Vacation rentals in Bennington County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Bennington County
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bennington County vacation rentals
Other great vacation rentals in Bennington County
Guest favorite
Rental unit in Arlington
Brian Peace of Heaven
Guest favorite
Chalet in Dover
A charming VT chalet
Guest favorite
Home in Shaftsbury
Cheerful 1 bedroom cottage
Guest favorite
Rental unit in Wilmington
Walk To Wilmington Village
Guest favorite
Cabin in Shaftsbury
The Hygge Loft- mid-mod cabin on 70 forested acres
Guest favorite
Tiny home in Jamaica
Forest Cabin-Swim-Views-Fire Pit-7 min to Stratton
Guest favorite
Home in Bennington
Southern Vermont Home
Guest favorite
Condo in Stratton
Updated Ski in/Ski out Stratton Condo!
Destinations to explore
- Rentals with a hot tub Bennington County
- Rentals with an accessible height toilet Bennington County
- Rentals with a fire pit Bennington County
- Apartment rentals Bennington County
- Pet-friendly rentals Bennington County
- Bed and breakfasts Bennington County
- Monthly Rentals Bennington County
- Rentals with a sauna Bennington County
- Rentals with lake access Bennington County
- Rentals with a kayak Bennington County
- Kid-friendly rentals Bennington County
- House rentals Bennington County
- Fitness-friendly rentals Bennington County
- Townhouse rentals Bennington County
- Rentals with a fireplace Bennington County
- Rentals with outdoor seating Bennington County
- Rentals with beach access Bennington County
- Cabin rentals Bennington County
- Rentals with breakfast Bennington County
- Private suite rentals Bennington County
- Hotel rentals Bennington County
- Farmstay rentals Bennington County
- Rentals with an EV charger Bennington County
- Rentals with a washer and dryer Bennington County
- Waterfront rentals Bennington County
- Condo rentals Bennington County
- Rentals with a patio Bennington County
- Chalet rentals Bennington County
- Ski-in/ski-out rentals Bennington County
- Rentals with pools Bennington County
- Family-friendly rentals Bennington County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes