Find Chalets in Bennington County, VT from $827

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Bennington Battle Monument showing landscape views
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Bennington

Bennington

Chalets in Bennington County

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck
Outdoor dining

Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck

8.6 out of 10, Excellent, (11)
"When we first arrived we couldn’t find extra trash bags. We sent a message to the host, Jason, and he replied immediately to assist us. I appreciate the attentiveness and genuine hospitality. This place is cozy and clean. Made for the perfect weekend getaway!"
$732 nightly
The price is $827
Aug 25 - Aug 26
Total includes taxes and fees
Stratton Ski Chalet: Spacious Modern Oasis w/Hot Tub, Fireplace, Pond & BBQ Deck
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Exterior detail

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (36)
"Really enjoyed this home. Was a weekend getaway with friends and there was lots of room for us. Especially enjoyed the sauna. Kitchen is well stocked. All was great. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
Terrace/patio

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

8.8 out of 10, Excellent, (3)
"The house is in a great location for skiing at Stratton! 5 mins drive to the base or shuttle service running every 30 mins. Perfect for a cozy ski weekend with the fireplace. We enjoyed it very much! "
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
Exterior

Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

10.0 out of 10, Exceptional, (52)
"All around great stay. Had some slight heat issues day 1 that were fixed imemdiately!"
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
Stylish Mountain Getaway close to Stratton w/ Spa
Outdoor dining

Stylish Mountain Getaway close to Stratton w/ Spa

9.8 out of 10, Exceptional, (7)
"Amazing! Host was readily available to handle any questions and the house was very comfortable and relaxing. "
Stylish Mountain Getaway close to Stratton w/ Spa
Brian Piece of Heaven for fall Foliage. Beautiful colors
Property grounds

Brian Piece of Heaven for fall Foliage. Beautiful colors

9.8 out of 10, Exceptional, (30)
"Perfect spot to getaway for a weekend trip"
Brian Piece of Heaven for fall Foliage. Beautiful colors
Green Mountain Manor - Ski and Summer Chalet
Property grounds

Green Mountain Manor - Ski and Summer Chalet

9.8 out of 10, Exceptional, (7)
"Beautiful property less than 5 minutes from Stratton!! Very private and secluded"
Green Mountain Manor - Ski and Summer Chalet
Classic Stratton Ski Chalet: Perfect for Families
Exterior detail

Classic Stratton Ski Chalet: Perfect for Families

10.0 out of 10, Exceptional, (1)
"Enjoyed our three night stay here. The kitchen is well stocked with pots and pans, dinnerware, silverware, utensils, etc. Beds were very comfortable. Our only disappointment was that we couldn't have a fire in the fireplace as the chimney was in need of repairs. Hope to be back next year."
Classic Stratton Ski Chalet: Perfect for Families
Classic Alpine Vermont Chalet
Exterior

Classic Alpine Vermont Chalet

10.0 out of 10, Exceptional, (10)
"Easiest vrbo experience we’ve had to date."
Classic Alpine Vermont Chalet
Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths
Exterior

Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths

9.8 out of 10, Exceptional, (16)
"Great location on the shuttle route. The house is very nice with lots of amenities. Highly recommended."
Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths
Serene & Stylish Chalet ~HOT TUB ~ near Manchester ~ Pet-friendly
Property grounds

Serene & Stylish Chalet ~HOT TUB ~ near Manchester ~ Pet-friendly

10.0 out of 10, Exceptional, (13)
"Cozy and warm. It was a nice get away for me and my girlfriend I would visit again. "
Serene & Stylish Chalet ~HOT TUB ~ near Manchester ~ Pet-friendly
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!
Terrace/patio

Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

10.0 out of 10, Exceptional, (10)
"We had a wonderful time and enjoyed our stay at your home! Great space and the kids loved playing downstairs and sleeping in the bunk room!"
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!
Charming 5BR Chalet@Base of Stratton Mt Has It All
Exterior

Charming 5BR Chalet@Base of Stratton Mt Has It All

9.2 out of 10, Wonderful, (12)
"We totally enjoyed our stay. The home was magnificent. Close to everything, ski lifts, restaurants, etc. Definitely recommend to future guests. We are booking again next year."
Charming 5BR Chalet@Base of Stratton Mt Has It All
Bromley Aframe - King Master Bed, Wood Fireplace
Exterior

Bromley Aframe - King Master Bed, Wood Fireplace

9.8 out of 10, Exceptional, (13)
"This house was great for my family's spring vacation. The stream was beautiful and relaxing. "
Bromley Aframe - King Master Bed, Wood Fireplace
5 Min to Swimming Pond + Wellness Spa
Property grounds

5 Min to Swimming Pond + Wellness Spa

10.0 out of 10, Exceptional, (3)
"We had an awesome stay. So much to do in the area. Accommodations were spotless and communication was great. Loved it. "
5 Min to Swimming Pond + Wellness Spa
Perfect house surrounded by National Forest to get away and decompress!!!
Exterior

Perfect house surrounded by National Forest to get away and decompress!!!

10.0 out of 10, Exceptional, (3)
"This house was the perfect vacation spot. Clean, well appointed, and with a very accessible owner. No complaints here! Will be back. "
Perfect house surrounded by National Forest to get away and decompress!!!
Mountain chalet close to Manchester Center
Exterior

Mountain chalet close to Manchester Center

Mountain chalet close to Manchester Center
Paradise Vermont, Nature Chalet With Indoor Hot Tub
Outdoor dining

Paradise Vermont, Nature Chalet With Indoor Hot Tub

Paradise Vermont, Nature Chalet With Indoor Hot Tub
Cozy Ski Chalet close to Stratton sleeps 10
Exterior

Cozy Ski Chalet close to Stratton sleeps 10

10.0 out of 10, Exceptional, (2)
"This is a great updated property on a wooded lot with plenty of privacy. Great secluded feeling but a short drive to Manchester, Stratton, and other VT attractions. Highly recommend a stay here."
Cozy Ski Chalet close to Stratton sleeps 10
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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Top Bennington County Hotel Reviews

Best Western Bennington

Best Western Bennington

10/10 Excellent
"The bed was the most comfortable ever. The pool was crystal clear and the breakfast was good. The clientele were very friendly and accommodating. Nice place!"
Glen 1-night trip
Posted 1 day ago
Best Western Bennington