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Search results; 739 homes in Leonardtown

Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 private bathroom
8–13 Sept
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4.96 out of 5 average rating, 264 reviews
Guest favourite
Room in Leonardtown
Air BnB available for single professional.
1 king bed, 1 bathroom
4–9 Aug
4.97 out of 5 average rating, 188 reviews
Top guest favourite
Flat in Leonardtown
Retreat at Fenwick
1 bedroom, 4 beds, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Leonardtown
The Downtown Leonardtown Hideaway!
1 bedroom, 2 queen beds, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 14 reviews
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, 135 reviews
Top guest favourite
Townhouse in Leonardtown
Charming Duplex in the heart of Leonardtown
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.99 out of 5 average rating, 122 reviews
Top guest favourite
Cottage in Leonardtown
Breton Breeze
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 157 reviews
Top guest favourite
Guest house in Leonardtown
Breton Bay Guesthouse ~ ~ No cleaning fee
1 bedroom, 2 beds, 1 bathroom
1–7 Oct
5.0 out of 5 average rating, 54 reviews
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Home in Leonardtown
Potomac Fishing & Crab Paradise at Toney's Landing
2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
4.94 out of 5 average rating, 32 reviews
Room in Leonardtown
Furnished Room for rent
1 bed, 1 bathroom
1–6 Aug
New place to stay
Top guest favourite
Flat in Leonardtown
Stunning Sunsets on Breton Bay, Seaside apartment
1 bedroom, 1 king bed, 1 bathroom
15–20 Aug
4.98 out of 5 average rating, 149 reviews
Top guest favourite
Home in Leonardtown
The River House: A private waterfront oasis…
3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
8–13 Aug
4.97 out of 5 average rating, 129 reviews
Guest favourite
Houseboat in Hollywood
Charming Rustic Boathouse right on the Water!
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
4.78 out of 5 average rating, 114 reviews
Top guest favourite
Home in Piney Point
Waterfront Studio | Bikes & Kayaks | Beach Access
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Loft in Lusby
Designer owned Coastal getaway retreat
1 bedroom, 1 queen bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 416 reviews
Superhost
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
4.88 out of 5 average rating, 26 reviews