Search Chalets in Bennington

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 26 Chalets in Bennington with updated reviews, rates, and availability.

Classic Alpine Vermont Chalet

10.0 out of 10, Exceptional, (10)
"The house was just what we needed for a family wedding in Manchester. Quite literally right off the highway but the house itself is nestled back and quiet so you don’t even hear the road. "
Classic Alpine Vermont Chalet

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

9.4 out of 10, Exceptional, (6)
"Nice hill for sledding. Missed having electric mixer for potatoes. Nice community area of kitchen, dining room and living room. Good setup of rooms. "
The price is AEDĀ 1,219
AEDĀ 3,150 total
includes taxes & fees
11 May - 12 May
Sunny Stratton Mountain Retreat: 5BD Modern Oasis w/Hot Tub, Pond, & BBQ Deck

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (32)
"Stayed 3 nights everything was spotless & so very comfortable. This was our 2nd stay here. The host is always reachable & prompt to respond. Can’t wait to hopefully stay here again. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub

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

10.0 out of 10, Exceptional, (50)
"We had a great trip even though the weather did not cooperate. The home was just right for a group our size with plenty of extra room to spread out and relax. We loved the charm and feel of an old inn and close proximity to the mountain, town and shopping. Owners were very responsive and receptive to feedback. Would love to stay again. "
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

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

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

Brian Piece of Heaven for fall Foliage. Beautiful colors

9.8 out of 10, Exceptional, (30)
"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

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

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!

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

10.0 out of 10, Exceptional, (12)
"Great location on the shuttle route. The house is very nice with lots of amenities. Highly recommended."
The price is AEDĀ 1,120
AEDĀ 2,598 total
includes taxes & fees
3 May - 4 May
Ski Haus @ Quartermile 3 mins from Base / shuttle King Beds with Private Baths

Serene & Stylish Chalet + HOT TUB near Manchester

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

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

9.0 out of 10, Wonderful, (20)
"Gorgeous rental and the hot tub was great, perfect for a big group."
4BR / 3BA Smart Home w/ Hot Tub, Mountain View Ski Chalet 3 minutes to Stratton

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

Bromley Aframe - King Master Bed, Wood Fireplace

9.8 out of 10, Exceptional, (12)
"Visited for the fall foliage, and Vermonr is absolutely stunning. Bromely house was clean, comfortable and was as advertised. Location was perfect for our stay. Would not hesitate to stay there again."
Bromley Aframe - King Master Bed, Wood Fireplace

Wellness Spa | Barrel Sauna & Hot Tub

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. "
Wellness Spa | Barrel Sauna & Hot Tub

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!!!

10 min from Stratton! Log Cabin w/ Beautiful Views

10.0 out of 10, Exceptional, (10)
"Always a relaxing stay at the cabin."
10 min from Stratton! Log Cabin w/ Beautiful Views

Mountain chalet close to Manchester Center

Mountain chalet close to Manchester Center

Paradise Vermont, Nature Chalet With Indoor Hot Tub

Paradise Vermont, Nature Chalet With Indoor Hot Tub
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.
Don't see what you're looking for?
See all available properties in Bennington
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Bennington

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (27)
"Home was clean and well appointed. Gravel road and drive were better than expected and it was easy to get to town for sightseeing the battle monument, hiking and biking. We slept well and enjoyed the property."
Breathtaking Mtn Views: Stylish Rustic Retreat!

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 AEDĀ 411
AEDĀ 1,047 total
includes taxes & fees
5 May - 6 May
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Perfect for a peaceful get away in clean fresh Vermont air!

10.0 out of 10, Exceptional, (71)
"Enjoyed the cozy cabin feel. Property was extremely clean and when hit with snow the plow service was totally on top of it! A lovely stay!"
Perfect for a peaceful get away in clean fresh Vermont air!
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.