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Search results; Over 1,000 homes in Chester

Superhost
Cabin in Chester
Handmade 3 Bedroom Log Cabin | 5 Min From Skiing
3 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
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4.86 out of 5 average rating, 140 reviews
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
4.86 out of 5 average rating, 78 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
Top guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
4.97 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Barn in Chester
1850's converted barn apartment in Chester
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
15–20 Aug
Guest favourite
Room in Chester
Tool Shed Cabin
4.86 out of 5 average rating, 7 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 6 beds, 3 bathrooms
1–6 Aug
Superhost
Room in Chester
Milk House Cabin
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Room in Rockingham
Old Victorian Charms and comfort
4.93 out of 5 average rating, 168 reviews, 1 queen bed, 1 bathroom
8–13 Aug
Top guest favourite
Room in Chester
Farm at Williams River House - Essex Suite
5.0 out of 5 average rating, 44 reviews, 1 queen bed, 1 bathroom
1–6 Aug
Top guest favourite
Flat in Chester
Lovely 2 Bedroom Apartment w/deck & pond view
4.93 out of 5 average rating, 164 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Top guest favourite
Cabin in Chester
Thistle House at Camp Greenwood Vermont with Sauna
4.99 out of 5 average rating, 81 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Top guest favourite
Room in Chester
Farm at Williams River House - Hawthorne Suite-ADA
5.0 out of 5 average rating, 27 reviews, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Guest suite in Chester
Stone Village Private Studio
4.97 out of 5 average rating, 38 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Home in Chester
Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
4.96 out of 5 average rating, 90 reviews, 2 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
Home in Chester
Okemo Valley Chalet
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 13 beds, 2.5 bathrooms
10–15 Aug
Top guest favourite
Flat in Andover
Private Hilltop farm apartment
4.97 out of 5 average rating, 473 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Guest favourite
Home in Chester
Spacious Historic Stone Home near 4 Ski Mountains
5.0 out of 5 average rating, 10 reviews, 5 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
Superhost
Room in Chester
Ski Club House - Ensuite Twin Bedroom - w 3/4 Bath
2 single beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Baltimore
Tarbell Farm on the hill top
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug