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Search results; 728 homes in Leonardtown

Top guest favourite
Home in Leonardtown
The River House: A private waterfront oasis…
3 bedrooms, 4 beds, 3 private bathrooms
6–11 Sept
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4.94 out of 5 average rating, 99 reviews
Top guest favourite
Townhouse in Leonardtown
Charming Duplex in the heart of Leonardtown
3 bedrooms, 4 beds
21–26 Sept
4.99 out of 5 average rating, 125 reviews
Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds
13–18 Sept
4.96 out of 5 average rating, 274 reviews
Guest favourite
Room in Leonardtown
Air BnB available for single professional.
1 king bed
7–12 Sept
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Leonardtown
Retreat at Fenwick
1 bedroom, 4 beds
13–18 Sept
4.96 out of 5 average rating, 113 reviews
Guest favourite
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds
13–18 Sept
4.9 out of 5 average rating, 29 reviews
Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds
15–20 Nov
4.99 out of 5 average rating, 139 reviews
Guest favourite
Home in Leonardtown
The Primary House
3 bedrooms, 4 beds
10–15 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Leonardtown
In Leonardtown Square! Walk to wharf, shops, food!
3 bedrooms, 6 beds
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds
8–13 Sept
4.97 out of 5 average rating, 135 reviews
Guest favourite
Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
2 bedrooms, 2 beds
7–12 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
10–15 Oct
4.95 out of 5 average rating, 39 reviews
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds
14–19 Sept
4.91 out of 5 average rating, 35 reviews
Guest favourite
Home in Leonardtown
Waterfront Retreat, Your Home Away from Home
4 bedrooms, 9 beds
8–13 Sept
4.77 out of 5 average rating, 44 reviews
Top guest favourite
Cottage in Leonardtown
Breton Breeze
2 bedrooms, 2 beds
29 Sept – 4 Oct
4.92 out of 5 average rating, 159 reviews
Top guest favourite
Flat in Leonardtown
Stunning Sunsets on Breton Bay, Seaside apartment
1 bedroom, 1 king bed
29 Sept – 4 Oct
4.98 out of 5 average rating, 149 reviews
Top guest favourite
Home in Avenue
"Serenity"-St. Patrick's Creek w/ private pier
4 bedrooms, 5 beds
2–7 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Leonardtown
Hidden Harbor House
3 bedrooms, 3 beds
8–13 Sept
4.8 out of 5 average rating, 15 reviews
Superhost
Home in Tall Timbers
3 bedroom house in Tall Timbers
3 bedrooms, 4 beds
2–7 Sept
5.0 out of 5 average rating, 3 reviews