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Search results; 747 homes in Leonardtown

Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 private bathroom
30 Aug – 4 Sept
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4.96 out of 5 average rating, 262 reviews
Guest favourite
Room in Leonardtown
Air BnB available for single professional.
1 king bed, 1 bathroom
21–26 Jul
4.97 out of 5 average rating, 187 reviews
Top guest favourite
Flat in Leonardtown
The Downtown Leonardtown Hideaway!
1 bedroom, 2 queen beds, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 13 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
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
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
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
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, 25 reviews
Superhost
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
4.88 out of 5 average rating, 26 reviews
Superhost
Home in Leonardtown
Hidden Harbor House
3 bedrooms, 3 beds, 1 bathroom
24–29 Jul
4.83 out of 5 average rating, 12 reviews
Guest favourite
Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Home in Leonardtown
The River House: A private waterfront oasis…
3 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
4.96 out of 5 average rating, 91 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, 129 reviews
Top guest favourite
Cottage in Leonardtown
Breton Breeze
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
4.92 out of 5 average rating, 157 reviews
Guest favourite
Cabin in Lusby
Waterfront Log Cabin: Deep Work & Nature Retreat
3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Newburg
Gatton Farm Guesthouse
2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Leonardtown
In Leonardtown Square! Walk to wharf, shops, food!
3 bedrooms, 6 beds, 1.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 9 reviews
Home in Leonardtown
Leonardtown waterfront paradise / Saint Clements
3 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
4.81 out of 5 average rating, 16 reviews
Top guest favourite
Guest house in Mechanicsville
The Cottage on The Farm - Bring Your Horse!
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 37 reviews