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Search results; Over 1,000 homes in Chester

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
12–17 Aug
Guest favourite
Room in Chester
Tool Shed Cabin
4.86 out of 5 average rating, 7 reviews, 1 bed, 1 bathroom
21–26 Jul
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
Barn in Chester
1850's converted barn apartment in Chester
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
15–20 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
21–26 Jul
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
26–31 Jul
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
24–29 Jul
Top guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
4.97 out of 5 average rating, 76 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Superhost
Room in Chester
Milk House Cabin
5.0 out of 5 average rating, 3 reviews, 1 bed, 1 bathroom
21–26 Jul
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
21–26 Jul
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
21–26 Jul
Guest favourite
Cottage in Chester
Haven for Nature Lovers, Pet Owners, Skiers
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 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
31 Jul – 5 Aug
Guest favourite
Shared room in Cavendish
YakPod #4 Snowed Inn Pod Lodge :12 min from Okemo!
4.97 out of 5 average rating, 29 reviews, 1 bedroom, 1 bed, 1 shared bathroom
21–26 Jul
Top guest favourite
Flat in Andover
Private Hilltop farm apartment
4.97 out of 5 average rating, 472 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Superhost
Room in Chester
Ski Club House - Ensuite Twin Bedroom - w 3/4 Bath
2 single beds, 1 bathroom
22–27 Jul
Top guest favourite
Apartment in Ludlow
Main St Escape | Explore Downtown Ludlow
4.99 out of 5 average rating, 147 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Chester
Historic 150-Year-Old Farmhouse | Jacuzzi included
4.87 out of 5 average rating, 60 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug