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Search results; 805 homes in Tall Timbers

Guest favourite
Home in Tall Timbers
Old World Cottage/Fabulous Sunsets/Polite Pets OK
4 bedrooms, 4 beds, 1 private bathroom
9–14 Jul
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4.89 out of 5 average rating, 131 reviews
Top guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 71 reviews
Superhost
Home in Tall Timbers
3 bedroom house in Tall Timbers
3 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
New place to stay
Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 260 reviews
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds, 2 bathrooms
6–11 Jul
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Piney Point
Waterfront island retreat
4 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
4.77 out of 5 average rating, 57 reviews
Top guest favourite
Home in Hague
Indoor Pool, Beach, Game & Movie Cottage Sleeps 21
8 bedrooms, 15 beds, 3 bathrooms
19–24 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Piney Point
Waterfront New Piney Point A-Frame
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 37 reviews
Home in Leonardtown
Waterfront oasis.
6 bedrooms, 5 beds, 5 bathrooms
5–10 Jul
New place to stay
Guest favourite
Home in Piney Point
Piney Point Harbor Haven
3 bedrooms, 4 beds, 3.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.97 out of 5 average rating, 126 reviews
Top guest favourite
Home in Piney Point
Cove Cottage
3 bedrooms, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Kinsale
Jackson Creek Escape *Pets stay free*
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 8 reviews
Home in Montross
The Rivah House
4 bedrooms, 6 beds, 2 bathrooms
26–31 Jul
New place to stay
Home in Lexington Park
Pet-friendly house in Lexington Park
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.83 out of 5 average rating, 12 reviews
Guest favourite
Villa in Hague
Sea Glass Paradise
4 bedrooms, 7 beds, 2 bathrooms
2–7 Aug
4.95 out of 5 average rating, 66 reviews
Top guest favourite
Home in St. Mary's County
Country Living in Valley Lee, MD
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.94 out of 5 average rating, 18 reviews
Home in Piney Point
Serene and Peaceful Getaway
3 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Piney Point
Waterfront 3k sqft home w/ pier, 5 bdrm & 3 bath
5 bedrooms, 9 beds, 3 bathrooms
18–23 Aug
4.95 out of 5 average rating, 20 reviews