Vacation rentals in Chester
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Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester
Guest favorite
Guesthouse in Lenox
4.95 out of 5 average rating, 280 reviewsThe Granary at House on Golden Hill
Sep 4 – 11
€ 156 per night
Guest favorite
Guest suite in Williamsburg
4.98 out of 5 average rating, 230 reviewsHappy Maples!
Jan 2 – 9
€ 141 per night
Guest favorite
Cottage in Petersham
4.99 out of 5 average rating, 149 reviewsCider House Cottage
Oct 27 – Nov 3
€ 154 per night
Guest favorite
Chalet in Otis
4.94 out of 5 average rating, 349 reviewsMid-Century Glass Octagon in the Berkshires
Dec 6 – 13
€ 392 per night
Guest favorite
Cottage in Becket
4.95 out of 5 average rating, 127 reviewsCozy lakeside cottage
Oct 23 – 30
€ 278 per night
Guest favorite
Apartment in Leeds
4.99 out of 5 average rating, 114 reviewsPrivate Studio for a Sweet Getaway!
Mar 2 – 9
€ 157 per night
Guest favorite
Apartment in Shelburne Falls
4.98 out of 5 average rating, 488 reviewsIn town, newly renovated studio with private deck
Apr 12 – 19
€ 111 per night
Guest favorite
Guesthouse in Granby
4.99 out of 5 average rating, 706 reviewsWindy Top Cottage ~ A Romantic "European" Getaway
Jan 14 – 21
€ 182 per night
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