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Search results; 727 homes in Leonardtown

Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 private bathroom
12–17 Jul
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4.96 out of 5 average rating, 260 reviews
Guest favourite
Room in Leonardtown
Air BnB available for single professional.
1 king bed
12–17 Jul
4.97 out of 5 average rating, 185 reviews
Top guest favourite
Flat in Leonardtown
The Downtown Leonardtown Hideaway!
1 bedroom, 2 queen beds
13–18 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
28 Jul – 2 Aug
4.99 out of 5 average rating, 120 reviews
Top guest favourite
Flat in Leonardtown
Retreat at Fenwick
1 bedroom, 4 beds
19–24 Jul
4.95 out of 5 average rating, 110 reviews
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds
9–14 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Leonardtown
Potomac Fishing & Crab Paradise at Toney's Landing
2 bedrooms, 2 beds
17–22 Jul
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
2–7 Oct
4.99 out of 5 average rating, 131 reviews
Guest favourite
Home in Leonardtown
Abells Wharf Cottage - Natural Splendor Getaway
2 bedrooms, 2 beds
17–22 Jul
4.93 out of 5 average rating, 45 reviews
Superhost
Home in Leonardtown
Anne & Fred's Leonardtown Home W/ Arcade room!
4 bedrooms, 5 beds
14–19 Jul
4.88 out of 5 average rating, 25 reviews
Home in Leonardtown
Hidden Harbor House
3 bedrooms, 3 beds
6–11 Jul
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Home in Leonardtown
The River House: A private waterfront oasis…
3 bedrooms, 4 beds
13–18 Aug
4.95 out of 5 average rating, 88 reviews
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds
7–12 Sept
4.97 out of 5 average rating, 128 reviews
Superhost
Home in Leonardtown
Leonardtown waterfront paradise / Saint Clements
3 bedrooms, 4 beds
6–11 Jul
4.8 out of 5 average rating, 15 reviews
Guest favourite
Home in Leonardtown
In Leonardtown Square! Walk to wharf, shops, food!
3 bedrooms, 6 beds
12–17 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Cobb Island
*Waterfront Island Hideaway-A true hidden Gem*
2 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 93 reviews
Top guest favourite
Guest house in Bushwood
Little House by the water
1 bedroom, 2 beds
14–19 Jul
4.93 out of 5 average rating, 180 reviews
Top guest favourite
Cottage in California
Cozy Little Cottage
2 bedrooms, 2 queen beds
7–12 Sept
4.97 out of 5 average rating, 275 reviews
Top guest favourite
Flat in Lexington Park
Heron Cove
2 bedrooms, 2 beds
17–22 Aug
4.98 out of 5 average rating, 56 reviews