Login
List your B&B
B&B Cheshire
98 Bed and Breakfasts in and around Cheshire,
Massachusetts
,
United States
Filter
Sort
Our top selection
Price: Low → High
Price: High → Low
Best rated
Map
Room type
Guest room
Holiday home
Apartment
Review score
General amenities
Free Wifi
Garden
Pets allowed
Free parking
More
Room Amenities
Private bathroom
Private entrance
Air conditioning
Bath
Private terrace
Private kitchen
More
Accessibility
Wheelchair accessible
Entire unit located on ground floor
Adults only
Accommodations just outside your destination
Near Cheshire
Berkshire Vacation Rentals: Private Cabin On Over 12 Acres Of Woods
Becket
9
(32.3 km from Cheshire)
Tranquil 3 BR Stockbridge House with Private Deck!
Stockbridge
9.5
(33.2 km from Cheshire)
Sadawga Springs Retreat
Whitingham
8.8
(34 km from Cheshire)
Too Good AKA 2 Goodrich St
Stockbridge
10
(34.2 km from Cheshire)
Pet-Friendly Cabin with Fire Pit, BBQ and Great Deck!
Williamsburg
9
(34.3 km from Cheshire)
Stockbridge Country Inn
Stockbridge
9.5
(34.5 km from Cheshire)
Haddock Hill House
Old Chatham
8.2
(34.7 km from Cheshire)
Vintage Caboose Rental in Historic Small Town near Springfield, Massachusetts
Chester
8.7
(34.9 km from Cheshire)
Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires
Stockbridge
10
(34.9 km from Cheshire)
South Shire
Bennington
8.6
(35.1 km from Cheshire)
Blooming Inn Shelburne Falls
Shelburne Falls
8.7
(35.2 km from Cheshire)
Berkshires Cabin 2 Mi to Appalachian Trail!
Otis
9
(35.4 km from Cheshire)
Becket Home with 3-Season Porch Walk to Lake Access
Becket
8
(35.7 km from Cheshire)
Bennington Gem with Smart TV Near Historic District!
Bennington
9
(35.7 km from Cheshire)
Cozy lake house
Nassau
9.7
(35.8 km from Cheshire)
Cozy lake house
Nassau
9.5
(35.8 km from Cheshire)
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Whitingham
9
(35.9 km from Cheshire)
Four Chimneys Inn
Bennington
9
(36 km from Cheshire)
Knotty Pine Motel
Bennington
8.5
(37.5 km from Cheshire)
Chatham Travel Lodge
Old Chatham
7.6
(37.6 km from Cheshire)
Vermont Lake Whitingham Mount Snow Area Apartment
Jacksonville
9.8
(38.1 km from Cheshire)
Log Cabin Escape
Jacksonville
7.1
(38.5 km from Cheshire)
Johns Farmhouse in Mount Snow on 120 Acres!
Whitingham
9.5
(38.8 km from Cheshire)
Spencertown Inn
Spencertown
9.4
(38.9 km from Cheshire)
Load next page
1
2
3
4
5
