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Search results; Over 1,000 homes in Chester

Guest favourite
Tiny home in Chester
Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
1 bedroom, 1 bed, 1 private bathroom
27 Aug – 1 Sept
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4.96 out of 5 average rating, 181 reviews
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 81 reviews
Top guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 79 reviews
Barn in Chester
1850's converted barn apartment in Chester
2 bedrooms, 2 beds, 1 bathroom
15–20 Aug
Superhost
Room in Chester
Tool Shed Cabin
1 bed, 1 bathroom
8–13 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Chester
Thistle House at Camp Greenwood Vermont with Sauna
1 bedroom, 1 queen bed, 1 bathroom
18–23 Aug
4.99 out of 5 average rating, 82 reviews
Top guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
3 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Chester
Stone Village Private Studio
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 38 reviews
Guest favourite
Shared room in Cavendish
YakPod #4 Snowed Inn Pod Lodge :12 min from Okemo!
1 bedroom, 1 bed, 1 shared bathroom
8–13 Aug
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Room in Rockingham
Eva Blake House-Margaret's Room
1 double bed, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 137 reviews
Top guest favourite
Room in Townshend
Rustic elegance at its best!
1 king bed, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 80 reviews
Top guest favourite
Cabin in Grafton
Log cabin getaway
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Farm stay in Baltimore
Hawk Mtn Farm's lovely one bedroom apartment!
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 142 reviews
Guest favourite
Flat in Chester
Spacious, Sunny, Second Story 2 Bedroom Apartment
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
4.9 out of 5 average rating, 60 reviews
Top guest favourite
Room in Baltimore
Wake up to Mountain views in a Vermont studio Apt.
2 beds, 1 bathroom
18–23 Aug
4.98 out of 5 average rating, 256 reviews
Top guest favourite
Apartment in Ludlow
Lovely 1-Bedroom condo with indoor fireplace!
1 bedroom, 3 beds, 1 bathroom
8–13 Aug
4.95 out of 5 average rating, 193 reviews
Top guest favourite
Room in Cornish
"Purple Room"—Fernald Hill Farm/Yatsevitch Forest
2 single beds, 1 bathroom
13–18 Aug
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Room in Chester
Farm at Williams River House - Hawthorne Suite-ADA
1 bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Andover
Private Hilltop farm apartment
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 475 reviews