Cheshire

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31 accommodations in Cheshire and its surroundings.
 
 
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Harbour House Inn B & B

Cheshire
 6 bedrooms (total 14 people)
2 km
from center
10/10
Perfect
Bright Boho Apt in 18th c Berkshire Farmhouse

Lanesborough
 Apartment, 23 m² 4 people, 1 bedroom, 1 bathroom
6.2 km
from Cheshire
9.5/10
Outstanding
The Revival House

Adams
7.2 km
from Cheshire
7.6/10
Good
The Springs Motel

New Ashford
7.6 km
from Cheshire
9/10
Outstanding
Lakeside Berkshires House close to Hiking and Skiing!

Lanesborough
 Holiday home, 216 m² 7 people, 3 bedrooms, 2 bathrooms
9.2 km
from Cheshire
 
Pittsfield House with Deck - 12 Mi to Jiminy Peak!

Pittsfield
 Holiday home, 186 m² 10 people, 3 bedrooms, 3 bathrooms
10 km
from Cheshire
 
Lake Views and Dock Access - Pittsfield Cottage!

Pittsfield
 Holiday home, 186 m² 6 people, 4 bedrooms, 2 bathrooms
10.1 km
from Cheshire
 
3 bedrooms 3BA 8 people Ski On Off Jiminy Mountain Resort

Hancock
 Holiday home, 186 m² 10 people, 3 bedrooms, 3 bathrooms
10.1 km
from Cheshire
8.5/10
Very good
Family-Friendly Hancock House Walk to Slopes!

Hancock
 Holiday home, 196 m² 15 people, 4 bedrooms, 3 bathrooms
10.1 km
from Cheshire
 
Vacation Village in the Berkshires

Hancock
10.4 km
from Cheshire
8.6/10
Very good
Mountain View Suite 4 people Ski OnOff Jiminy Peak

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
7.6/10
Good
Gorgeous 1st FL Mtn View Jiminy Suite 4 people Ski On Off

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
8.9/10
Very good
Mountain View Suite on Jiminy Peak Ski On Off -New

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
9.4/10
Outstanding
Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
 
Cozy Mountain Cabin in Berkshire Resort

Hancock
 Holiday home, 850 m² 5 people, 2 bedrooms, 2 bathrooms
10.4 km
from Cheshire
10/10
Perfect
Disney Wonderland Suite at Jiminy-Ski On Off Mtn - Must See Stitch and Mickey Magic

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
 
Game Night Suite at Jiminy Peak Ski OnOff 4 people

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
9.2/10
Outstanding
Mountain View Suite at Jiminy Peak - Ski On Off - close to Elevator swimming-pool and Lobby

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
 
Unique Yeti-Theme Ski On Off Suite Jiminy-4 people

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
9.2/10
Outstanding
Ski On Off 1 bedroom Suite 1st Flr 4 people Jiminy Peak

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
9/10
Outstanding
Deluxe Ski On Off 1 bedroom Suite 4 people on Jiminy Mtn

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
9.6/10
Outstanding
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
7.7/10
Good
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.4 km
from Cheshire
10/10
Perfect
Disney Magic at Jiminy Mountain

Hancock
10.5 km
from Cheshire
7.4/10
Good
Gorgeous New Zen Suite 4 people -Ski On Off Jiminy

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.5 km
from Cheshire
7.9/10
Good
WOW-New Ski OnOff Suite By swimming-pool 4 people Jiminy Pk

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.5 km
from Cheshire
7.3/10
Good
Jurassic Dino Suite Jiminy-Must See 4 people

Hancock
 Apartment, 46 m² 4 people, 1 bedroom, 1 bathroom
10.5 km
from Cheshire
7.6/10
Good
Club Wyndham Bentley Brook

Hancock
10.6 km
from Cheshire
9/10
Outstanding
Jiminy Peak Mountain Resort

Hancock
10.7 km
from Cheshire
8.7/10
Very good
Gorgeous Ski On/Off 2 BR 8 people Jiminy-Must See Luxury

Hancock
10.7 km
from Cheshire
8.9/10
Very good
Berkshire Valley Inn

Williamstown
11.4 km
from Cheshire
9.2/10
Outstanding
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