
Bed and breakfast holiday rentals in Bennington County
Find and book unique bed & breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Bennington County
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for bed & breakfast rentals in Bennington County
Family-friendly bed & breakfast rentals

Luxury King with balcony in Historic Inn, rm 10

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

Renovated new rental. Clean & comfy family home.

E & E’s B & B King Bed Rm + Pool and Hot Tub

BREAKTIME

Deluxe King, kitchenette,fireplace- Cider House 1

Classic King+bunkbed in Historic Inn, rm 7

Green River Stately Home
Bed and breakfast rentals with breakfast

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

Bromley View Inn Suite #12

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

Molly Stark Suite @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

The Ira Allen House - The Ethan Allen Suite

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

The Ira Allen House Abigail's Suite

Windham Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!
Other bed and breakfast holiday rentals

Luxury King with balcony in Historic Inn, rm 10

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

Renovated new rental. Clean & comfy family home.

E & E’s B & B King Bed Rm + Pool and Hot Tub

BREAKTIME

Deluxe King, kitchenette,fireplace- Cider House 1

Classic King+bunkbed in Historic Inn, rm 7

Green River Stately Home
Destinations to explore
- Fitness-friendly rentals Bennington County
- Farm stay rentals Bennington County
- Rentals with a sauna Bennington County
- Rentals with an EV charger Bennington County
- Rentals with a washing machine and dryer Bennington County
- Ski-in/ski-out rentals Bennington County
- Rentals with an accessible-height toilet Bennington County
- Rentals with a kayak Bennington County
- Hotel rentals Bennington County
- Rentals with a firepit Bennington County
- Townhouse rentals Bennington County
- Rentals with breakfast Bennington County
- Private suite rentals Bennington County
- Rentals with a hot tub Bennington County
- Rentals with a patio Bennington County
- Chalet rentals Bennington County
- Cabin rentals Bennington County
- Family-friendly rentals Bennington County
- Apartment rentals Bennington County
- Rentals with outdoor seating Bennington County
- Rentals with lake access Bennington County
- Waterfront rentals Bennington County
- Rentals with pools Bennington County
- Rentals with a fireplace Bennington County
- Flat rentals Bennington County
- Pet-friendly rentals Bennington County
- House rentals Bennington County
- Bed and breakfasts Vermont
- Bed and breakfasts United States
- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Mount Sugarloaf State Reservation
- Stratton Mountain Resort
- Albany Center Gallery
- Dorset Field Club
- Pico Mountain Ski Resort
- Bousquet Mountain Ski Area
- Mount Snow Ski Resort
- Hooper Golf Course
- Hildene, The Lincoln Family Home
- National Museum of Racing and Hall of Fame
- Lake George Expedition Park
- Hancock Shaker Village
- Northern Cross Vineyard
- Peebles Island State Park