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Search results; Over 1,000 homes in Chester

Top guest favourite
Room in Chester
Farm at Williams River House - Essex Suite
1 bedroom, 1 bed, 1 private bathroom
13–18 Jul
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5.0 out of 5 average rating, 44 reviews
Guest favourite
Hotel in Chester
Private Suite in Historic Inn
4.86 out of 5 average rating, 77 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 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
20–25 Jul
Top guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
4.97 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Room in Rockingham
Old Victorian Charms and comfort
4.93 out of 5 average rating, 166 reviews, 1 queen bed, 1 bathroom
8–13 Aug
Guest favourite
Room in Chester
Tool Shed Cabin
4.86 out of 5 average rating, 7 reviews, 1 bed, 1 bathroom
17–22 Jul
Top guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 6 beds, 3 bathrooms
15–20 Jul
Top guest favourite
Room in Chester
Farm at Williams River House - Gloucester Suite
5.0 out of 5 average rating, 24 reviews, 1 bed, 1.5 bathrooms
15–20 Jul
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
19–24 Jul
Top guest favourite
Home in Springfield
1794 Vermont Home
5.0 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
17–22 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
26–31 Jul
Superhost
Place to stay in Chester
Ski Club House - Ensuite Twin Bedroom - w 3/4 Bath
1 bedroom, 2 beds, 1 bathroom
14–19 Jul
Top guest favourite
Guest house in Putney
Cozy Cottage Loft and Retreat
4.98 out of 5 average rating, 51 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Nov
Top guest favourite
Room in Rockingham
Visit your Craftsman home away from home Rm 1 of 2
5.0 out of 5 average rating, 56 reviews, 1 king bed, 1 bathroom
14–19 Jul
Top guest favourite
Flat in Londonderry
Bread and Butter Apartment
4.99 out of 5 average rating, 92 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Barn in Rockingham
Quiet Country Retreat
5.0 out of 5 average rating, 43 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Home in Chester
Okemo Valley Chalet
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 13 beds, 2.5 bathrooms
20–25 Jul
Home in Chester
Serenity Now Farmhouse | Peaceful Country Escape
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Guest favourite
Shared room in Cavendish
YakPod #3 Snowed Inn Pod Lodge :12 min from Okemo!
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 1 shared bathroom
19–24 Jul