Chalets in Cheshire County

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Top Cities in Cheshire County

ChaletsChalets

Keene

Keene

Our top choices for Cheshire County chalets

Exterior

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

Beautiful- Ski/Golf home, Hot tub, mins to MTN
Wilmington
8.4 out of 10, Very good, (5 reviews)
"we loved our stay there! having a home where you can cook, have everything you need to do so helps so much"
United States
Dawn F.
Beautiful- Ski/Golf home, Hot tub, mins to MTN
Exterior

Private 30-Acre Chalet - Hot tub, Sauna, Trails

Private 30-Acre Chalet - Hot tub, Sauna, Trails
Townshend
Private 30-Acre Chalet - Hot tub, Sauna, Trails
Exterior

Modern Chalet Near Mt. Sunapee & Lake Massasecum

Modern Chalet Near Mt. Sunapee & Lake Massasecum
Bradford
10.0 out of 10, Exceptional, (12 reviews)
"The house was great. Plenty of room to spread out and great views from the living room and deck. The fire pit was an added bonus and all the necessary wood, kindling & lighters were all provided. Well appointed kitchen and the house was clean. Would definitely stay again!"
United States
Ben G.
Modern Chalet Near Mt. Sunapee & Lake Massasecum
Exterior

Cozy & Spacious Ski Condo 1 mile from Mount Snow VT

Cozy & Spacious Ski Condo 1 mile from Mount Snow VT
Dover
8.0 out of 10, Very good, (1 review)
"Over the condo was nice. Great location, enough room and had basically what we needed. It felt a bit outdated and in some need of renovation. "
United States
Sean E.
Cozy & Spacious Ski Condo 1 mile from Mount Snow VT
Exterior

Skybarn Vermont | Pool, 100-Mile Views, Historic Barn

Skybarn Vermont | Pool, 100-Mile Views, Historic Barn
West Dover
10.0 out of 10, Exceptional, (3 reviews)
"I almost do NOT want to review this property because it was the absolute 100% BESTTTTT place I have stayed in all of my travels (which I can say we travel most every other week of most months!!!!! We absolutely loveeeeedddd this Was stunning felt as if it was a dream! Not sure how we were lucky enough to find this place and we were even allowed to bring our Dog who also NEVER wanted to leave!!! We would love to come back again and think we may have to because I’m not sure we could ever...
United States
Sandra V.
Skybarn Vermont | Pool, 100-Mile Views, Historic Barn
Exterior

Private 6 bedroom Chalet 5min to Mt Snow

Private 6 bedroom Chalet 5min to Mt Snow
Dover
9.8 out of 10, Exceptional, (16 reviews)
"Gorgeous house. Right next to the mountain. Gracious host."
United States
Clifford D.
Private 6 bedroom Chalet 5min to Mt Snow
Exterior

Modern Lux Cabin w/ Mtn Views | Fire Pit

Modern Lux Cabin w/ Mtn Views | Fire Pit
Stratton
10.0 out of 10, Exceptional, (2 reviews)
"Tommy was a fantastic host!"
United States
Kelsey H.
Modern Lux Cabin w/ Mtn Views | Fire Pit
Exterior

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Wardsboro
10.0 out of 10, Exceptional, (8 reviews)
"Loved this place so much! Adorable spot, quaint but has everything you need. Loved the luxury details. "
United States
Carly L.
The price is CA $258
CA $691 total
includes taxes & fees
Jun 10 - Jun 11
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Exterior

Chalet With Mountain View Steps From Shuttle

Chalet With Mountain View Steps From Shuttle
Dover
10.0 out of 10, Exceptional, (1 review)
"Clean, well maintained and a responsive host."
United States
Tim W.
Chalet With Mountain View Steps From Shuttle
Property grounds

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck
Wilmington
9.2 out of 10, Wonderful, (45 reviews)
"“Heaven on Earth” provided a true winter haven for our 2 night stay—a peaceful scenic setting for lots of amenities!The children really enjoyed playing in the snow and sled boarding right in the yard and adjacent woods. More fun awaited at the Clubhouse indoor pool and arcade. And cross country skiing was a hit at nearby Prospect Mountain. The hot tub and fireplace enhanced the coziness, and our host was welcoming and responsive. All and all a grand getaway experience!"
United States
Nancy G.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Exterior

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.6 out of 10, Exceptional, (27 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is CA $148
CA $612 total
includes taxes & fees
Jun 10 - Jun 11
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Property grounds

Direct Waterfront, Year-Round, A-Frame Cabin

Direct Waterfront, Year-Round, A-Frame Cabin
Antrim
10.0 out of 10, Exceptional, (10 reviews)
"Perfect place for a quick getaway! Lovely house in a great location!"
United States
Johnna P.
Direct Waterfront, Year-Round, A-Frame Cabin
Exterior

Chimney Hill Chalet w/full resort access, heated pools, trails, near lake & town

Chimney Hill Chalet w/full resort access, heated pools, trails, near lake & town
Wilmington
9.6 out of 10, Exceptional, (45 reviews)
"Great stay! We loved that everything was there that we needed and it was an easy, relaxing stay. The host was great!! "
United States
Melissa G.
Chimney Hill Chalet w/full resort access, heated pools, trails, near lake & town
Terrace/patio

A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
Dover
10.0 out of 10, Exceptional, (19 reviews)
"Great location with Mount Snow just about 5 minutes away. The place was perfect for two families with kids. The hot tub is a great feature as are all of the games for the kids. I would definitely return. "
United States
Michael K.
A Charming Chalet with Hot Tub 1 Mile to Mt. Snow
Property grounds

Mountain chalet

Mountain chalet
Londonderry
10.0 out of 10, Exceptional, (45 reviews)
"Perfect for our stay and great host!"
United States
Tommy S.
Mountain chalet
Exterior

Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
Windham
9.8 out of 10, Exceptional, (8 reviews)
"We had such a great stay, the house was perfect for our weekend away and it was so welcoming to the puppies! The host was so great and worked with us when we had to leave early due to the big snowstorm. Would absolutely stay again and highly recommend!"
United States
Jessica M.
Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
Exterior

Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is CA $278
CA $341 total
includes taxes & fees
Jun 10 - Jun 11
Vikings Villages Resort - Double Bed Room
Outdoor spa tub

Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Chester
10.0 out of 10, Exceptional, (8 reviews)
"Great cabin with lots of room. Secluded on a country road but very close to town. We had a wonderful stay. "
United States
Mark R.
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Exterior

Comfy chalet near town, lake, skiing and hiking

Comfy chalet near town, lake, skiing and hiking
Wilmington
10.0 out of 10, Exceptional, (16 reviews)
"Hosts were very responsive and the location was great!"
United States
Melissa N.
Comfy chalet near town, lake, skiing and hiking
Exterior

Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (11 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is CA $163
CA $612 total
includes taxes & fees
Jun 14 - Jun 15
Chalet Mount Snow/Stratton Skiing/hiking
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 Cheshire County Hotel Reviews

Motel 6 Leominster, MA

Motel 6 Leominster, MA

6/10 Okay
"Room was clean but I found a bug."
Daniel 2-night trip
Posted 3 hours ago
Motel 6 Leominster, MA

Find out more about Cheshire County

Cheshire County Chalets information

Number of reviews
237
Accommodation
89 Chalets
Lowest Price
CA $341
Highest Price
CA $691

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