Vacation rentals in Chesterfield
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Top-rated vacation rentals in Chesterfield
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 Chesterfield vacation rentals
Other great vacation rentals in Chesterfield
Guest favorite
Apartment in Marlboro
4.94 out of 5 average rating, 223 reviewsShakespeare’s Folly Side Farm and AirBnB.
Mar 2 – 9
G$30,138 GYD per night
Guest favorite
Barn in Chester
4.99 out of 5 average rating, 493 reviewsInviting studio apartment above barn in Vermont
Aug 25 – Sep 1
G$21,436 GYD per night
Guest favorite
Barn in Marlboro
4.95 out of 5 average rating, 263 reviewsThe Studio With a View. Bring your dog, too!
Aug 26 – Sep 2
G$29,268 GYD per night
Guest favorite
Cottage in Newfane
4.99 out of 5 average rating, 176 reviewsCozy Vermont Antique Sugar House with Fireplace
Aug 16 – 23
G$32,356 GYD per night
Guest favorite
Guesthouse in Brattleboro
4.99 out of 5 average rating, 199 reviewsLight Filled Loft in the Vermont Countryside
Jul 17 – 24
G$27,401 GYD per night
Guest favorite
Cabin in Putney
4.98 out of 5 average rating, 355 reviewsVermont Retreat Cottage| Paradise in Nature
Dec 12 – 19
G$43,281 GYD per night
Guest favorite
Guesthouse in Chesterfield
4.98 out of 5 average rating, 44 reviewsHouse on a hill
Sep 17 – 24
G$23,134 GYD per night
Superhost
Home in Chesterfield
4.92 out of 5 average rating, 86 reviewsGoverner's Brook Camp - 2 Bedroom
May 18 – 25
G$26,424 GYD per night
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