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Search results; Over 1,000 homes in Chester

Top guest favourite
Tent in Chester
Luxury Glamping, Private, Wood Burning Hot Tub
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Cabin in Chester
The Farmstead Cabin
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 25 reviews
Guest favourite
Room in Becket
Farmhouse Suite on Berkshire Farm
1 double bed, 1 bathroom
21–26 Aug
4.93 out of 5 average rating, 161 reviews
Top guest favourite
Farm stay in Worthington
Like sleeping on a cloud
2 bedrooms, 3 beds, 3 bathrooms
22–27 Sept
4.98 out of 5 average rating, 58 reviews
Hotel in Becket
2 Full XL beds
1 bedroom, 2 double beds, 1 bathroom
22–27 Aug
New place to stay
Top guest favourite
Room in Becket
priv. rm.#2 in forest clearing home
1 queen bed, 1 bathroom
23–28 Aug
4.82 out of 5 average rating, 337 reviews
Guest favourite
Treehouse in New Marlborough
Berkshire Treehouse Retreat
3 bedrooms, 4 beds, WC
23–28 Aug
4.91 out of 5 average rating, 170 reviews
Top guest favourite
Room in Agawam
Hampshire Room
1 king bed, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 322 reviews
Guest favourite
Room in West Springfield
Luxurious spacious suite in a home.
1 bed, 1 bathroom
12–17 Aug
4.89 out of 5 average rating, 71 reviews
Guest favourite
Cabin in Becket
Cozy Cottage in the Woods
2 bedrooms, 4 double beds, 1 bathroom
23–28 Aug
4.9 out of 5 average rating, 40 reviews
Guest favourite
Guest house in Becket
Country Cabin
1 bedroom, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
4.92 out of 5 average rating, 290 reviews
Top guest favourite
Cabin in Williamsburg
Mountain Retreat close to Northampton & Amherst!
1 bedroom, 1 queen bed, 1 bathroom
9–14 Sept
4.97 out of 5 average rating, 129 reviews
Top guest favourite
Treehouse in Williamsburg
Cozy & Relaxing Stay in Craftsman's Treehouse
1 bedroom, 3 beds, 1 bathroom
9–14 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Becket
Real Estate:Therapy - Lake, Laundry, Love it
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.88 out of 5 average rating, 374 reviews
Top guest favourite
Guest suite in Northampton
Luxury Micro Suite ~ Charming & Peaceful Getaway
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Campsite in Chesterfield
Hilltown Hideaway Riverside A-Frame
1 bedroom, 1 queen bed, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 49 reviews
Guest favourite
Tiny home in Pelham
Cabin Camp Valley Retreat
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Northampton
Cozy Haven: Convenience & Charm
1 bedroom, 2 queen beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 264 reviews