
Vacation rentals in Bennington County
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Top-rated vacation rentals in Bennington County
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Other great vacation rentals in Bennington County
Superhost

Home in Manchester
4.85 out of 5 average rating, 231 reviewsKeys to Vermont
DawnRating, 5 stars1 week ago
Mary is awesome! I made a mistake regarding the check in time. She very quickly responded to my text and helped me to resolve my issue. She checked in frequently before, during and after our stay readily available to answer questions etc. The house is awesome. It has so many things needed for a trip. It also has an outside table and grill. The close proximity to town was very nice too. I would highly recommend this home and hopefully this home is available for our next trip to Vermont!
Top guest favorite

Home in Peru
5 out of 5 average rating, 11 reviewsHighland Haus: stunning ski getaway with hot tub
AbigailRating, 5 stars1 week ago
The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.
Guest favorite

Home in Hoosick Falls
4.88 out of 5 average rating, 16 reviewsEnjoy Fall & Experience Beautiful Changing Colors
ChrisRating, 5 stars3 weeks ago
We stayed here for a local bike race. We had a great sleep and enjoyed a relaxing morning. Host was responsive.
Superhost

Home in Manchester
4.86 out of 5 average rating, 35 reviewsYour VT Dream House: Fireplace, Pool, Dogs
AtulRating, 5 stars9 months ago
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.
Guest favorite

Home in Dover
4.91 out of 5 average rating, 11 reviewsAmazing Family getaway!
KerriRating, 5 stars2 months ago
This house was a great spot to stay in between days of skiing. Everything was clean and comfortable.
Top guest favorite

Apartment in Wilmington
4.91 out of 5 average rating, 134 reviewsGlobetrotter Retreat too - Minutes to the Mountain
XianlongRating, 5 stars2 months ago
Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.
Guest favorite

Home in Wilmington
4.86 out of 5 average rating, 108 reviewsMtSnow * HotTub * Pool * Air Hockey * PingPong * Darts
MarkRating, 5 stars3 weeks ago
What an amazing experience! Our kids loved every second of it. Our hosts were amazing, responsive, and inviting. The home was beautiful and the scenery was spectacular. I highly recommend staying here. It was a great life experience! Thank you!
Guest favorite

Villa in Pownal
4.94 out of 5 average rating, 72 reviewsVermont Vacation Villa—Grapevine Getaway
ChristopherRating, 5 stars2 weeks ago
Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
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- Albany Center Gallery
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Berkshire East Mountain Resort
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Dorset Field Club
- Lake George Expedition Park
- Pineridge Cross Country Ski Area
- Canterbury Farm
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Clarksburg State Park
- Hooper Golf Course
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