Vacation Homes in Bennington County

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Top Cities in Bennington County

Compare 214 Vacation Homes in Bennington County with updated reviews, rates, and availability.

Luxury Oasis w/Serene Views! Close to Ski Slopes w/Shuttle. Gameroom. Golf. WiFi

10.0 out of 10, Exceptional, (43)
"Brad was a wonderful host and the home and area had so much for us to do. It was the perfect place to get away and be with friends. "
Luxury Oasis w/Serene Views! Close to Ski Slopes w/Shuttle. Gameroom. Golf. WiFi

Mountain views. Ski Bromley, Stratton. Minutes to restaurants, Equinox, Ekwanok.

10.0 out of 10, Exceptional, (64)
"We had several events during our son's wedding weekend. The house and barn made for a great landing spot between events. We had plenty of room for all of our family. The property was very large and allowed for several sitting areas, both inside and outside. The landscape around the house made a great backdrop for pictures for the groom and groomsmen. The house has everything you need. "
Mountain views. Ski Bromley, Stratton. Minutes to restaurants, Equinox, Ekwanok.

Beaver Glen | House in Winhall with large deck - near Stratton & Bromley

9.0 out of 10, Wonderful, (4)
"Very Clean, roomy, nicely laid out, close to ski areas. Owner was responsive and available. All went very well. I would recommended this without reservation."
Beaver Glen | House in Winhall with large deck - near Stratton & Bromley

Miner Cottage-Historic Antique Home just steps from the Equinox Resort

10.0 out of 10, Exceptional, (22)
"GREAT TIME ! GREAT HOUSE"
Miner Cottage-Historic Antique Home just steps from the Equinox Resort

Family oriented community in country setting...10 minute walk to town center.

10.0 out of 10, Exceptional, (19)
"The property was really perfect. In perfect condition. Spotlessly clean. Nice views of the mountains. Great location for access to amenities."
Family oriented community in country setting...10 minute walk to town center.

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

10.0 out of 10, Exceptional, (3)
"The property is secluded but close enough to shops and restaurants. The deck is amazing with a jacuzzi and lounge chairs overlooking the golf course and mountains! Would definitely stay at again!"
Secluded home with game room, private hot tub, golf, river & mtn views, firepit

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

10.0 out of 10, Exceptional, (54)
"We rented the barn as an overflow space from the main house. The barn has everything you need and is a really cool spot to sit and view the entire property."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

HUGE Private VT Mansion: 15 bedrooms, 12 bath, Sleep 34! Ski Bromley & Stratton, yoga retreats, corporate offsites, DIY weddings, family reunions, Dogs welcome

10.0 out of 10, Exceptional, (55)
"The house is beautiful & has tons of nooks and crannies. Fun for exploring!"
HUGE Private VT Mansion: 15 bedrooms, 12 bath, Sleep 34! Ski Bromley & Stratton, yoga retreats, corporate offsites, DIY weddings, family reunions, Dogs welcome

Magnificent Vermont home w/free WiFi, full kitchen, firepit, patio, & deck

9.8 out of 10, Exceptional, (33)
"Lots of space to spread out. Kitchen was well appointed. Location was less than 10 minutes to Manchester. "
Magnificent Vermont home w/free WiFi, full kitchen, firepit, patio, & deck

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (158)
"A beautiful home in a beautiful setting, off the beaten track but not that far from many delightful areas. Kept immaculately clean, every aspect of this property is comfortable, cozy, and welcoming. Communication with the owners is easy and efficient, with response received very quickly."
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Historic 6-BR Across From Equinox Resort

9.6 out of 10, Exceptional, (4)
"Great house in a perfect location, we really enjoyed our stay for a family vacation!"
Historic 6-BR Across From Equinox Resort

Manchester Center Home w/ Green Mtn Views!

9.6 out of 10, Exceptional, (30)
"Really enjoyed the quiet privacy and the collection of small wood carvings and glass pieces throughout the house. Good wi-fi, too! The area around Manchester was lovely for exploring. "
Manchester Center Home w/ Green Mtn Views!

Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

9.8 out of 10, Exceptional, (19)
"Such a gorgeous house! We loved walking the nearby trails and how close it was to Williams. Venetia was the best!"
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

Multi-Level Stratton Retreat with family friendly amenities

10.0 out of 10, Exceptional, (5)
"We stayed with our adult children and their spouses. Eight of us all together. +2 dogs. Everything was as advertised and spotless. I have not had a better host with respect to communications. Exceptionally helpful and quite responsive. Everything was great. Hot tub was spotless, firewood was aplenty to enjoy the fireplace, The kitchen had plenty of pots and utensils to prepare our meals. Could not think of anything else to make it better. Thank you very much for a GREAT stay."
Multi-Level Stratton Retreat with family friendly amenities

UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

4.0 star property
9.8 out of 10, Exceptional, (10)
"Alex was great! We had a great weekend getaway. Thanks for the firewood!"
UNBELIEVABLE MOUNTAIN VIEWS! Convenient to Manchester,skiing,outlets

Cozy dog-friendly home, fenced yard, gas fireplace, BBQ, wifi, partial a/c, w/d

10.0 out of 10, Exceptional, (1)
Cozy dog-friendly home, fenced yard, gas fireplace, BBQ, wifi, partial a/c, w/d

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (211)
"Place was amazing very secluded but close enough to get into town and do things. Our longest drive to go do something was only nine minutes away. Everything was as promised. The only issue we had was the back door entry. The hot tub is right there and when we were standing outside watching nature, we saw bees and wasps going underneath the hot tub. so because we were both chickens, we never went into the hot tub. I probably should’ve called the owner to let him know, but I was a little...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

10.0 out of 10, Exceptional, (196)
"Beautiful time of the year to enjoy this property and the surrounding woods and trails, plus Manchester. Our dogs love it here. "
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (11)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub

Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

9.8 out of 10, Exceptional, (30)
"One of the best experiences I’ve had. Communication before we arrived was as expected, and everything was better than the pictures reviews and descriptions."
The price is AED 2,016
AED 4,781 total
includes taxes & fees
2 Dec - 3 Dec
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
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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