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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
1–6 Aug
1–6 Aug
$2,399 SGD
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for 5 nights
$2,399 SGD 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
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
$2,291 SGD
$1,692 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 268 reviews
4.96 (268)
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
6–11 Sept
6–11 Sept
$1,476 SGD
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for 5 nights
$1,476 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 103 reviews
4.95 (103)
Cabin in Chestertown
Adirondack Overlook at Tripp Lake
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
26–31 Jul
26–31 Jul
$2,677 SGD
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for 5 nights
$2,677 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
Free cancellation
4.92 out of 5 average rating, 53 reviews
4.92 (53)
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
$2,563 SGD
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for 5 nights
$2,563 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 67 reviews
4.97 (67)
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
$1,980 SGD
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for 5 nights
$1,980 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 181 reviews
5.0 (181)
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
Free cancellation
5.0 out of 5 average rating, 120 reviews
5.0 (120)
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
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favourite
Guest favourite
Holiday home in Chestertown
Green Mansions Vacation Condo, 2 bedroom & 2 bath
2 bedrooms
2 bedrooms
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$1,408 SGD
$1,279 SGD
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for 5 nights
Extended stay discount
Free cancellation
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
6–11 Jul
6–11 Jul
$1,896 SGD
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for 5 nights
$1,896 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 55 reviews
5.0 (55)
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
$2,132 SGD
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for 5 nights
$2,132 SGD for 5 nights
Free cancellation
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
18–23 Jul
18–23 Jul
$2,170 SGD
Show price breakdown
for 5 nights
$2,170 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 39 reviews
4.92 (39)
Top guest favourite
Guest favourite
Chalet in Chestertown
The Roost, a lake front 4 season home
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
13–18 Sept
13–18 Sept
$3,617 SGD
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for 5 nights
$3,617 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 65 reviews
4.98 (65)
Cabin in Chestertown
Lake Cabin Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
22–27 Aug
22–27 Aug
$2,566 SGD
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for 5 nights
$2,566 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Cabin in Warrensburg
Bearpine Cottage
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,131 SGD
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for 5 nights
$1,131 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 123 reviews
4.97 (123)
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
$2,152 SGD
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for 5 nights
$2,152 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 62 reviews
4.97 (62)
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
$2,597 SGD
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for 5 nights
$2,597 SGD for 5 nights
Free cancellation
4.83 out of 5 average rating, 12 reviews
4.83 (12)
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