Vacation rentals in Cheshire County
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Top-rated vacation rentals in Cheshire County
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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.
Aug 31 – Sep 7
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.
Dec 22 – 29
Cabin in Marlow
4.98 out of 5 average rating, 104 reviewsThe Birches Cabin, at home in the woods!
The Birches is situated on 10 secluded acres, where guests will enjoy the privacy and scenery the cabin offers. Built in 2020 and designed to accommodate guests. During your stay take a walk on the property, read a book, enjoy a glass a wine, cook a fine meal, and stare at the stars. Centrally between Keene and the Sunapee region, guests have many options on how to enjoy their days such as Skiing, Hiking, Paddling, and Snow tubing. This is a vacation spot, that can be enjoyed all year.
Aug 23 – 30
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cheshire County vacation rentals
Other great vacation rentals in Cheshire County
Apartment in Putney
4.89 out of 5 average rating, 107 reviewsHip & Cozy Storefront
Nov 23 – 30
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 29 – Jan 5
Condo in Brattleboro
4.92 out of 5 average rating, 281 reviewsPrivate & Quiet Studio Apt. in Vermont
Jun 24 – Jul 1
Cottage in Town of Rockingham
4.94 out of 5 average rating, 216 reviewsPeaceful Mountain Cottage
Cottage in Keene
4.97 out of 5 average rating, 34 reviewsHeron Cove Cottage: A Sweetwater Stay
Nov 18 – 25
Guest suite in Westminster
4.95 out of 5 average rating, 38 reviewsCOZY FARMHOUSE SUITE
Dec 22 – 29
Apartment in Keene
5.0 out of 5 average rating, 28 reviewsCozy Downtown Keene Private Apartment
Jun 6 – 13
Apartment in Keene
4.89 out of 5 average rating, 66 reviewsApartment in Keene
May 30 – Jun 6
Cabin in Putney
4.89 out of 5 average rating, 74 reviewsCabin getaway in Southern Vermont
Mar 18 – 25
Bungalow in Putney
4.96 out of 5 average rating, 27 reviewsCozy paradise in Westminster West
Aug 22 – 29
Apartment in Nelson
4.88 out of 5 average rating, 81 reviewsSwiss Chalet Family Retreat!
Oct 16 – 23
Destinations to explore
- Rentals with a fire pit Cheshire County
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- Rentals with a hot tub Cheshire County
- Beachfront rentals Cheshire County
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