Photo by Laury Kelly

Search Chalets in North Bennington from CA $167

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Check prices for these dates

Next weekend
Mar 7 - Mar 9
In two weeks
Mar 14 - Mar 16
In one month
Mar 28 - Mar 30
In two months
Apr 25 - Apr 27

Browse Select North Bennington Chalets

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

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

9.0 out of 10, Wonderful, (4)
"Excellent location to skiing Spacious rooms Plenty of towels Kitchen stocked with appliances Close to market "
New! Mt Snow Chalet w/land, privacy, relaxation
Beautiful- Ski/Golf home, Hot tub, mins to MTN
Outdoor spa tub

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

8.6 out of 10, Excellent, (4)
"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
Property grounds

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
Smart TV, fireplace, computer monitors

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

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

10.0 out of 10, Exceptional, (13)
"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 $167
CA $534 total
includes taxes & fees
Mar 24 - Mar 25
MT SNOW | SKI BACK TRAIL | FREE SHUTTLE - Green Mountain House
Beautiful Manchester VT Mountain Retreat w/Hot Tub
Fridge, microwave, oven, stovetop

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

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

9.6 out of 10, Exceptional, (11)
"Our trip this past weekend to Chalet O'Bear was just what we wanted! Booking and communication with the property manager was seamless. Any issues we had were addressed immediately and taken care of. We loved the location of the property and made our stay at Stratton perfect! We will be looking to book again! "
Charming 5BR Chalet@Base of Stratton Mt Has It All
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
Outdoor spa tub

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

10.0 out of 10, Exceptional, (9)
"What a fun chalet! The location is perfect for Mount Snow and the activities at the mountain. It’s also quite close to Stratton. The property has lots fun things to do, which my family enjoyed very much. It’s clean and well stocked. Highly recommend a stay at this lovely chalet!"
The price is CA $502
CA $1,115 total
includes taxes & fees
Mar 4 - Mar 5
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
1 Mile To Ski at Mt Snow, FirePit, Hot Tub, Theater & Game Rooms, Moover stop
Outdoor dining

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

10.0 out of 10, Exceptional, (3)
"The house was great for our family of 5 and our dog. Located so close to Mt. Snow, it was an easy drive, clean and had anything we needed to cook and relax. The hosts are very communicative!"
The price is CA $462
CA $1,218 total
includes taxes & fees
Mar 12 - Mar 13
1 Mile To Ski at Mt Snow, FirePit, Hot Tub, Theater & Game Rooms, Moover stop
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!
Smart TV, fireplace, video games

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

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."
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
Expansive 7-BR Chalet 5-min from Mt. Snow
TV, fireplace, offices

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
Stylish Mountain Getaway close to Stratton w/ Spa
Aerial view

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
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, (50)
"We enjoyed skylight lodge. We get together with family and friends each year to do an annual fundraising event. The house was perfect for our group. The big fireplace was a great way to relax after a day of skiing or snowshoeing. "
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.
Property grounds

WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.

9.8 out of 10, Exceptional, (34)
"Clean, spacious and perfect location!!"
WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.
Green Mountain Manor - Ski and Summer Chalet
Property grounds

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

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
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.
Smart TV, fireplace, video games, Netflix

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

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
Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow
Fridge, microwave, oven, stovetop

Cozy ski chalet - w/ Assoc amenities. 10 mins from Mount Snow

9.8 out of 10, Exceptional, (6)
"We had a great time at swoosh chalet! The house was so cute! Loved that every room had a theme! Tons of games and puzzles for the entire family. There was a tons of snow while we were there. The roads were cleared much faster than I anticipated. Kids loved going to the hot tub at the club house. Owner is very responsive! Can not say enough good things! Will definitely be back!"
Cozy ski chalet - w/ Assoc amenities. 10 mins from 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
Property grounds

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
Condo, 2 Bedrooms | Pool

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 $548
CA $681 total
includes taxes & fees
Mar 31 - Apr 1
Long Trail House at Stratton Mountain Resort
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (207)
"We absolutely loved our stay in the Honeymoon Cottage! Place was well stocked and clean. We loved the location, very private and close to the Appalachian Long Trail, which we enjoyed hiking. Location is close to Manchester for shopping, groceries and dining. Would happily return. Thank you for a lovely few romantic days."
Beautiful Honeymoon Cottage close to Manchester Vermont. {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.