Holiday rentals 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
Get the amount of space that is right for you
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Guest favourite
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
25 Nov – 2 Dec
€ 369 per night
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 351 reviewsMid-Century Glass Octagon in the Berkshires
8–15 Jan
€ 391 per night
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
5–12 Sep
€ 161 per night
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
26 Dec – 2 Jan
€ 180 per night
Guest favourite
Flat in Northampton
4.98 out of 5 average rating, 650 reviewsTree Top Suite, cozy downtown apartment
28 Nov – 5 Dec
€ 122 per night
Guest favourite
Guest suite in Williamsburg
4.98 out of 5 average rating, 231 reviewsHappy Maples!
18–25 Jan
€ 141 per night
Guest favourite
Guest house in Lenox
4.95 out of 5 average rating, 284 reviewsThe Granary at House on Golden Hill
28 Oct – 4 Nov
€ 156 per night
Guest favourite
Farm stay in Pittsfield
4.99 out of 5 average rating, 107 reviewsPrivate 2nd-floor studio on a working produce farm
9–16 Sep
€ 134 per night
Destinations to explore
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