
Bed and breakfast vacation rentals in Windsor County
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Top-rated bed and breakfast rentals in Windsor County
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor County bed and breakfast rentals
Family-friendly bed and breakfast rentals

Balm of Gilead B&B - Green Room

The Partridge House Room 202

Efficiency Apartment with Queen and Twin over Queen Bunk - The Trailside Inn

Balm of Gilead B & B Blue Suite

The Partridge House Room 203

Balm of Gilead B & B Pink Suite

Twin Room with Private Bath - The Trailside Inn

Cornelia's Room - Golden Stage Inn
Bed and breakfast rentals with breakfast

Queen & Twin Room with Private Bath- Trailside Inn

Queen with 2 Twin Beds - The Trailside Inn

Standard Queen (Mountain Sports Inn)

Premium Queen (Mountain Sports Inn)

(2) Twin Bunk Bed Private Room - The Trailside Inn

Standard 3 Twin Beds (Mountain Sports Inn)

Standard 2 Double Beds(Mountain Sports Inn)

Romantic Farmhouse Room in BnB with Country Views
Bed and breakfast rentals with a patio

Farm at Williams River House - Gloucester Suite

Bedroom in The Bunkhouse

Farm at Williams River House - Essex Suite

Farm at Williams River House - Hawthorne Suite-ADA
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- Stratton Mountain
- Okemo Mountain Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Monadnock State Park
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Tenney Mountain Resort
- Northeast Slopes Ski Tow
- Dartmouth Skiway
- Dorset Field Club
- Ekwanok Country Club
- Hooper Golf Course
- Autumn Mountain Winery
- Fox Run Golf Club
- Baker Hill Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Brattleboro Ski Hill
- Bretwood Golf Course
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