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Search results; Over 1,000 homes in Chester
Over 1,000 homes in Chester
Superhost
Superhost
Cabin in Chester
Handmade 3 Bedroom Log Cabin | 5 Min From Skiing
3 bedrooms
,
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3 beds
,
·
2 private bathrooms
2–7 Aug
2–7 Aug
$1,535 SGD
Show price breakdown
for 5 nights
$1,535 SGD for 5 nights
,
·
4.86 out of 5 average rating, 140 reviews
4.86 (140)
Top guest favourite
Guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
4.97 out of 5 average rating, 77 reviews
4.97 (77)
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
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1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$1,966 SGD
Show price breakdown
for 5 nights
$1,966 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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3 bedrooms
3 bedrooms
,
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6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$2,701 SGD
$2,149 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
4.86 out of 5 average rating, 78 reviews
4.86 (78)
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1 bedroom
1 bedroom
,
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2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$883 SGD
Show price breakdown
for 5 nights
$883 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Cabin in Chester
Thistle House at Camp Greenwood Vermont with Sauna
4.99 out of 5 average rating, 81 reviews
4.99 (81)
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1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
7–12 Aug
7–12 Aug
$1,826 SGD
Show price breakdown
for 5 nights
$1,826 SGD for 5 nights
Home in Chester
Private Chester Home w/ Deck, Mins to Skiing!
4.85 out of 5 average rating, 46 reviews
4.85 (46)
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3 bedrooms
3 bedrooms
,
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5 beds
5 beds
,
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3 bathrooms
3 bathrooms
1–6 Aug
1–6 Aug
$2,871 SGD
Show price breakdown
for 5 nights
$2,871 SGD for 5 nights
Barn in Chester
1850's converted barn apartment in Chester
New place to stay
New
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
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1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$1,525 SGD
Show price breakdown
for 5 nights
$1,525 SGD for 5 nights
Guest favourite
Guest favourite
Home in Chester
Historic 150-Year-Old Farmhouse | Jacuzzi included
4.87 out of 5 average rating, 60 reviews
4.87 (60)
,
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4 bedrooms
4 bedrooms
,
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5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
2–7 Aug
2–7 Aug
$2,816 SGD
Show price breakdown
for 5 nights
$2,816 SGD for 5 nights
Home in Chester
Okemo Valley Chalet
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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5 bedrooms
5 bedrooms
,
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13 beds
13 beds
,
·
2.5 bathrooms
2.5 bathrooms
10–15 Aug
10–15 Aug
$2,721 SGD
Show price breakdown
for 5 nights
$2,721 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Chester
Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
4.96 out of 5 average rating, 90 reviews
4.96 (90)
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2 bedrooms
2 bedrooms
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4 beds
4 beds
,
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2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$1,914 SGD
$1,746 SGD
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for 5 nights
Extended stay discount
Top guest favourite
Guest favourite
Flat in Chester
Lovely 2 Bedroom Apartment w/deck & pond view
4.93 out of 5 average rating, 164 reviews
4.93 (164)
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2 bedrooms
2 bedrooms
,
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3 beds
3 beds
,
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1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,319 SGD
Show price breakdown
for 5 nights
$1,319 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Ludlow
The Evergreen Chal-A
5.0 out of 5 average rating, 42 reviews
5.0 (42)
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3 bedrooms
3 bedrooms
,
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3 beds
3 beds
,
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2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$3,936 SGD
$2,632 SGD
Show price breakdown
for 5 nights
Home in Chester
Serenity Now Farmhouse | Peaceful Country Escape
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,163 SGD
Show price breakdown
for 5 nights
$2,163 SGD for 5 nights
Top guest favourite
Guest favourite
Cabin in Ludlow
Cozy Ski Cabin | 5 minutes to Okemo
4.96 out of 5 average rating, 74 reviews
4.96 (74)
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4 bedrooms
4 bedrooms
,
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6 beds
6 beds
,
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1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$2,081 SGD
$1,680 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Plymouth
Charming pet-friendly retreat in the Vermont woods
4.98 out of 5 average rating, 55 reviews
4.98 (55)
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3 bedrooms
3 bedrooms
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4 beds
4 beds
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1.5 bathrooms
1.5 bathrooms
16–21 Aug
16–21 Aug
$1,858 SGD
$1,634 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Chester
Stone Village Private Studio
4.97 out of 5 average rating, 38 reviews
4.97 (38)
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1 bedroom
1 bedroom
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1 bed
1 bed
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1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$1,363 SGD
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for 5 nights
$1,363 SGD for 5 nights
Top guest favourite
Guest favourite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
4.96 out of 5 average rating, 102 reviews
4.96 (102)
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1 bedroom
1 bedroom
,
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1 bed
1 bed
,
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1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$3,803 SGD
Show price breakdown
for 5 nights
$3,803 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Chester
Vermont Charm in the 1840 Gideon Lee House
5.0 out of 5 average rating, 32 reviews
5.0 (32)
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2 bedrooms
2 bedrooms
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3 beds
3 beds
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1.5 bathrooms
1.5 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$1,967 SGD
Show price breakdown
for 5 nights
$1,967 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Andover
Mountain Retreat | Hot Tub | 9 Acres | Views
5.0 out of 5 average rating, 29 reviews
5.0 (29)
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4 bedrooms
4 bedrooms
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7 beds
7 beds
,
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2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$2,858 SGD
Show price breakdown
for 5 nights
$2,858 SGD for 5 nights
Free cancellation
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