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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.

Superhost
Apartment in Dublin
Private 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.
$110 per night
Superhost
Apartment in Keene
Lynda's Suite: At Handerson House
Welcome to The Phineas Handerson House, originally built in 1827 by the “the happiest man in town” Able Wilder. Modern eclectic one-bedroom apartment, just one block from Central Square in Downtown Keene. Featuring newly remodeled kitchen, fitted with electric range and microwave. Other tenants occupy part of the building, but guests have a private entrance and off-street parking behind the building. Comfortable for two guests but can sleep up to four. Pet friendly!
$66 per night
Superhost
Apartment in Town of Rockingham
Stunning Studio in historic Downtown Bellows Falls
Beautifully curated and spacious studio located in historic downtown Bellows Falls, VT. Come to escape the hustle and bustle of a big city without giving up metropolitan amenities. With a great location, you can walk to the train station, local bars and restaurants, shops, movie theater, etc. From the studio, you are a short distance drive to many outdoor activities that Vermont has to offer such as hiking, kayaking, mountain biking, etc.
$89 per night

Other great vacation rentals in Cheshire County

Superhost
Guest suite in Fitzwilliam
The Great Room in Historic Fitzwilliam
$95 per night
Superhost
Cabin in Harrisville
Trailside Cottage in charming Harrisville, NH
$147 per night
Superhost
Condo in Brattleboro
Private & Quiet Studio Apt. in Vermont
$79 per night
Superhost
Apartment in Keene
Sunny New England Apartment
$175 per night
Superhost
Cottage in Town of Rockingham
Peaceful Mountain Cottage
$107 per night
Superhost
Apartment in Putney
Hip & Cozy Storefront
$128 per night
Superhost
Apartment in Bellows Falls
Village Flat with Antique Billiards
$126 per night
Superhost
Cabin in Stoddard
Cozy Comfort on 250 Acre Private Estate
$221 per night
Superhost
Apartment in Keene
Apartment in Keene
$93 per night
Superhost
Apartment in Keene
Cozy Keene Rental. 1Bdr Duplex
$99 per night
Superhost
Vacation home in Town of Rockingham
Cozy studio at Leslie's Tavern in Rockingham
$133 per night
Superhost
Cottage in Keene
Heron Cove Cottage: A Sweetwater Stay
$68 per night

Destinations to explore