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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
30 Aug – 4 Sept
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4.96 out of 5 average rating, 263 reviews
Guest favourite
Room in Leonardtown
Air BnB available for single professional.
4.97 out of 5 average rating, 187 reviews, 1 king bed, 1 bathroom
21–26 Jul
Top guest favourite
Flat in Leonardtown
The Downtown Leonardtown Hideaway!
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Top guest favourite
Townhouse in Leonardtown
Charming Duplex in the heart of Leonardtown
4.99 out of 5 average rating, 122 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Flat in Leonardtown
Retreat at Fenwick
4.95 out of 5 average rating, 110 reviews, 1 bedroom, 4 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Leonardtown
Potomac Fishing & Crab Paradise at Toney's Landing
4.94 out of 5 average rating, 32 reviews, 2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
4.99 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Oct
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
4.96 out of 5 average rating, 25 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4.88 out of 5 average rating, 26 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Leonardtown
Hidden Harbor House
4.83 out of 5 average rating, 12 reviews, 3 bedrooms, 3 beds, 1 bathroom
24–29 Jul
Guest favourite
Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
4.93 out of 5 average rating, 46 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Leonardtown
The River House: A private waterfront oasis…
4.96 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
4.97 out of 5 average rating, 129 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
Top guest favourite
Cottage in Leonardtown
Breton Breeze
4.92 out of 5 average rating, 157 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Leonardtown
In Leonardtown Square! Walk to wharf, shops, food!
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
10–15 Aug
Home in Leonardtown
Leonardtown waterfront paradise / Saint Clements
4.81 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Aug
Top guest favourite
Apartment in Mechanicsville
Barnyard Retreat
4.99 out of 5 average rating, 105 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Guest favourite
Cabin in Lusby
Waterfront Log Cabin: Deep Work & Nature Retreat
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Guest house in Newburg
Gatton Farm Guesthouse
5.0 out of 5 average rating, 43 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul