Search Vacation Homes in Bennington

Compare 246 Vacation Homes in Bennington with updated reviews, rates, and availability.

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
10.0 out of 10, Exceptional, 185 reviews
"Wonderful stay at a beautiful serene property. Highly recommended"
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
9.6 out of 10, Exceptional, 9 reviews
"We will be back! Our stay was top notch. Everything we hoped and more. The owner was very responsive and kind, the property is breathtaking and peaceful and the location is very convenient."
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
9.8 out of 10, Exceptional, 58 reviews
"We loved our stay at the lodge. We had two couples and kids ranging in age from 2 to 12. We did lots of skiing at Bromley but loved having Manchester so close to explore. The pinball arcade was a great rainy day activity for kids! The house was amazing and bigger than we imagined, we were all extremely comfortable. The only thing to mention is the stairs and upstairs loft are a bit scary for little ones. We blocked them with a baby gate and didn’t let the two year old up there, but it was fine...
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
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Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
9.8 out of 10, Exceptional, 22 reviews
"Friendly host, ans check in process was very simple. House was big enough for 8 adults and 6 children. Location is 30-40 mins away from stratton, which we decided to go fo skiing. It felt a little further away due to traffic and busy long weekend."
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
Three Bedroom home with loft
Three Bedroom home with loft
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, 7 reviews
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
The price is $600
$1,108 total
includes taxes & fees
4 Jun - 5 Jun
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
9.8 out of 10, Exceptional, 28 reviews
"Super clean and tidy. Good location with 5 nearby ski mountains. The listing does not state that the indoor fireplace can not be used; so we were disappointed to discover that on arrival."
The price is $399
$1,101 total
includes taxes & fees
4 Jun - 5 Jun
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
House near the Emerald lake by VT Festival & Horse Show
9.6 out of 10, Exceptional, 14 reviews
"The house has TWO dishwashers and TWO fridges and THREE dining tables. It was a great house for a large group. We visited for Labor Day and went to three different rail trails to bike in the area. Being able to walk to Emerald Lake was great, it's a wonderful place to swim and paddle."
House near the Emerald lake by VT Festival & Horse Show
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
10.0 out of 10, Exceptional, 149 reviews
"My family and I loved our stay in Creekside Camp! The location was beautiful, the cabin was gorgeous and the hot tub by the creek was the cherry on top. Dan, the property owner, communicated quickly and went above and beyond if we had any issues. All and all it was the perfect relaxing getaway and we can't wait to come back again!"
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Vermont house in stunning private country setting and 360 degree panoramic views
10.0 out of 10, Exceptional, 4 reviews
"The property was located in a very picturesque location wth beautiful views all around. We enjoyed the fireplace inside as well as the firepit outside. The country home had everything we needed."
Vermont house in stunning private country setting and 360 degree panoramic views
Renovated Stratton Mountain Home with Hot Tub
10.0 out of 10, Exceptional, 12 reviews
"This house is exactly what you want in a mountain home. Multiple fire places plenty of room yet cozy feel. Plenty of bathrooms. And the location is perfect. Just an easy 5 minute drive to the mountain. David was super helpful and responsive in getting this last minute booking done for us! 10/10 would recommend"
Renovated Stratton Mountain Home with Hot Tub
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
9.0 out of 10, Wonderful, 24 reviews
"The cabin was clean and quiet and suited our needs for the weekend. The hot tub was enjoyable, although I would recommend that the owners purchase stairs to make exit and entry a bit easier."
The price is $246
$446 total
includes taxes & fees
28 Jun - 29 Jun
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
Peaceful Country Getaway: Birds of a Feather Farm
9.0 out of 10, Wonderful, 7 reviews
"Thanks for a lovely two-day stay!"
Peaceful Country Getaway: Birds of a Feather Farm
Quiet home with wood fireplace - walk downtown, close to skiing & hiking
8.0 out of 10, Very Good, 2 reviews
"I stayed here for a family wedding with my mother and her siblings. The space was perfect for the five of us, with plenty of room to hang out in the common spaces and two full bathrooms for getting ready. We spent most of our time in the living room and dining area and loved that there was enough room to eat meals together and play board games. The property was a short drive from the center of town and very easy to get to. The property was clean and it seemed like the bathrooms were recently...
Quiet home with wood fireplace - walk downtown, close to skiing & hiking
Luxury Oasis w/Serene Views! Close to Ski Slopes w/Shuttle. Gameroom. Golf. WiFi
10.0 out of 10, Exceptional, 41 reviews
"We had an amazing stay at this house. Perfect for a group of friends or large family gathering. Brad was extremely communicative and helpful with any questions we had. Don’t hesitate booking this house- it is great!"
Luxury Oasis w/Serene Views! Close to Ski Slopes w/Shuttle. Gameroom. Golf. WiFi
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
8.2 out of 10, Very Good, 12 reviews
"The area was beautiful, we really enjoyed the piece and quiet while at the house. Enjoyed coffee on the screened porch and drinks by the fire pit. The sunrise was spectacular to watch!"
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
Meme's High Mountain Lake House
10.0 out of 10, Exceptional, 3 reviews
"How was better than advertised. Really appreciated the owners leaving the essentials, including the spices and condiments. Linens, too. They really take pride in the place. Highly recommend."
Meme's High Mountain Lake House
In the Heart of East Dorset, Featuring a game house and a Hot Tub!
10.0 out of 10, Exceptional, 4 reviews
"Our whole family enjoyed the comfortable home on Mad Tom Road in East Dorset! There was plenty of room for 8 of us and worked out perfectly to get together with other family in area. Quiet, peaceful and comfy! Plan to return again. John C"
In the Heart of East Dorset, Featuring a game house and a Hot Tub!
Charming Farmhouse Retreat+Hot Tub+2.5 Acres+Green Mountain Views+Dogs Welcome
10.0 out of 10, Exceptional, 20 reviews
"Wonderful place. "
Charming Farmhouse Retreat+Hot Tub+2.5 Acres+Green Mountain Views+Dogs Welcome
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Bennington Vacation Homes information

Number of reviews
564
Accommodation
246 Vacation Homes
Lowest Price
CNY1,861
Highest Price
CNY4,345

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