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Search results; 623 homes in Tall Timbers
623 homes in Tall Timbers
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms
,
·
5 beds
,
·
2 private bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,823 SGD
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for 5 nights
$2,823 SGD for 5 nights
,
·
5.0 out of 5 average rating, 80 reviews
5.0 (80)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Tall Timbers
Old World Cottage/Fabulous Sunsets/Polite Pets OK
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
23–28 Sept
23–28 Sept
$1,554 SGD
$1,310 SGD
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for 5 nights
4.89 out of 5 average rating, 133 reviews
4.89 (133)
Photo 1 of 24
Guest favourite
Guest favourite
Home in Tall Timbers
3 bedroom house in Tall Timbers
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
30 Sept – 5 Oct
30 Sept – 5 Oct
$1,345 SGD
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for 5 nights
$1,345 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Leonardtown
Beach Front and 'Perfectly Placed'
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,736 SGD
$1,540 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 276 reviews
4.96 (276)
Photo 1 of 27
Guest favourite
Guest favourite
Home in Leonardtown
Waterfront Retreat | Sunset Views (Pet friendly)
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
17–22 Sept
17–22 Sept
$1,847 SGD
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for 5 nights
$1,847 SGD for 5 nights
4.92 out of 5 average rating, 37 reviews
4.92 (37)
Photo 1 of 29
Home in Piney Point
Cozy Waterfront Escape on Serene Potomac River
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
17–22 Sept
17–22 Sept
$2,982 SGD
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for 5 nights
$2,982 SGD for 5 nights
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Leonardtown
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,336 SGD
$2,123 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 137 reviews
4.97 (137)
Photo 1 of 14
Top guest favourite
Guest favourite
Home in Piney Point
Waterfront Piney Point A-Frame
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
22–27 Sept
22–27 Sept
$2,758 SGD
$2,432 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Hague
Indoor Pool, Beach, Game & Movie Cottage Sleeps 21
8 bedrooms
8 bedrooms
,
·
15 beds
15 beds
17–22 Sept
17–22 Sept
$10,694 SGD
$7,658 SGD
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for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Montross
Northern Neck - Riverside Escape
4 bedrooms
4 bedrooms
,
·
13 beds
13 beds
20–25 Sept
20–25 Sept
$2,021 SGD
$1,854 SGD
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for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kinsale
Jackson Creek Escape *Pets stay free*
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
17–22 Sept
17–22 Sept
$1,571 SGD
$1,399 SGD
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for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Photo 1 of 14
Guest favourite
Guest favourite
Home in Lexington Park
Pet-friendly house in Lexington Park
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
10–15 Nov
10–15 Nov
$1,349 SGD
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for 5 nights
$1,349 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 16 reviews
4.88 (16)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Montross
The Rivah House
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
17–22 Sept
17–22 Sept
$2,129 SGD
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for 5 nights
$2,129 SGD for 5 nights
4.91 out of 5 average rating, 11 reviews
4.91 (11)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Hague
Osprey's roost: Spring and summer 2026
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
17–22 Sept
17–22 Sept
$2,310 SGD
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for 5 nights
$2,310 SGD for 5 nights
4.96 out of 5 average rating, 185 reviews
4.96 (185)
Photo 1 of 19
Guest favourite
Guest favourite
Home in Leonardtown
Waterfront Retreat, Your Home Away from Home
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
21–26 Sept
21–26 Sept
$4,298 SGD
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for 5 nights
$4,298 SGD for 5 nights
4.77 out of 5 average rating, 44 reviews
4.77 (44)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kinsale
Northern Neck Private Peninsula!7 Bdrm/6 Spa Bthrm
7 bedrooms
7 bedrooms
,
·
11 beds
11 beds
31 Oct – 7 Nov
31 Oct – 7 Nov
$7,305 SGD
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for 7 nights
$7,305 SGD for 7 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Piney Point
Waterfront island retreat
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
22–27 Sept
22–27 Sept
$1,841 SGD
$1,381 SGD
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for 5 nights
4.79 out of 5 average rating, 70 reviews
4.79 (70)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Piney Point
Piney Point Harbor Haven
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
20–25 Sept
20–25 Sept
$2,932 SGD
$2,514 SGD
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for 5 nights
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Photo 1 of 29
Home in California
8BD Retreat | Hot Tub, Movie Room, Gym & Pool
8 bedrooms
8 bedrooms
,
·
10 beds
10 beds
20–25 Sept
20–25 Sept
$2,255 SGD
$2,105 SGD
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for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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