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.
Apartment in Putney
4.89 out of 5 average rating, 107 reviewsHip & Cozy Storefront
Ground-level historic storefront turned into a private, hip place to sleep. Nestled in the village of Putney, VT it is just a walk to restaurants, General Store, nature trails and Next Stage Theater-short drive to Putney School, Landmark College & The Greenwood School- huge bathtub, movie screen, kitchenette with fridge, handicap accessible. Can sleep 3 or more upon request. The ski resorts of Okemo, Mt. Snow, Magic Mountain, and Stratton are not far~ making Putney a perfect ski get-a-way spot.
Nov 9 – 16
Apartment in Dublin
4.96 out of 5 average rating, 177 reviewsPrivate Dublin apartment nestled in the woods
Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.
Sep 6 – 13
Home in Putney
4.94 out of 5 average rating, 332 reviewsVermont Botanical Studio Apartment
This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.
Nov 1 – 8
Vacation rentals for every style
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Popular amenities for Chesterfield vacation rentals
Other great vacation rentals in Chesterfield
Cottage in Putney
4.81 out of 5 average rating, 226 reviewsThe Cottage, a house built for guests.
Mar 16 – 21
Guest suite in Fitzwilliam
4.96 out of 5 average rating, 283 reviewsThe Carriage House in Historic Fitzwilliam
Mar 18 – 25
Barn in Chester
4.99 out of 5 average rating, 487 reviewsInviting studio apartment above barn in Vermont
Apr 22 – 29
Cottage in Bernardston
4.88 out of 5 average rating, 282 reviewsCozy, Quiet Cottage on Country rd 2 mil from I-91
Sep 27 – Oct 4
Barn in Marlboro
4.95 out of 5 average rating, 260 reviewsThe Studio With a View. Bring your dog, too!
Nov 21 – 28
Apartment in Marlboro
4.94 out of 5 average rating, 220 reviewsShakespeare’s Folly Side Farm and AirBnB.
Sep 5 – 12
Tiny home in Brattleboro
4.95 out of 5 average rating, 173 reviews"Mountain View" Hike In Cabin Retreat
May 9 – 16
Guesthouse in Chesterfield
4.98 out of 5 average rating, 41 reviewsHouse on a hill
Jul 12 – 19
Home in Chesterfield
4.95 out of 5 average rating, 40 reviewsThe River House
May 29 – Jun 5
Home in Chesterfield
4.92 out of 5 average rating, 84 reviewsGoverner's Brook Camp - 2 Bedroom
Apr 30 – May 7
Cottage in Chesterfield
5.0 out of 5 average rating, 15 reviewsCheerful 1 bedroom cottage with lake access
Jul 22 – 29
Guesthouse in Winchester
4.89 out of 5 average rating, 57 reviewsThe Higgle House: A Sweetwater Farm Stay
Apr 12 – 19
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