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Search results; 622 homes in Tall Timbers

Top guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms, 5 beds, 2 private bathrooms
10–15 Sept
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5.0 out of 5 average rating, 79 reviews
Guest favourite
Home in Tall Timbers
Old World Cottage/Fabulous Sunsets/Polite Pets OK
3 bedrooms, 4 beds, 1 bathroom
10–15 Sept
4.89 out of 5 average rating, 133 reviews
Superhost
Home in Tall Timbers
3 bedroom house in Tall Timbers
3 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 276 reviews
Guest favourite
Home in Hague
Osprey's roost: Spring and summer 2026
4 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
4.96 out of 5 average rating, 184 reviews
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
Top guest favourite
Cottage in Piney Point
Beach Access | Waterfront Views | Kayaks & Bikes
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms, 4 beds, 2.5 bathrooms
13–18 Sept
4.97 out of 5 average rating, 136 reviews
Top guest favourite
Cottage in Piney Point
Quaint fishing retreat on the lower Potomac Piney
2 bedrooms, 2 double beds, 1 bathroom
6–11 Oct
4.96 out of 5 average rating, 67 reviews
Guest favourite
Home in Piney Point
Waterfront island retreat
4 bedrooms, 5 beds, 2 bathrooms
10–15 Sept
4.78 out of 5 average rating, 69 reviews
Flat in Piney Point
Unique waterviews on St. George Island
2 bedrooms, 2 beds, 2 bathrooms
11–16 Sept
New place to stay
Guest favourite
Home in Hague
Potomac River Haven w/ Private Beach, Dogs Welcome
3 bedrooms, 6 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Leonardtown
Water's Edge Cottage | Luxury Retreat
2 bedrooms, 2 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 139 reviews
Flat in Piney Point
Maryland Aqua Escape
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
New place to stay
Superhost
Home in Kinsale
Waterfront House with Fire Pit Retreat
4 bedrooms, 8 beds, 2 bathrooms
10–15 Sept
4.78 out of 5 average rating, 69 reviews
Home in Hague
Potomac River Hideaway w/ Private Dock
3 bedrooms, 5 beds, 1 bathroom
10–15 Sept
4.69 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Kinsale
River + Beach Front Cottage 4 BR ADA Northern Neck
4 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
4.98 out of 5 average rating, 44 reviews
Guest favourite
Guest house in Hague
Bell House
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Cottage in Montross
Harbor Cottage
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.97 out of 5 average rating, 65 reviews