Photo by Laury Kelly

Search Chalets in North Bennington from CA $183

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Browse Select North Bennington Chalets

New! Mt Snow Chalet w/land, privacy, relaxation

8.8 out of 10, Excellent, (3)
"Perfect location for a mount snow ski weekend!"
New! Mt Snow Chalet w/land, privacy, relaxation

Beautiful- Ski/Golf home, Hot tub, mins to MTN

8.8 out of 10, Excellent, (3)
"We loved the house, and the proximity to town and Mount Snow is great. The manager/owner was also fantastic! This would be a five-star review except for a few things (and really I’d give it 3.5 stars if it was an option): it was a very neat place but so dusty under furniture and beds- every one of us suffered from the moment we entered the house until the moment we left. The beds are monumentally old, dusty, and bloody uncomfortable. I ended up on the sofa which was marginally better. Also,...
Beautiful- Ski/Golf home, Hot tub, mins to MTN

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

10.0 out of 10, Exceptional, (1)
"We stayed for four nights between Christmas and New Year’s Eve. This home fit our needs for a family of 4 perfectly, but certainly could have handled a larger group with ease (max two couples and a total of 6 kids given the beds). The highlights of the home are the unique architectural design, the thoughtful and creative improvements, and the location which provides easy access to Stratton.(including a shuttle that arrives at the end of the driveway every 30 minutes each morning and drops you...
Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Beautiful Manchester VT Mountain Retreat w/Hot Tub

10.0 out of 10, Exceptional, (31)
"We had 9 people in 2 family units staying at house. Then about another 6 that came each night to hang out. Plenty of room. 3 living room areas for everyone to spread out. Best stocked home EVER!!! There was literally everything and anything that we needed…..and then some. Inside sauna so cool. Unfortunately way too cold to go out and enjoy the hot tub. Decorations beyond beautiful. Owner very quick with communication. Highly recommend staying here. "
Beautiful Manchester VT Mountain Retreat w/Hot Tub

Expansive 7-BR Chalet 5-min from Mt. Snow

10.0 out of 10, Exceptional, (3)
"House is great, we had a large group. 2 living rooms, one with tv one without was a nice separation. To give some details on the layout, the bunk bed rm and twin room are off the living room on the main level, all other bd rooms are on the second floor. From the parking area to the main front door there are 31 steps.... not sure that was stated anywhere but hopefully everyone reads this review. I will stay here again if my group size demands it, it's close to mt snow, pretty secluded overall...
Expansive 7-BR Chalet 5-min from Mt. Snow

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

9.6 out of 10, Exceptional, (10)
"Our multi-generational group had a wonderful stay at this perfect ski house! The house is well represented by the listing photos. It’s clean, spacious, and had everything we needed. I had several questions for the owner before and during our stay. His responses were timely and helpful. We would love to stay here again! "
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, (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

9.8 out of 10, Exceptional, (7)
"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

Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

10.0 out of 10, Exceptional, (7)
"The house was exactly as advertised - just a few mins from Mount Snow and some restaurants/shops, comfortable for our family, really fun (with the games and hot tub) and very clean (even by my high standards of cleanliness). Would definitely recommend and stay again. "
The price is CA $703
CA $1,389 total
includes taxes & fees
Feb 24 - Feb 25
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

9.6 out of 10, Exceptional, (5)
"Our 2024 Christmas gift to our family was a ski weekend at Stratton Mountain. This property was perfect for us. Nestled in a wooded lot, it slept 10, kept us warm and cosy even in single digit temps. We would definitely recommend this property."
The price is CA $574
CA $1,102 total
includes taxes & fees
Feb 23 - Feb 24
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

10.0 out of 10, Exceptional, (12)
"Six of us women from Vermont golf courses stayed while playing a tournament at Haystack Country Club. The house suited us perfectly. We had some issues with the bathtub plumbing not turning off but we had prompt attention from a service person. The house had a great kitchen and tv to accommodate us."
The price is CA $183
CA $560 total
includes taxes & fees
Feb 11 - Feb 12
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House

1 Mile To Ski at Mt Snow, FirePit, Hot Tub, Theater & Game Rooms, Moover stop

10.0 out of 10, Exceptional, (1)
"Helpful, fun and warm. "
The price is CA $1,976
CA $3,145 total
includes taxes & fees
Feb 14 - Feb 15
1 Mile To Ski at Mt Snow, FirePit, Hot Tub, Theater & Game Rooms, Moover stop

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.

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

10.0 out of 10, Exceptional, (49)
"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

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

Brian Piece of Heaven for fall Foliage. Beautiful colors

9.8 out of 10, Exceptional, (29)
"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

Serene & Stylish Chalet w/ HOT TUB near Manchester and Skiing

10.0 out of 10, Exceptional, (12)
"Cozy and warm. It was a nice get away for me and my girlfriend I would visit again. "
Serene & Stylish Chalet w/ HOT TUB near Manchester and Skiing

Maple Pine w/Hot Tub Pool Table 3min to Mount Snow

10.0 out of 10, Exceptional, (9)
"The property was perfect for our large family (10). After a day on the slopes the hot tub was wonderful. The kitchen had everything we needed. The bedrooms were clean and comfortable. We would definitely return. "
Maple Pine w/Hot Tub Pool Table 3min to Mount Snow
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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Other property types in North Bennington

Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont

9.4 out of 10, Exceptional, (108)
"The cabin was even more beautiful in person. It had such a cozy feel to it with an old American farm atmosphere. Susan, the property owner. Was a wonderful host! Our communication was seamless and she was kind and courteous. She made us feel right at home. This was the first of many trips to this lovely cabin for our family to get our Christmas tree in Vermont.thank you Susan!!!"
Farm animals! Mountains, pond, old barn, hiking trails- quintessential Vermont

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is CA $654
CA $814 total
includes taxes & fees
Feb 10 - Feb 11
Long Trail House at Stratton Mountain Resort

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (2)
"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
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.