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Search results; Over 1,000 homes in Chestertown
Over 1,000 homes in Chestertown
Top guest favourite
Guest favourite
Holiday home in Chestertown
Green Mansions Vacation Condo, 2 bedroom & 2 bath
2 bedrooms
,
·
2 private bathrooms
22–29 Aug
22–29 Aug
$1,683 SGD
$1,369 SGD
Show price breakdown
for 7 nights
,
·
4.96 out of 5 average rating, 45 reviews
4.96 (45)
Top guest favourite
Guest favourite
Home in Chestertown
Adirondack Lake House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,509 SGD
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for 5 nights
$1,509 SGD for 5 nights
4.96 out of 5 average rating, 267 reviews
4.96 (267)
Top guest favourite
Guest favourite
Home in Chestertown
The Stone Lodge on Blythewood Island on Loon Lake
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$3,205 SGD
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for 5 nights
$3,205 SGD for 5 nights
4.93 out of 5 average rating, 182 reviews
4.93 (182)
Top guest favourite
Guest favourite
Home in Chestertown
The Hayes Homestead
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26–31 Aug
26–31 Aug
$1,824 SGD
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for 5 nights
$1,824 SGD for 5 nights
5.0 out of 5 average rating, 59 reviews
5.0 (59)
Home in Chestertown
Enchanted Chestertown Getaway
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1.5 bathrooms
1.5 bathrooms
8–13 Sept
8–13 Sept
$2,048 SGD
$1,638 SGD
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for 5 nights
New place to stay
New
Cabin in Chestertown
Lake Cabin Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
9–14 Sept
9–14 Sept
$2,527 SGD
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for 5 nights
$2,527 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Townhouse in Chestertown
Secluded and Cozy Townhome at Tripp Lake
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,630 SGD
$2,398 SGD
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for 5 nights
Extended stay discount
4.96 out of 5 average rating, 28 reviews
4.96 (28)
Top guest favourite
Guest favourite
Home in Chestertown
Modern ADK House-Lake and Mountain View-Sleeps 16
4 bedrooms
4 bedrooms
,
·
11 beds
11 beds
,
·
2.5 bathrooms
2.5 bathrooms
4–9 Oct
4–9 Oct
$5,128 SGD
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for 5 nights
$5,128 SGD for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Guest favourite
Guest favourite
Home in Chestertown
Gorgeous 4BR Lakefront Friends Lake, NY | Dock
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Oct
13–18 Oct
$1,712 SGD
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for 5 nights
$1,712 SGD for 5 nights
4.88 out of 5 average rating, 60 reviews
4.88 (60)
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
13–18 Sept
13–18 Sept
$1,540 SGD
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for 5 nights
$1,540 SGD for 5 nights
4.93 out of 5 average rating, 55 reviews
4.93 (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
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,051 SGD
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for 5 nights
$2,051 SGD for 5 nights
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Superhost
Superhost
Home in Chestertown
Child-friendly 3BR Adirondacks | Fireplace
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$2,376 SGD
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for 5 nights
$2,376 SGD for 5 nights
4.89 out of 5 average rating, 57 reviews
4.89 (57)
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
5–10 Sept
5–10 Sept
$2,534 SGD
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for 5 nights
$2,534 SGD for 5 nights
4.88 out of 5 average rating, 16 reviews
4.88 (16)
Top guest favourite
Guest favourite
Chalet in Chestertown
Chalet on Loon Lake (Gore Mt. 20 min.)
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
18–23 Oct
18–23 Oct
$2,489 SGD
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for 5 nights
$2,489 SGD for 5 nights
4.98 out of 5 average rating, 175 reviews
4.98 (175)
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
25–30 Aug
25–30 Aug
$2,572 SGD
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for 5 nights
$2,572 SGD for 5 nights
4.96 out of 5 average rating, 275 reviews
4.96 (275)
Cottage in Chestertown
Private Dock & Beach! Lakefront, Fire Pit, Boats
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$2,568 SGD
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for 5 nights
$2,568 SGD for 5 nights
Cabin in Chestertown
All-Season Family Retreat w/ Dock on Loon Lake!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,728 SGD
Show price breakdown
for 5 nights
$2,728 SGD for 5 nights
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
6–11 Sept
6–11 Sept
$2,756 SGD
$2,258 SGD
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for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Home in Chestertown
Quiet Chestertown Escape | Nearby Gore & Lakes
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$3,431 SGD
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for 5 nights
$3,431 SGD for 5 nights
4.67 out of 5 average rating, 6 reviews
4.67 (6)
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