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Search results; Over 1,000 homes in Chester
Over 1,000 homes in Chester
Top guest favourite
Guest favourite
Room in Chester
Farm at Williams River House - Hawthorne Suite-ADA
1 bedroom
,
·
1 bed
,
·
1 private bathroom
10–15 Aug
10–15 Aug
$1,357 SGD
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for 5 nights
$1,357 SGD for 5 nights
,
·
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Top guest favourite
Guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
13–18 Sept
13–18 Sept
$1,878 SGD
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for 5 nights
$1,878 SGD for 5 nights
4.97 out of 5 average rating, 78 reviews
4.97 (78)
Top guest favourite
Guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
1–6 Aug
1–6 Aug
$2,431 SGD
$1,911 SGD
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for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Barn in Chester
1850's converted barn apartment in Chester
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
15–20 Aug
15–20 Aug
$1,564 SGD
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for 5 nights
$1,564 SGD for 5 nights
New place to stay
New
Home in Chester
Private Chester Home w/ Deck, Mins to Skiing!
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
2–7 Aug
2–7 Aug
$2,847 SGD
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for 5 nights
$2,847 SGD for 5 nights
4.85 out of 5 average rating, 46 reviews
4.85 (46)
Top guest favourite
Guest favourite
Cabin in Chester
Thistle House at Camp Greenwood Vermont with Sauna
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
18–23 Aug
18–23 Aug
$1,948 SGD
$1,775 SGD
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for 5 nights
4.99 out of 5 average rating, 82 reviews
4.99 (82)
Top guest favourite
Guest favourite
Flat in Andover
Private Hilltop farm apartment
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
17–22 Aug
17–22 Aug
$907 SGD
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for 5 nights
$907 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 474 reviews
4.97 (474)
Top guest favourite
Guest favourite
Flat in Chester
Lovely 2 Bedroom Apartment w/deck & pond view
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
1–6 Aug
1–6 Aug
$1,309 SGD
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for 5 nights
$1,309 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 164 reviews
4.93 (164)
Guest favourite
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
1 bedroom
1 bedroom
,
·
2 beds
2 beds
15–20 Aug
15–20 Aug
$864 SGD
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for 5 nights
$864 SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 79 reviews
4.86 (79)
Top guest favourite
Guest favourite
Guest suite in Chester
Stone Village Private Studio
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
2–7 Aug
2–7 Aug
$1,323 SGD
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for 5 nights
$1,323 SGD for 5 nights
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Guest favourite
Guest favourite
Home in Chester
Historic 150-Year-Old Farmhouse | Jacuzzi included
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
4–9 Aug
4–9 Aug
$3,247 SGD
$1,864 SGD
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for 5 nights
4.87 out of 5 average rating, 61 reviews
4.87 (61)
Top guest favourite
Guest favourite
Home in Chester
Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
20–25 Aug
20–25 Aug
$1,746 SGD
$1,594 SGD
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for 5 nights
Extended stay discount
4.96 out of 5 average rating, 93 reviews
4.96 (93)
Top guest favourite
Guest favourite
Home in Ludlow
Ludlow Retreat-Hot Tub, Sauna & Game Room
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
2–7 Aug
2–7 Aug
$3,123 SGD
$2,846 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Home in Chester
Vermont Charm in the 1840 Gideon Lee House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
27 Aug – 1 Sept
27 Aug – 1 Sept
$1,951 SGD
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for 5 nights
$1,951 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Top guest favourite
Guest favourite
Home in Springfield
Scandinavian Serenity Close to Okemo
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
21–26 Aug
21–26 Aug
$2,818 SGD
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for 5 nights
$2,818 SGD for 5 nights
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Guest favourite
Guest favourite
Home in Chester
Spacious Historic Stone Home near 4 Ski Mountains
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
7–12 Sept
7–12 Sept
$2,284 SGD
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for 5 nights
$2,284 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Home in Chester
Okemo Valley Chalet
5 bedrooms
5 bedrooms
,
·
13 beds
13 beds
10–15 Aug
10–15 Aug
$2,903 SGD
$2,587 SGD
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for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Weston
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
3–8 Aug
3–8 Aug
$1,694 SGD
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for 5 nights
$1,694 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 320 reviews
4.95 (320)
Guest favourite
Guest favourite
Home in Weston
4 Bedroom Family Ski House w/ WiFi, cable!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
15–20 Aug
15–20 Aug
$1,487 SGD
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for 5 nights
$1,487 SGD for 5 nights
4.87 out of 5 average rating, 120 reviews
4.87 (120)
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