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Search results; 739 homes in Leonardtown

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Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 private bathroom
1–6 Oct
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4.96 out of 5 average rating, 276 reviews
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Guest favourite
Room in Leonardtown
Air BnB available for single professional.
1 king bed, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 191 reviews
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Top guest favourite
Flat in Leonardtown
Retreat at Fenwick
1 bedroom, 4 beds, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 113 reviews
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Top guest favourite
Home in Leonardtown
Potomac Fishing & Crab Paradise at Toney's Landing
2 bedrooms, 2 beds, 1 bathroom
10–15 Oct
4.95 out of 5 average rating, 40 reviews
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Top guest favourite
Townhouse in Leonardtown
Charming Duplex in the heart of Leonardtown
3 bedrooms, 4 beds, 2.5 bathrooms
26–31 Oct
4.99 out of 5 average rating, 128 reviews
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Top guest favourite
Cottage in Leonardtown
Breton Breeze
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
4.92 out of 5 average rating, 159 reviews
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Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 137 reviews
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Guest favourite
Home in Leonardtown
The Primary House
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
4.94 out of 5 average rating, 47 reviews
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Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
4.92 out of 5 average rating, 37 reviews
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Guest favourite
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.9 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Leonardtown
The River House: A private waterfront oasis…
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.94 out of 5 average rating, 100 reviews
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Top guest favourite
Flat in Leonardtown
Stunning Sunsets on Breton Bay, Seaside apartment
1 bedroom, 1 king bed, 1 bathroom
6–11 Oct
4.98 out of 5 average rating, 151 reviews
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Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds, 2 bathrooms
2–7 Oct
4.99 out of 5 average rating, 141 reviews
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Top guest favourite
Home in Leonardtown
In Leonardtown Square! Walk to wharf, shops, food!
3 bedrooms, 6 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Leonardtown
Waterfront Retreat, Your Home Away from Home
4 bedrooms, 9 beds, 3 bathrooms
1–6 Oct
4.77 out of 5 average rating, 44 reviews
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Superhost
Home in Leonardtown
Hidden Harbor House
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.76 out of 5 average rating, 17 reviews
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Top guest favourite
Cottage in Hollywood
Cottage on the Creek
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.99 out of 5 average rating, 110 reviews
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Superhost
Home in Mechanicsville
St. Mary's County - Patuxent House w, a View
4 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.63 out of 5 average rating, 213 reviews