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Search results; 742 homes in Leonardtown

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Top guest favourite
Home in Leonardtown
Potomac Fishing & Crab Paradise at Toney's Landing
2 bedrooms, 2 beds, 1 private bathroom
10–15 Oct
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4.95 out of 5 average rating, 39 reviews
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Room in Leonardtown
Air BnB available for single professional.
1 king bed, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 189 reviews
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Flat in Leonardtown
Retreat at Fenwick
1 bedroom, 4 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 112 reviews
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Flat in Leonardtown
The Downtown Leonardtown Hideaway!
1 bedroom, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 19 reviews
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Townhouse in Leonardtown
Charming Duplex in the heart of Leonardtown
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 125 reviews
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Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 272 reviews
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Flat in Leonardtown
Stunning Sunsets on Breton Bay, Seaside apartment
1 bedroom, 1 king bed, 1 bathroom
8–13 Sept
4.98 out of 5 average rating, 149 reviews
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Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.9 out of 5 average rating, 29 reviews
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Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.97 out of 5 average rating, 134 reviews
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Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds, 2 bathrooms
15–20 Nov
4.99 out of 5 average rating, 139 reviews
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Home in Leonardtown
Leonardtown waterfront paradise / Saint Clements
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.82 out of 5 average rating, 17 reviews
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Top guest favourite
Guest house in Leonardtown
Breton Bay Guesthouse ~ ~ No cleaning fee
1 bedroom, 2 beds, 1 bathroom
19–25 Nov
5.0 out of 5 average rating, 54 reviews
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Home in Leonardtown
In Leonardtown Square! Walk to wharf, shops, food!
3 bedrooms, 6 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 13 reviews
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Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
4.93 out of 5 average rating, 46 reviews
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Home in Coltons Point
Waterfront Relaxing Getaway
4 bedrooms, 5 beds, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 75 reviews
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Home in Leonardtown
Waterfront Retreat, Your Home Away from Home
4 bedrooms, 9 beds, 3 bathrooms
8–13 Sept
4.77 out of 5 average rating, 43 reviews
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Home in Avenue
"Serenity"-St. Patrick's Creek w/ private pier
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
4.91 out of 5 average rating, 35 reviews
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Home in Leonardtown
The Primary House
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 7 reviews