Search Chalets in Chesterfield from CA $151

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Chesterfield Chalets

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow
Relax in a tranquil setting with a hot tub, Adirondack chairs, and a cozy fire pit.

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

10.0 out of 10, Exceptional, (6)
"We had a great time at the Wine Moose! The sauna kept us super warm in the super cold temps. Very very close to Mt. Snow and we also hit up Berkshire East and Magic an hour south and north respectively, easily. I'd recommend staying here!"
Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
Outdoor spa tub

8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private

10.0 out of 10, Exceptional, (19)
"Whole hearted recommend this property for anyone looking to stay in the area. Great location, great atmosphere and most importantly great house. 10/10 hidden gem. "
The price is CA $246
CA $840 total
includes taxes & fees
Aug 19 - Aug 20
8 minutes to Mount Snow, Dog Friendly, Fire Pit, Hot Tub, Game Room, Private
Spectacular 4 Season Home on Spruce Lake
Situated lakeside, this lodge offers a serene escape surrounded by a dense forest and a small dock extending into the water.

Spectacular 4 Season Home on Spruce Lake

9.8 out of 10, Exceptional, (67)
"The place and location are gorgeous, we absolutely loved it."
Spectacular 4 Season Home on Spruce Lake
Stratton Mountain Escape w Hot Tub|Deck|Projector
Exterior detail

Stratton Mountain Escape w Hot Tub|Deck|Projector

10.0 out of 10, Exceptional, (2)
"My family loved our stay. Would strongly recommend!"
Stratton Mountain Escape w Hot Tub|Deck|Projector
Vikings Villages Resort - Double Bed Room
Situated in a lush environment, this cabin offers a secluded retreat with a welcoming porch and a unique, symmetrical design.

Vikings Villages Resort - Double Bed Room

The price is CA $344
CA $458 total
includes taxes & fees
Aug 11 - Aug 12
Vikings Villages Resort - Double Bed Room
Chalet- Stream, A/C, Hot Tub, min to Lake and Ski
Enjoy a peaceful retreat on this cabin's deck, surrounded by a serene forest view.

Chalet- Stream, A/C, Hot Tub, min to Lake and Ski

10.0 out of 10, Exceptional, (1)
"Perfect for a group of friends looking to explore Vermont. Well stocked kitchen and comfortable beds. "
Chalet- Stream, A/C, Hot Tub, min to Lake and Ski
Summer outdoor getaway near Wilmington and beautiful Mt. Snow.
Cozy cabin with a charming porch and a welcoming entrance.

Summer outdoor getaway near Wilmington and beautiful Mt. Snow.

10.0 out of 10, Exceptional, (23)
"Great place, close to everything, all amenities and most importantly great hosts!"
Summer outdoor getaway near Wilmington and beautiful Mt. Snow.
Private 6 bedroom Chalet 5min to Mt Snow
Enjoy breathtaking views of the mountainous landscape from this deck with a panoramic view.

Private 6 bedroom Chalet 5min to Mt Snow

9.8 out of 10, Exceptional, (14)
"Beautiful property, very clean, a lot of space for everyone. Rooms are spacious. Fireplace is awesome. Close to Mt Snow. "
Private 6 bedroom Chalet 5min to Mt Snow
Spacious Vermont Chalet for Group Getaways
Terrace/patio

Spacious Vermont Chalet for Group Getaways

10.0 out of 10, Exceptional, (3)
"This property had plenty of space! We had 9 adults and 2 dogs. Shuffleboard and hot tub were great bonuses! Management was very attentive and responded within 10 minutes to any inquiries even once we checked in. House was clean, spacious and perfectly located."
Spacious Vermont Chalet for Group Getaways
Mandy's Mountain Chalet minutes from Mount Snow,
Cozy cabin surrounded by snow-covered trees, featuring a covered porch with string lights.

Mandy's Mountain Chalet minutes from Mount Snow,

9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
The price is CA $151
CA $527 total
includes taxes & fees
Aug 11 - Aug 12
Mandy's Mountain Chalet minutes from Mount Snow,
Ski/Lake house for all seasons- Minutes to all
Relax on the deck with a fire pit, surrounded by lush greenery.

Ski/Lake house for all seasons- Minutes to all

10.0 out of 10, Exceptional, (1)
"The house is amazing—perfect for a small group of friends and our kids for a ski vacation. The house has tons of space for cooking, relaxing, and playing. Several of us remarked that it was the best stocked rental we've ever stayed at. The kitchen had everything we needed to cook big meals, from cookware to tin foil. Rooms were clean, cozy and comfortable. The giant fireplace was amazing, and the hot tub was clean, hot, and perfect for relaxing after skiing. The separate game room in the...
Ski/Lake house for all seasons- Minutes to all
Mount Snow Vermont - Ski - Snowboard - 6 miles
Exterior

Mount Snow Vermont - Ski - Snowboard - 6 miles

10.0 out of 10, Exceptional, (21)
"The house was great. We loved the two common rooms, huge kitchen table, the beds were very comfortable, and everything was very clean and well taken care of. Not too far from Mt Snow and restaurants so worked out well!"
Mount Snow Vermont - Ski - Snowboard - 6 miles
Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow
Cozy cabin with a wooden deck and porch, surrounded by trees.

Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow

10.0 out of 10, Exceptional, (2)
"The home was very clean and our host was always available to answer questions through the app if needed. Super private spot with not a lot of traffic and there was even a nice fenced in area for the pups off the deck which was a pleasant surprise. Super close to the Inn at Quail Run which was convenient because we were attending a family reunion. Highly recommended!"
Snug Chalet - Family-Friendly, Wi-Fi + Close to Mount Snow
4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi
Cozy cabin with a wooden ceiling, TV, and forest views from the metal-framed window.

4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi

10.0 out of 10, Exceptional, (1)
"Overall we were pleased we stayed at this property, and it was a cut above many others we'd stayed at in recent years. It's very well situated for Mt Snow and great for dinner options given it's proximity to West Dover and Wilmington also with a good supermarket nearby. The space was spotless and well appointed. We struggled a little a first to find a good temperature equilibrium with 6 heating points (4 x bedrooms 2 x living levels) but we sorted it out and was not a problem after that....
4-bedroom chalet with outdoor hot tub in lovely Wilmington with WiFi
Swiss Chalet Family Retreat w/ lake access
Surrounded by lush greenery, this cabin features a balcony with a railing and large windows, offering a view of the surrounding forest.

Swiss Chalet Family Retreat w/ lake access

Swiss Chalet Family Retreat w/ lake access
Mt Snow Retreat | Walk to brewery
Cozy space with a brick fireplace, TV, and shelf unit.

Mt Snow Retreat | Walk to brewery

Mt Snow Retreat | Walk to brewery
Cozy Villager Chalet | Mountain Views | Firepit
Escape to a secluded cabin surrounded by lush forest and a tranquil atmosphere.

Cozy Villager Chalet | Mountain Views | Firepit

Cozy Villager Chalet | Mountain Views | Firepit
Mount Snow Ski Chalet - 4 min from mountain!! Sleeps 12+!! Iconic experience!
Relax on the elevated deck surrounded by lush greenery and enjoy the scenic views.

Mount Snow Ski Chalet - 4 min from mountain!! Sleeps 12+!! Iconic experience!

Mount Snow Ski Chalet - 4 min from mountain!! Sleeps 12+!! Iconic experience!
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 Chesterfield Hotel Reviews

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

10/10 Excellent
"Wonderful new accommodations, perfect pool for little ones, awesome free breakfast. I would absolutely stay her again!"
Diana 1-night trip
Posted 2 days ago
Hampton Inn & Suites Keene