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Search results; Over 1,000 homes in Chester
Over 1,000 homes in Chester
Guest favourite
Guest favourite
Home in Chester
Vermont 1828 Reunion House, near Okemo
8 bedrooms
,
·
11 beds
,
·
4 private bathrooms
13–18 Jul
13–18 Jul
$5,536 SGD
$3,345 SGD
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for 5 nights
,
·
4.8 out of 5 average rating, 100 reviews
4.8 (100)
Top guest favourite
Guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,962 SGD
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for 5 nights
$1,962 SGD for 5 nights
4.97 out of 5 average rating, 75 reviews
4.97 (75)
Top guest favourite
Guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
15–20 Jul
15–20 Jul
$3,299 SGD
$2,084 SGD
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for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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
,
·
1 bathroom
1 bathroom
20–25 Jul
20–25 Jul
$1,783 SGD
$1,451 SGD
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for 5 nights
4.99 out of 5 average rating, 81 reviews
4.99 (81)
Home in Chester
Private Chester Home w/ Deck, Mins to Skiing!
3 bedrooms
3 bedrooms
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·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
14–19 Jul
14–19 Jul
$2,870 SGD
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for 5 nights
$2,870 SGD for 5 nights
4.85 out of 5 average rating, 46 reviews
4.85 (46)
Top guest favourite
Guest favourite
Cabin in Ludlow
Cozy Ski Cabin | 5 minutes to Okemo
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
1.5 bathrooms
1.5 bathrooms
14–19 Jul
14–19 Jul
$1,288 SGD
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for 5 nights
$1,288 SGD for 5 nights
4.96 out of 5 average rating, 74 reviews
4.96 (74)
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 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,357 SGD
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for 5 nights
$1,357 SGD for 5 nights
4.93 out of 5 average rating, 164 reviews
4.93 (164)
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
,
·
2 bathrooms
2 bathrooms
7–12 Aug
7–12 Aug
$1,898 SGD
$1,731 SGD
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for 5 nights
Extended stay discount
4.96 out of 5 average rating, 89 reviews
4.96 (89)
Home in Chester
Okemo Valley Chalet
5 bedrooms
5 bedrooms
,
·
13 beds
13 beds
,
·
2.5 bathrooms
2.5 bathrooms
20–25 Jul
20–25 Jul
$2,477 SGD
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for 5 nights
$2,477 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Flat in Londonderry
Bread and Butter Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$800 SGD
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for 5 nights
$800 SGD for 5 nights
4.99 out of 5 average rating, 92 reviews
4.99 (92)
Guest favourite
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$886 SGD
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for 5 nights
$886 SGD for 5 nights
4.86 out of 5 average rating, 77 reviews
4.86 (77)
Top guest favourite
Guest favourite
Home in Springfield
1794 Vermont Home
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
17–22 Aug
17–22 Aug
$1,981 SGD
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for 5 nights
$1,981 SGD for 5 nights
5.0 out of 5 average rating, 80 reviews
5.0 (80)
Top guest favourite
Guest favourite
Home in Chester
Vermont Charm in the 1840 Gideon Lee House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
20–25 Jul
20–25 Jul
$2,192 SGD
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for 5 nights
$2,192 SGD for 5 nights
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Top guest favourite
Guest favourite
Room in Rockingham
Charming old Victorian home
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Jul
17–22 Jul
$458 SGD
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for 5 nights
$458 SGD for 5 nights
4.95 out of 5 average rating, 61 reviews
4.95 (61)
Top guest favourite
Guest favourite
Guest suite in Chester
Stone Village Private Studio
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Jul
26–31 Jul
$1,333 SGD
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for 5 nights
$1,333 SGD for 5 nights
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Top guest favourite
Guest favourite
Apartment in Ludlow
Main St Escape | Explore Downtown Ludlow
2 bedrooms
2 bedrooms
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3 beds
3 beds
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1 bathroom
1 bathroom
5–10 Aug
5–10 Aug
$1,020 SGD
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for 5 nights
$1,020 SGD for 5 nights
4.99 out of 5 average rating, 146 reviews
4.99 (146)
Guest favourite
Guest favourite
Room in Chester
Tool Shed Cabin
1 bed
1 bed
,
·
1 bathroom
1 bathroom
17–22 Jul
17–22 Jul
$517 SGD
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for 5 nights
$517 SGD for 5 nights
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Top guest favourite
Guest favourite
Flat in Andover
Private Hilltop farm apartment
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
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·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$914 SGD
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for 5 nights
$914 SGD for 5 nights
4.97 out of 5 average rating, 472 reviews
4.97 (472)
Home in Chester
Serenity Now Farmhouse | Peaceful Country Escape
3 bedrooms
3 bedrooms
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·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$2,227 SGD
Show price breakdown
for 5 nights
$2,227 SGD for 5 nights
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