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Search results; 631 homes in Tall Timbers

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Guest favourite
Home in Tall Timbers
Old World Cottage/Fabulous Sunsets/Polite Pets OK
3 bedrooms, 4 beds, 1 private bathroom
23–28 Sept
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4.89 out of 5 average rating, 133 reviews
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Top guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 80 reviews
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Guest favourite
Home in Tall Timbers
3 bedroom house in Tall Timbers
3 bedrooms, 4 beds, 2 bathrooms
8–13 Nov
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 276 reviews
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Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 37 reviews
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Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 137 reviews
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Top guest favourite
Home in Piney Point
Waterfront Piney Point A-Frame
3 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Home in St. Mary's County
Country Living in Valley Lee, MD
3 bedrooms, 4 beds, 2 bathrooms
7–12 Mar
4.95 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Montross
Northern Neck - Riverside Escape
4 bedrooms, 13 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Piney Point
Waterfront island retreat
4 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.77 out of 5 average rating, 71 reviews
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Guest favourite
Home in Park Hall
Rolling Stone Farmhouse 2m Historic St. Marys City
3 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 136 reviews
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Home in Piney Point
Cozy Waterfront Escape on Serene Potomac River
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
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Guest favourite
Home in Montross
The Sandcastle. Elevator, house holds 24 guests
10 bedrooms, 14 beds, 6.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 27 reviews
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Home in Lexington Park
Spacious, peaceful, convenient & pet friendly
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.79 out of 5 average rating, 56 reviews
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Guest favourite
Home in Montross
Riva / Steps to Beach, Screened Porch & Fire Pit
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 33 reviews
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Top guest favourite
Home in Piney Point
Piney Point Harbor Haven
3 bedrooms, 4 beds, 3.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 27 reviews
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Flat in Piney Point
Maryland Aqua Escape
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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Guest favourite
Home in Lexington Park
Pet-friendly house in Lexington Park
3 bedrooms, 3 beds, 2 bathrooms
10–15 Nov
4.88 out of 5 average rating, 16 reviews
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Top guest favourite
Cottage in Kinsale
Great little cottage with a "Rivah" view
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 298 reviews