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Search results; Over 1,000 homes in Chestertown
Over 1,000 homes in Chestertown
Guest favourite
Guest favourite
Home in Chestertown
Adirondack 🏠 near Gore Mt, North Creek, Loon lake.
2 bedrooms
,
·
6 beds
,
·
2 private bathrooms
5–10 Jul
5–10 Jul
$2,288 SGD
$2,071 SGD
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for 5 nights
,
·
4.92 out of 5 average rating, 120 reviews
4.92 (120)
Top guest favourite
Guest favourite
Home in Chestertown
Adirondack Lake House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,526 SGD
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for 5 nights
$1,526 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 259 reviews
4.95 (259)
Top guest favourite
Guest favourite
Barn in Chestertown
Cozy Red Barn Retreat | Hot Tub, Grill, Lawn, EV+
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,295 SGD
$1,689 SGD
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for 5 nights
4.96 out of 5 average rating, 267 reviews
4.96 (267)
Top guest favourite
Guest favourite
Home in Chestertown
Cozy Adk Victorian! Ski, hike, hottub, relax!
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$2,556 SGD
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for 5 nights
$2,556 SGD for 5 nights
4.97 out of 5 average rating, 66 reviews
4.97 (66)
Home in Chestertown
Lakeside Home
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
26–31 Jul
26–31 Jul
$2,403 SGD
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for 5 nights
$2,403 SGD for 5 nights
Guest favourite
Guest favourite
Home in Chestertown
Chestertown Charm: minutes to Loon Lake
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$2,213 SGD
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for 5 nights
$2,213 SGD for 5 nights
4.92 out of 5 average rating, 39 reviews
4.92 (39)
Top guest favourite
Guest favourite
Home in Chestertown
The Hayes Homestead
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,900 SGD
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for 5 nights
$1,900 SGD for 5 nights
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favourite
Guest favourite
Home in Chestertown
4 Mi to Beach & Lake: Spacious Home in Chestertown
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$2,075 SGD
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for 5 nights
$2,075 SGD for 5 nights
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Home in Chestertown
Quiet Chestertown Escape | Nearby Gore & Lakes
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$2,025 SGD
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for 5 nights
$2,025 SGD for 5 nights
Free cancellation
Cabin in Chestertown
Lake Cabin Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,467 SGD
$2,186 SGD
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for 5 nights
New place to stay
New
Cabin in Chestertown
Adirondack Overlook at Tripp Lake
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
5–10 Jul
5–10 Jul
$2,673 SGD
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for 5 nights
$2,673 SGD for 5 nights
Guest favourite
Guest favourite
Cabin in Chestertown
Cozy Adirondack Cabin w/ Fire Pit & Lake Access
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,901 SGD
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for 5 nights
$2,901 SGD for 5 nights
4.89 out of 5 average rating, 38 reviews
4.89 (38)
Guest favourite
Guest favourite
Holiday home in Chestertown
Green Mansions Vacation Condo, 2 bedroom & 2 bath
2 bedrooms
2 bedrooms
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,411 SGD
$1,282 SGD
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for 5 nights
4.95 out of 5 average rating, 42 reviews
4.95 (42)
Home in Chestertown
Charming Adirondack Home Near Lakes and Trails
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$3,084 SGD
$2,837 SGD
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for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Chestertown
Adirondack Oasis, 15 Mi to Lake George Village!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,725 SGD
$2,304 SGD
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for 5 nights
4.97 out of 5 average rating, 31 reviews
4.97 (31)
Top guest favourite
Guest favourite
Home in Pottersville
Bring Your Dog | River Dock + Fire Table
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$2,298 SGD
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for 5 nights
$2,298 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Chestertown
Family friendly Adirondack dream, no cleaning fee!
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,913 SGD
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for 5 nights
$2,913 SGD for 5 nights
4.94 out of 5 average rating, 96 reviews
4.94 (96)
Guest favourite
Guest favourite
Home in Chestertown
Shore fun waterfront lake house Close to Gore Mtn.
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Aug
25–30 Aug
$2,602 SGD
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for 5 nights
$2,602 SGD for 5 nights
4.82 out of 5 average rating, 11 reviews
4.82 (11)
Guest favourite
Guest favourite
Home in Chestertown
Big Bear Lodge w/ Hot Tub and Sauna
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
15–20 Aug
15–20 Aug
$3,288 SGD
$2,480 SGD
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for 5 nights
4.93 out of 5 average rating, 67 reviews
4.93 (67)
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