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Search results; 633 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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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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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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Home in Leonardtown
Waterfront oasis.
6 bedrooms, 5 beds, 5 bathrooms
20–25 Sept
4.57 out of 5 average rating, 7 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 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
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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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
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Home in Montross
Crystal Blue: Waterfront home on the Potomac River
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Kinsale
Jackson Creek Escape *Pets stay free*
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Home in Hague
Indoor Pool, Beach, Game & Movie Cottage Sleeps 21
8 bedrooms, 15 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Cottage in Leonardtown
Potomac River Freedom Cottage
3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
4.91 out of 5 average rating, 256 reviews
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Guest favourite
Home in Leonardtown
Waterfront Retreat, Your Home Away from Home
4 bedrooms, 9 beds, 3 bathrooms
22–27 Sept
4.77 out of 5 average rating, 44 reviews
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Guest favourite
Home in Drayden
Spacious Waterfront Home secluded on 60 ac with Be
3 bedrooms, 4 beds, 2.5 bathrooms
18–23 Oct
4.88 out of 5 average rating, 76 reviews
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Guest favourite
Home in Piney Point
Cove Cottage
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
4.91 out of 5 average rating, 11 reviews