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
Get the amount of space that is right for you
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester
Guest favorite
Apartment in Northampton
4.92 out of 5 average rating, 537 reviewsSunny Peaceful Home
Jun 17 – 24
G$22,468 GYD per night
Guest favorite
Guesthouse in Granby
4.99 out of 5 average rating, 704 reviewsWindy Top Cottage ~ A Romantic "European" Getaway
Dec 17 – 24
G$33,812 GYD per night
Guest favorite
Apartment in Williamsburg
4.87 out of 5 average rating, 181 reviewsStudio apartment on route 9, "Inn the Valley"
May 2 – 9
G$27,084 GYD per night
Guest favorite
Apartment in Northampton
4.98 out of 5 average rating, 646 reviewsTree Top Suite, cozy downtown apartment
Dec 15 – 22
G$22,289 GYD per night
Guest favorite
Guesthouse in Amherst
4.95 out of 5 average rating, 480 reviewsCozy get-away!
Dec 1 – 8
G$21,418 GYD per night
Guest favorite
Guest suite in Williamsburg
4.98 out of 5 average rating, 230 reviewsHappy Maples!
Mar 17 – 24
G$26,593 GYD per night
Guest favorite
Apartment in Copake Falls
4.93 out of 5 average rating, 255 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Oct 14 – 21
G$20,719 GYD per night
Guest favorite
Home in Monterey
4.92 out of 5 average rating, 306 reviewsCharming cottage w/ gorgeous views.
Dec 11 – 18
G$35,029 GYD per night
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