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 8 – 15
ﺩ.ﺇ548 per night
Guest favorite
Guest suite in Williamsburg
4.98 out of 5 average rating, 230 reviewsHappy Maples!
Jan 25 – Feb 1
ﺩ.ﺇ476 per night
Guest favorite
Apartment in Leeds
4.99 out of 5 average rating, 114 reviewsPrivate Studio for a Sweet Getaway!
Aug 31 – Sep 7
ﺩ.ﺇ493 per night
Guest favorite
Chalet in Otis
4.94 out of 5 average rating, 349 reviewsMid-Century Glass Octagon in the Berkshires
Dec 9 – 16
ﺩ.ﺇ1,407 per night
Guest favorite
Cottage in Petersham
4.99 out of 5 average rating, 149 reviewsCider House Cottage
Jun 10 – 17
ﺩ.ﺇ540 per night
Guest favorite
Guesthouse in Granby
4.99 out of 5 average rating, 706 reviewsWindy Top Cottage ~ A Romantic "European" Getaway
Apr 7 – 14
ﺩ.ﺇ607 per night
Guest favorite
Cottage in Becket
4.95 out of 5 average rating, 127 reviewsCozy lakeside cottage
Dec 28 – Jan 4
ﺩ.ﺇ1,384 per night
Guest favorite
Cabin in Becket
5.0 out of 5 average rating, 254 reviewsWaldtreff - quiet grand cabin
Dec 23 – 30
ﺩ.ﺇ956 per night
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