Vacation rentals in Cheshire County
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Top-rated vacation rentals in Cheshire County
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
Guest suite in Fitzwilliam
4.96 out of 5 average rating, 283 reviewsThe Carriage House in Historic Fitzwilliam
Welcome to the Carriage House! Former site of the popular Hannah Davis House Bed and Breakfast, this gorgeous space is ready for your visit! Beautiful wood beams throughout, a cozy loft bedroom, and a completely separate entrance for privacy. Short rides to Rhododendron State Park, Mount Monadnock, Gap Mountain, the Cheshire Rail Trail, Laurel Lake, and many more outdoor activities year round. Walking distance to the town common in a town where little has changed and history is preserved.
Mar 18 – 25
Vacation rentals for every style
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Popular amenities for Cheshire County vacation rentals
Other great vacation rentals in Cheshire County
Cabin in Stoddard
4.98 out of 5 average rating, 157 reviewsCozy Comfort on 250 Acre Private Estate
Apr 10 – 17
Guesthouse in Fitzwilliam
4.86 out of 5 average rating, 331 reviewsTranquil Guest House with Sauna
Dec 31 – Jan 7
Cottage in Town of Rockingham
4.94 out of 5 average rating, 217 reviewsPeaceful Mountain Cottage
Home in Putney
4.84 out of 5 average rating, 118 reviewsSpacious Loft with View
May 17 – 24
Cottage in Keene
4.97 out of 5 average rating, 34 reviewsHeron Cove Cottage: A Sweetwater Stay
Feb 23 – Mar 2
Apartment in Nelson
4.88 out of 5 average rating, 81 reviewsSwiss Chalet Family Retreat!
Oct 16 – 23
Guest suite in Westminster
4.95 out of 5 average rating, 38 reviewsCOZY FARMHOUSE SUITE
Dec 23 – 30
Apartment in Keene
4.89 out of 5 average rating, 66 reviewsApartment in Keene
Apr 26 – May 3
Apartment in Keene
5.0 out of 5 average rating, 28 reviewsCozy Downtown Keene Private Apartment
Jun 6 – 13
Farm stay in Stoddard
5.0 out of 5 average rating, 77 reviewsUpton Farm and Forest
May 8 – 15
Bungalow in Putney
4.96 out of 5 average rating, 27 reviewsCozy paradise in Westminster West
Aug 23 – 30
Apartment in Jaffrey
4.93 out of 5 average rating, 60 reviewsApartment in Historic Home
Oct 20 – 27
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