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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
$2,283 SGD
$2,066 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
$1,523 SGD
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for 5 nights
$1,523 SGD for 5 nights
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
$2,291 SGD
$1,692 SGD
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for 5 nights
4.96 out of 5 average rating, 267 reviews
4.96 (267)
Guest favourite
Guest favourite
Cottage in Chestertown
Private Loon Lake property, cozy cabin on 3 Acres
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,698 SGD
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for 5 nights
$1,698 SGD for 5 nights
4.92 out of 5 average rating, 53 reviews
4.92 (53)
Guest favourite
Guest favourite
Barn in Chestertown
Adirondack Base Camp by Loon Lake and Gore Mt.!
2 bedrooms
2 bedrooms
,
·
7 beds
7 beds
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,644 SGD
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for 5 nights
$1,644 SGD for 5 nights
4.95 out of 5 average rating, 103 reviews
4.95 (103)
Top guest favourite
Guest favourite
Home in Adirondack
Adirondack Owl's Nest Guest House
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$1,979 SGD
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for 5 nights
$1,979 SGD for 5 nights
5.0 out of 5 average rating, 180 reviews
5.0 (180)
Top guest favourite
Guest favourite
Flat in Chestertown
Rustic Adirondack Studio Apartment
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,028 SGD
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for 5 nights
$1,028 SGD for 5 nights
5.0 out of 5 average rating, 119 reviews
5.0 (119)
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
$2,912 SGD
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for 5 nights
$2,912 SGD for 5 nights
4.9 out of 5 average rating, 39 reviews
4.9 (39)
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
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,588 SGD
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for 5 nights
$2,588 SGD for 5 nights
4.97 out of 5 average rating, 66 reviews
4.97 (66)
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
$2,664 SGD
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for 5 nights
$2,664 SGD for 5 nights
Cabin in Chestertown
Lake Cabin Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
22–27 Aug
22–27 Aug
$2,565 SGD
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for 5 nights
$2,565 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Cabin in Brant Lake
ForeverWild Cabin- Close to LG, Firepit, Pavilion
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
18–23 Jul
18–23 Jul
$2,657 SGD
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for 5 nights
$2,657 SGD for 5 nights
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Top guest favourite
Guest favourite
Cabin in Warrensburg
Bearpine Cottage
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
$1,130 SGD
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for 5 nights
$1,130 SGD for 5 nights
4.97 out of 5 average rating, 123 reviews
4.97 (123)
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
$1,408 SGD
$1,279 SGD
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for 5 nights
Extended stay discount
4.95 out of 5 average rating, 42 reviews
4.95 (42)
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
$1,896 SGD
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for 5 nights
$1,896 SGD for 5 nights
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Top guest favourite
Guest favourite
Home in Warrensburg
River House
3 bedrooms
3 bedrooms
,
·
8 beds
8 beds
,
·
2.5 bathrooms
2.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,151 SGD
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for 5 nights
$2,151 SGD for 5 nights
4.97 out of 5 average rating, 62 reviews
4.97 (62)
Guest favourite
Guest favourite
Home in Chestertown
Rita's Place
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Jul
7–12 Jul
$2,360 SGD
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for 5 nights
$2,360 SGD for 5 nights
5.0 out of 5 average rating, 23 reviews
5.0 (23)
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
$2,208 SGD
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for 5 nights
$2,208 SGD for 5 nights
4.92 out of 5 average rating, 39 reviews
4.92 (39)
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
$2,906 SGD
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for 5 nights
$2,906 SGD for 5 nights
4.94 out of 5 average rating, 96 reviews
4.94 (96)
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