathrooms
1–6 Sept
4.69 out of 5 average rating, 133 reviews
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Home in St. Leonard
Waterfront house with private beach and pier
4 bedrooms, 5 beds, 3.5 bathrooms
14–19 Sept
4.78 out of 5 average rating, 65 reviews
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Guest favourite
Home in St. Leonard
OLD BAY beach-front classic on the Chesapeake Bay
3 bedrooms, 3 king beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 59 reviews
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Top guest favourite
Guest suite in Lusby
Waterfront on St. Leonard Creek at Fort Hill
2 bedrooms, 4 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 115 reviews