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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.

2 Bedroom Guest Suite - Walk to Downtown Keene!
SUPERHOST
Entire guest suite · 4 guests · 2 beds · 1 bath
2 Bedroom Guest Suite - Walk to Downtown Keene!✓ Two Blocks from Downtown Keene ✓ Self Check-in with Keyless Entry ✓ Walk to Restaurants, Cafes and Shops ✓ Two Bedrooms, One Bathroom ✓ Wifi and Smart TVs with Local Channels. ✓ Complimentary Filtered Water, Tea and Coffee. To accommodate guests looking to social distance, the house has been separated into two living areas. Guests enter the front door to their private guest suite on the 2nd floor. We enter the back door and our living space is on the first floor.
Cozy and Bright Guest Suite in Lovely NH Village
Entire guest suite · 4 guests · 3 beds · 1 bath
Cozy and Bright Guest Suite in Lovely NH VillageWelcome to your own cozy guest suite in the middle of a classic New England village. Walk to restaurants and shops, explore the area, or relax on your private porch. This fully equipped home has everything you will need for a relaxing getaway.
Highland Haus- Cozy A-Frame Cabin with Wood Stoves
SUPERHOST
Entire chalet · 4 guests · 2 beds · 1 bath
Highland Haus- Cozy A-Frame Cabin with Wood StovesLooking for the perfect cabin get-a-way? The Highland Haus is your answer! Cozy 1975 A-frame chalet cabin sleeps 4 with a comfortable living space, two wood stoves, and a full kitchen. Located in the rural quiet lake community of Stoddard. Enjoy the peace and quiet that this area has to offer. Many local hiking options are available. It is less than a 2-hour drive from Boston to the Highland Haus!

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Other great vacation rentals in Cheshire County

  1. Entire guesthouse
  2. Stoddard
Amazing NEW treehouse in SW New Hampshire.
$200 per night
SUPERHOST
  1. Entire guest suite
  2. Fitzwilliam
The Great Room in Historic Fitzwilliam
$79 per night
SUPERHOST
  1. Entire guest suite
  2. Fitzwilliam
The Carriage House in Historic Fitzwilliam
$89 per night
  1. Entire residential home
  2. Dublin
Cobb Meadow House -5 Bedroom cozy New England home
$243 per night
SUPERHOST
  1. Entire rental unit
  2. Keene
The Faulkner Suite: At Handerson House
$86 per night
SUPERHOST
  1. Entire residential home
  2. Putney
Putney Retreat with a View
$220 per night
SUPERHOST
  1. Entire cabin
  2. Putney
Vermont Retreat Cottage, a restorative escape
$245 per night
SUPERHOST
  1. Entire rental unit
  2. Town of Rockingham
Stunning Studio in historic Downtown Bellows Falls
$70 per night
SUPERHOST
  1. Entire rental unit
  2. Winchester
Suite 2 - Stay at a craft brewery - Winchester NH
$150 per night
SUPERHOST
  1. Entire cabin
  2. Stoddard
Cozy Comfort on 250 Acre Private Estate
$235 per night
SUPERHOST
  1. Entire rental unit
  2. Keene
The Carriage House Loft: At Handerson House
$152 per night
SUPERHOST
  1. Entire vacation home
  2. Stoddard
Waterfront house with Fire Pit, Sauna,lake access!
$300 per night