Holiday houses in Chester
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Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Guest favourite
Cabin in Savoy
4.98 out of 5 average rating, 190 reviewsThe Camp - 20 Minutes to Berkshire East!
Guest favourite
Guest suite in Easthampton
4.91 out of 5 average rating, 227 reviewsThe Floating Library: private hiker's hideaway
Guest favourite
Apartment in Northampton
4.92 out of 5 average rating, 553 reviewsSunny Peaceful Home
Guest favourite
Barn in Northampton
4.96 out of 5 average rating, 502 reviewsBrookside Carriage House. Private, Great Location.
Guest favourite
Farm stay in Pittsfield
4.99 out of 5 average rating, 114 reviewsPrivate 2nd-floor studio on a working produce farm
Guest favourite
Apartment in Shelburne Falls
4.98 out of 5 average rating, 495 reviewsIn town, newly renovated studio with private deck
Guest favourite
Apartment in Northampton
4.95 out of 5 average rating, 288 reviewsBike Path Hideaway Near Smith, Cooley, Northampton
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 353 reviewsMid-Century Glass Octagon in the Berkshires
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