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Search results; 755 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
13–18 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, 15 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, 123 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, 136 reviews
Room in Leonardtown
Furnished Room for rent
1 bed, 1 bathroom
1–6 Aug
New place to stay
Top guest favourite
Room in Avenue
Budget friendly near Leonardtown
1 double bed, 1 bathroom
5–10 Aug
4.99 out of 5 average rating, 100 reviews
Top guest favourite
Home in Leonardtown
Potomac Fishing & Crab Paradise at Toney's Landing
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.94 out of 5 average rating, 33 reviews
Guest house in Avenue
The Artist Studio
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Bushwood
Little House by the water
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.93 out of 5 average rating, 184 reviews
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
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
Top guest favourite
Home in Hollywood
Waterfront Home: Osprey Getaway
4 bedrooms, 6 beds, 3 bathrooms
20–25 Aug
4.99 out of 5 average rating, 105 reviews
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.96 out of 5 average rating, 28 reviews
Place to stay in Cobb Island
White room | Vickers House Historic Getaway
1 bedroom, 1 queen bed, 2.5 bathrooms
7–12 Aug
New place to stay
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
Top guest favourite
Cabin in Hague
Rustic Waterfront Cabin, Firepit, Dock Access
3 bedrooms, 5 beds, 1.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 130 reviews