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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
,
 ·Â
1 bed
,
 ·Â
1 private bathroom
10–15 Aug
10–15 Aug
$1,357Â SGD
Show price breakdown
Â
for 5 nights
$1,357Â SGD for 5 nights
,
 ·Â
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
,
 ·Â
1 queen bed
1 queen bed
,
 ·Â
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,878Â SGD
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Â
for 5 nights
$1,878Â 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
,
 ·Â
6 beds
6 beds
,
 ·Â
3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$2,431Â SGD
$1,911Â SGD
Show price breakdown
Â
for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Home in Chester
Private Chester Home w/ Deck, Mins to Skiing!
3 bedrooms
3 bedrooms
,
 ·Â
5 beds
5 beds
,
 ·Â
3 bathrooms
3 bathrooms
2–7 Aug
2–7 Aug
$2,847Â SGD
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Â
for 5 nights
$2,847Â SGD for 5 nights
4.85 out of 5 average rating, 46 reviews
4.85 (46)
Barn in Chester
1850's converted barn apartment in Chester
2 bedrooms
2 bedrooms
,
 ·Â
2 beds
2 beds
,
 ·Â
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$1,564Â SGD
Show price breakdown
Â
for 5 nights
$1,564Â SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
1 bedroom
1 bedroom
,
 ·Â
2 beds
2 beds
,
 ·Â
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$864Â SGD
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Â
for 5 nights
$864Â SGD for 5 nights
Free cancellation
4.86 out of 5 average rating, 79 reviews
4.86 (79)
Top guest favourite
Guest favourite
Flat in Andover
Private Hilltop farm apartment
1 bedroom
1 bedroom
,
 ·Â
1 double bed
1 double bed
,
 ·Â
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$907Â SGD
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Â
for 5 nights
$907Â SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 474 reviews
4.97 (474)
Top guest favourite
Guest favourite
Cabin in Chester
Thistle House at Camp Greenwood Vermont with Sauna
1 bedroom
1 bedroom
,
 ·Â
1 queen bed
1 queen bed
,
 ·Â
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,948Â SGD
$1,775Â SGD
Show price breakdown
Â
for 5 nights
4.99 out of 5 average rating, 82 reviews
4.99 (82)
Guest favourite
Guest favourite
Flat in Chester
Spacious, Sunny, Second Story 2 Bedroom Apartment
2 bedrooms
2 bedrooms
,
 ·Â
2 beds
2 beds
,
 ·Â
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$1,470Â SGD
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Â
for 5 nights
$1,470Â SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 60 reviews
4.9 (60)
Top guest favourite
Guest favourite
Guest suite in Chester
Stone Village Private Studio
1 bedroom
1 bedroom
,
 ·Â
1 queen bed
1 queen bed
,
 ·Â
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$1,323Â SGD
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Â
for 5 nights
$1,323Â SGD for 5 nights
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Guest favourite
Guest favourite
Home in Weston
4 Bedroom Family Ski House w/ WiFi, cable!
4 bedrooms
4 bedrooms
,
 ·Â
5 beds
5 beds
,
 ·Â
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,487Â SGD
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Â
for 5 nights
$1,487Â SGD for 5 nights
4.87 out of 5 average rating, 120 reviews
4.87 (120)
Top guest favourite
Guest favourite
Home in Springfield
Scandinavian Serenity Close to Okemo
2 bedrooms
2 bedrooms
,
 ·Â
2 beds
2 beds
,
 ·Â
2 bathrooms
2 bathrooms
21–26 Aug
21–26 Aug
$2,818Â SGD
Show price breakdown
Â
for 5 nights
$2,818Â SGD for 5 nights
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Top guest favourite
Guest favourite
Home in Ludlow
Ludlow Retreat-Hot Tub, Sauna & Game Room
4 bedrooms
4 bedrooms
,
 ·Â
7 beds
7 beds
,
 ·Â
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$3,123Â SGD
$2,846Â SGD
Show price breakdown
Â
for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Home in Weston
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
3 bedrooms
3 bedrooms
,
 ·Â
6 beds
6 beds
,
 ·Â
1.5 bathrooms
1.5 bathrooms
3–8 Aug
3–8 Aug
$1,694Â SGD
Show price breakdown
Â
for 5 nights
$1,694Â SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 320 reviews
4.95 (320)
Top guest favourite
Guest favourite
Flat in Ludlow
Cozy Mountain-style Condo by Okemo with a View!
3 bedrooms
3 bedrooms
,
 ·Â
4 beds
4 beds
,
 ·Â
2 bathrooms
2 bathrooms
10–15 Aug
10–15 Aug
$2,234Â SGD
$2,041Â SGD
Show price breakdown
Â
for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Room in Rockingham
Charming old Victorian home
1 queen bed
1 queen bed
,
 ·Â
1 bathroom
1 bathroom
21–26 Aug
21–26 Aug
$443Â SGD
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Â
for 5 nights
$443Â SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 64 reviews
4.95 (64)
Top guest favourite
Guest favourite
Home in Mount Holly
Cozy 2 bedroom house, close to Okemo & Killington
2 bedrooms
2 bedrooms
,
 ·Â
4 beds
4 beds
,
 ·Â
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,841Â SGD
Show price breakdown
Â
for 5 nights
$1,841Â SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Top guest favourite
Guest favourite
Home in Chester
Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
2 bedrooms
2 bedrooms
,
 ·Â
4 beds
4 beds
,
 ·Â
2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$1,746Â SGD
$1,594Â SGD
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Â
for 5 nights
Extended stay discount
4.96 out of 5 average rating, 93 reviews
4.96 (93)
Guest favourite
Guest favourite
Home in Ludlow
First Chair Chalet/5 min to Okemo/PetsOK/Game Room
4 bedrooms
4 bedrooms
,
 ·Â
5 beds
5 beds
,
 ·Â
2.5 bathrooms
2.5 bathrooms
3–8 Aug
3–8 Aug
$2,833Â SGD
$2,546Â SGD
Show price breakdown
Â
for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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