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Search results; Over 1,000 homes in Chestertown
Over 1,000 homes in Chestertown
Guest favourite
Guest favourite
Cabin in Chestertown
Adirondack Private Lakefront Knotty Pine Cabin
3 bedrooms
,
·
5 beds
,
·
2 private bathrooms
14–19 Sept
14–19 Sept
$2,437 SGD
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for 5 nights
$2,437 SGD for 5 nights
,
·
4.81 out of 5 average rating, 93 reviews
4.81 (93)
Top guest favourite
Guest favourite
Home in Chestertown
Adirondack Lake House
4.95 out of 5 average rating, 259 reviews
4.95 (259)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,524 SGD
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for 5 nights
$1,524 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chestertown
4 Mi to Beach & Lake: Spacious Home in Chestertown
4.93 out of 5 average rating, 15 reviews
4.93 (15)
,
·
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$2,073 SGD
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for 5 nights
$2,073 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Chestertown
The Hayes Homestead
5.0 out of 5 average rating, 55 reviews
5.0 (55)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$1,898 SGD
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for 5 nights
$1,898 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Chalet in Chestertown
Chalet on Loon Lake (Gore Mt. 20 min.)
4.98 out of 5 average rating, 174 reviews
4.98 (174)
,
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4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
17–22 Oct
17–22 Oct
$2,585 SGD
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for 5 nights
$2,585 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Barn in Chestertown
Cozy Red Barn Retreat | Hot Tub, Grill, Lawn, EV+
4.96 out of 5 average rating, 267 reviews
4.96 (267)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,291 SGD
$1,680 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Chestertown
Cozy Adk Victorian! Ski, hike, hottub, relax!
4.97 out of 5 average rating, 66 reviews
4.97 (66)
,
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4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$2,553 SGD
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for 5 nights
$2,553 SGD for 5 nights
Pay $0 today
Free cancellation
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
$2,038 SGD
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for 5 nights
$2,038 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chestertown
Chestertown Charm: minutes to Loon Lake
4.92 out of 5 average rating, 39 reviews
4.92 (39)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$2,210 SGD
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for 5 nights
$2,210 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chestertown
Gorgeous 4BR Lakefront Friends Lake, NY | Dock
4.88 out of 5 average rating, 60 reviews
4.88 (60)
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4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
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3.5 bathrooms
3.5 bathrooms
16–21 Oct
16–21 Oct
$1,796 SGD
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for 5 nights
$1,796 SGD for 5 nights
Home in Chestertown
Eagles Nest at Loon Lake near Gore Mountain
4.92 out of 5 average rating, 142 reviews
4.92 (142)
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7 bedrooms
7 bedrooms
,
·
16 beds
16 beds
,
·
4 bathrooms
4 bathrooms
1–6 Aug
1–6 Aug
$4,712 SGD
$3,661 SGD
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for 5 nights
Guest favourite
Guest favourite
Home in Chestertown
Waterfront Pond/Walk To Town/Hot Tub/Fire Pit
4.9 out of 5 average rating, 10 reviews
4.9 (10)
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3 bedrooms
3 bedrooms
,
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6 beds
6 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$2,403 SGD
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for 5 nights
$2,403 SGD for 5 nights
Pay $0 today
Free cancellation
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
$2,672 SGD
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for 5 nights
$2,672 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Chestertown
Rita's Place
5.0 out of 5 average rating, 23 reviews
5.0 (23)
,
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Jul
7–12 Jul
$2,362 SGD
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for 5 nights
$2,362 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Chestertown
Rustic Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
9–14 Aug
9–14 Aug
$2,134 SGD
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for 5 nights
$2,134 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Holiday home in Chestertown
Green Mansions Vacation Condo, 2 bedroom & 2 bath
4.95 out of 5 average rating, 42 reviews
4.95 (42)
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2 bedrooms
2 bedrooms
,
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2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,409 SGD
$1,280 SGD
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for 5 nights
Free cancellation
Home in Chestertown
Charming Adirondack Home Near Lakes and Trails
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
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2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$3,078 SGD
$2,819 SGD
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for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Chalet in Chestertown
The Roost, a lake front 4 season home
4.98 out of 5 average rating, 65 reviews
4.98 (65)
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4 bedrooms
4 bedrooms
,
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7 beds
7 beds
,
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3 bathrooms
3 bathrooms
29 Jul – 3 Aug
29 Jul – 3 Aug
$3,810 SGD
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for 5 nights
$3,810 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Cabin in Chestertown
Cozy Adirondack Cabin w/ Fire Pit & Lake Access
4.89 out of 5 average rating, 38 reviews
4.89 (38)
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4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,897 SGD
Show price breakdown
for 5 nights
$2,897 SGD for 5 nights
Pay $0 today
Free cancellation
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