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
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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 18 – 25
ﺩ.ﺇ530 per night
Guest favorite
Guest suite in Fitzwilliam
4.98 out of 5 average rating, 123 reviewsThe Great Room in Historic Fitzwilliam
Jan 30 – Feb 6
ﺩ.ﺇ341 per night
Guest favorite
Barn in Marlboro
4.95 out of 5 average rating, 263 reviewsThe Studio With a View. Bring your dog, too!
Jan 7 – 14
ﺩ.ﺇ515 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
ﺩ.ﺇ484 per night
Guest favorite
Cabin in Guilford
4.96 out of 5 average rating, 479 reviewsSerenity Now - Couples Retreat or Writer's Dream
Apr 21 – 28
ﺩ.ﺇ668 per night
Guest favorite
Cottage in Newfane
4.99 out of 5 average rating, 175 reviewsCozy Vermont Antique Sugar House with Fireplace
Aug 31 – Sep 7
ﺩ.ﺇ570 per night
Guest favorite
Apartment in Keene
4.96 out of 5 average rating, 134 reviews"Up Top" Downtown Rooftop Apartment
Apr 4 – 11
ﺩ.ﺇ543 per night
Guest favorite
Guesthouse in Chesterfield
4.98 out of 5 average rating, 44 reviewsHouse on a hill
Jun 1 – 8
ﺩ.ﺇ379 per night
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