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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.

Hotel room in Keene
Historic Burrell House Inn, Keene NH, "sage room"
The Burrell House Inn has been lovingly restored, combining historic charm with the modern amenities. We're an easy walk to downtown Keene, the heart of the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The charming Sage Room offers a full size bed with organic linens, temp control, premium cable, wi-fi, private parking, and a private full bath. Fresh cotton towels, soaps, and shampoos are provided. There is a counter, mini fridge, micro, and coffeemaker.
$121 per night
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Rental unit in Keene
Rustic Modern One Bedroom: Handerson House
Welcome to The Phineas Handerson House, originally built in 1827 by the “the happiest man in town” Able Wilder. Modern rustic one-bedroom apartment, just one block from Central Square in Downtown Keene. Featuring a newly remodeled kitchen, fitted with electric range and microwave. Other guests 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 three. Pet friendly!
$80 per night
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Rental unit 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!
$90 per night
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Other great vacation rentals in Cheshire County

Rental unit in Putney
Southern Vermont Getaway
$54 per night
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Private room in Gilsum
Solar Living Emerson Brook Forest 2
$49 per night
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Tiny home in Winchester
The Overlook: A Sweetwater Stay
$97 per night
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Guesthouse in Putney
Cozy cottage loft and retreat
$100 per night
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Rental unit in Keene
"Up Top" Downtown Rooftop Apartment
$145 per night
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Private room in Peterborough
Lovely private space with a view
$79 per night
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Guest suite in Fitzwilliam
The Great Room in Historic Fitzwilliam
$82 per night
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Rental unit in Keene
Lovely apartment with kitchenette
$95 per night
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Home in Keene
"Sweet Home" West Keene 1300sf-3bdr-4 beds-2 bath
$131 per night
Private room in Keene
Charming private suite on quiet street near park
$85 per night
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Guest suite in Putney
Southern Vermont getaway
$62 per night
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Rental unit in Dublin
Private Dublin apartment nestled in the woods
$95 per night