
Bed and breakfast vacation rentals in Windham County
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Top-rated bed and breakfast rentals in Windham County
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windham County bed and breakfast rentals
Family-friendly bed and breakfast rentals

Eva's Room/Ensuite bath with One Double Bed

Baked Apples At Shearer Hill Farm B&B Room 2

Family Room at The Upper Pass Lodge
Bed and breakfast rentals with breakfast

Betty's Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Apple Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

Deluxe King, kitchenette,fireplace- Cider House 1

Bromley View Inn Suite #15

Chimney Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!
Bed and breakfast rentals with a patio

Farm at Williams River House - Gloucester Suite

Farm at Williams River House - Essex Suite

Purple Chef's cozy lair

Yogi & artist retreat center

Queen bed + private bath, breakfast included

Beautiful B&B room by a river and covered bridge.

Welcoming B&B room with balcony and whirlpool bath
Destinations to explore
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- Stratton Mountain
- Okemo Mountain Resort
- Stratton Mountain Resort
- Jiminy Peak Mountain Resort
- Pico Mountain Ski Resort
- Saratoga Race Course
- Monadnock State Park
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Berkshire East Mountain Resort
- Mount Greylock Ski Club
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Hancock Shaker Village
- Pineridge Cross Country Ski Area
- Dorset Field Club
- Ekwanok Country Club
- Clarksburg State Park
- Hooper Golf Course
- Fox Run Golf Club
- Baker Hill Golf Club
- Bousquet Mountain Ski Area
- National Museum of Racing and Hall of Fame
- Peebles Island State Park
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- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes