Chalets in Bennington County

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Top Cities in Bennington County

Compare 22 Chalets in Bennington County with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (48)
"My family and I had a great stay at the Skylight Lodge. It is very different from other rentals, being a former inn. There is plenty of space for a big group and the two master suites are great. The fireplace in the main room is like something out of game of thrones, and was the highlight of the trip for the adults. The kids spent most of the time playing games in the second living room on the first floor. The house is also very conveniently located near Manchester. We would definitely come...
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

Serene & Stylish Chalet w/ HOT TUB near Manchester

10.0 out of 10, Exceptional, (9)
"We were very comfortable and relaxed, just what you want for a vacation. The property was clean and well appointed. We only lacked an outdoor outlet for charging our car. The host was in touch and helpful. We would stay here again."
Serene & Stylish Chalet w/ HOT TUB near Manchester

On Shuttle, 12 min walk to village. Late Check out. Private Baths

9.8 out of 10, Exceptional, (7)
"Great location and comfortable"
On Shuttle, 12 min walk to village. Late Check out. Private Baths

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

9.6 out of 10, Exceptional, (9)
"This property is absolutely perfect for a large group staying at Stratton. Plenty of bedrooms / beds / baths, open space around the kitchen and living room areas, plenty of parking and more. Fireplace is great. Hot tub and sauna come in clutch. Location is ideal. Owner communicates great. We were a group of 9 friends up for a quick ski trip. Would definitely book it again."
Charming 5BR Chalet@Base of Stratton Mt Has It All

Classic Alpine Vermont Chalet

10.0 out of 10, Exceptional, (9)
"We loved everything about this property. Lots of bedrooms, comfortable beds, big living room and kitchen area and very close to the downtown area. I highly recommend this house for large families looking for a place to stay in Vermont!"
Classic Alpine Vermont Chalet

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

10.0 out of 10, Exceptional, (9)
"Just got back from three nights at this wonderful property with a group of 50-somethings to compete in a gravel bike race. This property was ideally located near our start line, very very clean, plenty of room for us, basically as advertised. Would definitely rent here again in the future given all of the above.."
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

Stylish Mountain Getaway close to Stratton w/ Spa

10.0 out of 10, Exceptional, (6)
"Overall, a very good stay. The house is a bit smaller than we thought, but it was very clean and well stocked. The indoor fireplace and provided wood was a nice perk. The hot tub was not clean or well kept, so beware of that. There were body hairs and a brown scum ring around the edge."
Stylish Mountain Getaway close to Stratton w/ Spa

Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

9.6 out of 10, Exceptional, (45)
"We had a very nice stay. The house had plenty of room for our family including the living, dining, and sleeping areas. The location was great."
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (28)
"Brought friends from overseas to show them the Northeast, this remote house in the mountains was the perfect spot. It was not to far from the small cute town but far enough that it was extremely relaxing. The hot tub and fire was perfect, and the kitchen was wonderful to cook in 10/10 Excellent Stay!"
Beautiful Manchester VT Mountain Retreat w/Hot Tub

Green Mountain Manor - Ski and Summer Chalet

9.8 out of 10, Exceptional, (7)
"Relaxing VT stay . You are in a rural setting but places to stock up on supplies was less then 10 miniutes away . We watched the fireworks that stratton displayed pretty much from the comfort of the property .Our children are young adults and they had a blast finding local swimholes . As well as spending a day at Bromley Mountain ( 20 mins away ) where they did water slides , alpine slides , the giant swing to name a few . House is large and the ability to accomodate large families or groups ....
Green Mountain Manor - Ski and Summer Chalet

Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

9.4 out of 10, Exceptional, (6)
"We were absolutely thrilled to experience a fresh powder drop during our stay, which was a delightful surprise in an otherwise dry season. The house surpassed all our expectations, providing the perfect haven for our large group. It was impeccably clean, incredibly warm, and featured an abundance of comfortable beds, all while being conveniently close to the mountain. A standout feature for us was the Tesla charger in the garage, which met our specific needs perfectly. We are already eagerly...
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

Brian Piece of Heaven for fall Foliage. Beautiful colors

9.8 out of 10, Exceptional, (28)
"The place was adorable , very clean , view was pretty and Brian the host was very friendly and accommodating. Loved it!"
Brian Piece of Heaven for fall Foliage. Beautiful colors

4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

9.2 out of 10, Wonderful, (19)
"As a yearly VRBO renter I am accustom to renting a few houses and this one had some disappointing takes and some great attributes. First the houses layout and location is great for a large get together and the views are amazing! But apon arriving you could first tell the slate entry way and door knob was in need of repair. From there we had a few other dissapointments, the dishes were dirty, scattered about the kitchen. Towels were damp and we later learned why, it was because the dryer simply...
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

Bromley Aframe - King Master Bed, Wood Fireplace

9.8 out of 10, Exceptional, (12)
"The property and house are truly beautiful. Great for a family stay. Fall foliage views are beautiful. The owner responded to all of my messages in a timely fashion. Located only two minutes away from Bromley which was great. There was a ceiling leak in the hallway while we were there but it wasn't bad. It was just the two of staying for one night and I do feel that charging the full cleaning fee for the one night for just the two of us was a bit high/overpriced. It would be nice if it could...
The price is SARĀ 588
SARĀ 1,402 total
includes taxes & fees
30 Nov - 1 Dec
Bromley Aframe - King Master Bed, Wood Fireplace

Stratton-View Ski Retreat 10 Min to Stratton | Hot Tub

10.0 out of 10, Exceptional, (3)
"Fantastic location, scenery and chalet. Everything was amazing. Our hosts were attentive friendly and welcoming. We really appreciate that, especially now when customer service seems to be declining. "
Stratton-View Ski Retreat 10 Min to Stratton | Hot Tub

Mid-Century Modern Chalet in Stratton Mountain - 2 min from slopes

Mid-Century Modern Chalet in Stratton Mountain - 2 min from slopes

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

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

Paradise Vermont, Nature Chalet With Indoor Hot Tub

Paradise Vermont, Nature Chalet With Indoor Hot Tub

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

Mountain chalet close to Manchester Center

Mountain chalet close to Manchester Center
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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