Vacation Homes in Bennington County

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Top Cities in Bennington County

Compare 217 Vacation Homes in Bennington County with updated reviews, rates, and availability.

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

10.0 out of 10, Exceptional, (37)
"This was a fantastic home for our family of 8 plus a toddler. The house is spacious and yet cozy, with everything one would need. The beds were very comfortable as were the sectionals on each floor. Playing games with a warm fire and expansive views…. A really special treat to stay here. And Beth is responsive and super accommodating. "
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (14)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is SAR 1,661
SAR 3,591 total
includes taxes & fees
23 Feb - 24 Feb
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Historic 6-BR Across From Equinox Resort

9.0 out of 10, Wonderful, (8)
"Really enjoyed our stay"
Historic 6-BR Across From Equinox Resort

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

10.0 out of 10, Exceptional, (1)
"Beautiful house well stocked with spices and everything you need. The only thing they are missing is there’s no hairdryer and I called a few times to the property manager for a blanket because the master upstairs has no blanket and I never received one."
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (216)
"This was such a special trip. My fiancé, my parents, our two dogs, and I went up for the new year and had such a pleasant time. The house was clean, comfortable, and located within an hour of Stratton Mountain! Lars was fantastic with accommodation and communication. Would definitely stay here again and highly recommend it! "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village

Beechwood Bear - NEW ! Stratton Mt Resort House - < 2 Mi from Lifts-Village

7200 sf Villa & Barn on 4 Acre Manchester Estate

9.6 out of 10, Exceptional, (7)
"This rental was stunning! Such a cool property with so many different spaces for a large group to spend time. Everything was labeled for ease of access (very grateful for this!), we enjoyed many of the amenities, and communication with the host was fast! Wonderful stay with no issues!H"
7200 sf Villa & Barn on 4 Acre Manchester Estate

Cozy Manchester Getaway with Amazing Views!!!

9.8 out of 10, Exceptional, (24)
"Great house for two families. Perfect location close to Bromley and Stratton and also close to Manchester. Will definitely book again. "
Cozy Manchester Getaway with Amazing Views!!!

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

9.8 out of 10, Exceptional, (6)
"Very nice. Could use curtains or blinds in more rooms."
Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

10.0 out of 10, Exceptional, (116)
"Exactly as described. Really nice home with excellent property communications. We loved the hot tub on the deck and the amazing views. Nice kitchen that was well equipped with all appliances needed. Bring your own sharp knives :-). "
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Cozy ski home with amazing views of Stratton & Bromley Mountains.

9.6 out of 10, Exceptional, (29)
"Had an excellent stay at this cozy house in Stratton. It was conveniently located to Stratton Mountain and other nearby resorts. The check in process was a breeze and communication was great with our host. The kitchen had everything we needed to cook meals for our group. Would stay again!"
Cozy ski home with amazing views of Stratton & Bromley Mountains.

Getaway to the green mountain

10.0 out of 10, Exceptional, (50)
"Beautiful weekend- house was awesome and had everything we needed! Tucked away but so close to town. Would highly recommend!! "
Getaway to the green mountain

Manchester Center Home w/ Green Mtn Views!

9.6 out of 10, Exceptional, (32)
"Our family truly enjoyed our stay at this property. The house is so quaint and beautifully decorated and the owners thought of everything that we might need. We absolutely would love to come back again!"
Manchester Center Home w/ Green Mtn Views!

Gather Together – Stratton Mtn Luxury & Comfort with a View

10.0 out of 10, Exceptional, (2)
"Lots of Room, Clean, 5 min to the Slopes, we will stay here again!"
Gather Together – Stratton Mtn Luxury & Comfort with a View

Outdoor enthusiast's dream with designer interior & Mt. Equinox views

4.0 star property
7.8 out of 10, Good, (8)
"The living room where wee spend most of time is big and comfortable with wood fireplace ! Finally for my family is good house with no major complaints , below see good and bed from my point of view: What is good: Take me 36 min ride to Stratton Mountain Resort. Very short distance to Manchester for lunch/dinner and shopping. Big and nice parking lot. Big living room with wood fireplace. Bedrooms have extra electric heater. House is clean when we coming. 3 bathrooms save lot of time in...
Outdoor enthusiast's dream with designer interior & Mt. Equinox views

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

4.0 star property
10.0 out of 10, Exceptional, (15)
"We had a wonderful time! Alex was extremely accessible and made the whole process very easy. He was quick to replying to questions and recommendations. The house was very clean and cozy and perfect for two families of 5. We would return for sure!"
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (15)
"I arrived amidst freezing outdoor temperatures to a warm and cozy interior. I was visiting family and was concerned about snow and ice, Laurie had assured me that it would not be a problem and she was right. The unit was exactly as described in the ad. Laurie made sure that the snow was shoveled and I had no problems getting out in the morning! A wonderful, peaceful getaway!"
The price is SAR 413
SAR 974 total
includes taxes & fees
15 Mar - 16 Mar
Peaceful Stay at Birds of a Feather Farm & Spa

Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

2.0 star property
10.0 out of 10, Exceptional, (5)
"Our family ski vacation was awesome at this gorgeous mountain home which is only 2 minutes from Stratton mountain. Beautiful decor, hot tub, fireplace, and fun family games to play. Kitchen has everything you need and more. Book it now you won’t be disappointed! "
The price is SAR 3,611
SAR 6,357 total
includes taxes & fees
10 Mar - 11 Mar
Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.8 out of 10, Excellent, (28)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is SAR 454
SAR 1,111 total
includes taxes & fees
25 Feb - 26 Feb
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (55)
"Great secluded place. Very clean couldn't ask for more. Great central location. Close to restaurants "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
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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