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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
$1,672 SGD
$1,361 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
$1,499 SGD
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for 5 nights
$1,499 SGD for 5 nights
4.96 out of 5 average rating, 269 reviews
4.96 (269)
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
$3,185 SGD
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for 5 nights
$3,185 SGD for 5 nights
4.93 out of 5 average rating, 183 reviews
4.93 (183)
Cabin in Chestertown
Lake Cabin Retreat
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
9–14 Sept
9–14 Sept
$2,511 SGD
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for 5 nights
$2,511 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
$1,812 SGD
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for 5 nights
$1,812 SGD for 5 nights
5.0 out of 5 average rating, 60 reviews
5.0 (60)
Guest favourite
Guest favourite
Home in Chestertown
Charming Adirondack Home Near Lakes and Trails
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$2,773 SGD
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for 5 nights
$2,773 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Superhost
Superhost
Home in Chestertown
Child-friendly 3BR Adirondacks | Fireplace
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$2,393 SGD
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for 5 nights
$2,393 SGD for 5 nights
4.89 out of 5 average rating, 57 reviews
4.89 (57)
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
$1,530 SGD
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for 5 nights
$1,530 SGD for 5 nights
4.93 out of 5 average rating, 56 reviews
4.93 (56)
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
$2,487 SGD
$2,269 SGD
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for 5 nights
Extended stay discount
4.96 out of 5 average rating, 28 reviews
4.96 (28)
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
$2,552 SGD
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for 5 nights
$2,552 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
28 Sept – 3 Oct
28 Sept – 3 Oct
$5,096 SGD
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for 5 nights
$5,096 SGD for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
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
$2,206 SGD
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for 5 nights
$2,206 SGD for 5 nights
4.94 out of 5 average rating, 17 reviews
4.94 (17)
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
18–23 Oct
18–23 Oct
$1,511 SGD
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for 5 nights
$1,511 SGD for 5 nights
4.88 out of 5 average rating, 60 reviews
4.88 (60)
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
$2,556 SGD
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for 5 nights
$2,556 SGD for 5 nights
4.96 out of 5 average rating, 277 reviews
4.96 (277)
Guest favourite
Guest favourite
Chalet in Chestertown
Loon Lake Luxury with Kayaks, Canoe, Hot Tub
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
29 Aug – 5 Sept
29 Aug – 5 Sept
$4,690 SGD
$4,124 SGD
Show price breakdown
for 7 nights
4.91 out of 5 average rating, 56 reviews
4.91 (56)
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
$2,035 SGD
$1,628 SGD
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for 5 nights
New place to stay
New
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
$2,711 SGD
Show price breakdown
for 5 nights
$2,711 SGD for 5 nights
Guest favourite
Guest favourite
Cabin in Chestertown
Meadow House
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
23–28 Aug
23–28 Aug
$2,489 SGD
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for 5 nights
$2,489 SGD for 5 nights
4.88 out of 5 average rating, 167 reviews
4.88 (167)
Guest favourite
Guest favourite
Home in Chestertown
House in the Adirondacks, 15 min from Gore!
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
28 Aug – 2 Sept
28 Aug – 2 Sept
$2,382 SGD
$2,136 SGD
Show price breakdown
for 5 nights
4.93 out of 5 average rating, 43 reviews
4.93 (43)
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