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Search results; 740 homes in Leonardtown

Top guest favourite
Room in Leonardtown
Air BnB available for single professional.
1 king bed
13–18 Aug
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Leonardtown
The Downtown Leonardtown Hideaway!
1 bedroom, 2 queen beds
9–14 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Townhouse in Leonardtown
Charming Duplex in the heart of Leonardtown
3 bedrooms, 4 beds
7–12 Aug
4.99 out of 5 average rating, 124 reviews
Top guest favourite
Flat in Leonardtown
Retreat at Fenwick
1 bedroom, 4 beds
16–21 Aug
4.95 out of 5 average rating, 111 reviews
Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds
8–13 Sept
4.96 out of 5 average rating, 266 reviews
Superhost
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds
9–14 Aug
4.88 out of 5 average rating, 26 reviews
Top guest favourite
Home in Leonardtown
Potomac Fishing & Crab Paradise at Toney's Landing
2 bedrooms, 2 beds
14–19 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds
13–18 Oct
4.99 out of 5 average rating, 137 reviews
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds
9–14 Aug
4.94 out of 5 average rating, 31 reviews
Guest favourite
Home in Leonardtown
In Leonardtown Square! Walk to wharf, shops, food!
3 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Leonardtown
Hidden Harbor House
3 bedrooms, 3 beds
16–21 Aug
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Guest house in Leonardtown
Breton Bay Guesthouse ~ ~ No cleaning fee
1 bedroom, 2 beds
1–7 Oct
5.0 out of 5 average rating, 54 reviews
Guest favourite
Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.93 out of 5 average rating, 46 reviews
Home in Lexington Park
Spacious, peaceful, convenient & pet friendly
2 bedrooms, 2 beds
7–12 Sept
4.77 out of 5 average rating, 53 reviews
Top guest favourite
Cottage in California
Cozy Little Cottage
2 bedrooms, 2 queen beds
21–26 Sept
4.97 out of 5 average rating, 280 reviews
Top guest favourite
Flat in Leonardtown
Stunning Sunsets on Breton Bay, Seaside apartment
1 bedroom, 1 king bed
15–20 Aug
4.98 out of 5 average rating, 149 reviews
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 131 reviews
Place to stay in Colonial Beach
Home Away From Home
1 bedroom, 1 queen bed
9–14 Aug
New place to stay