Find and Compare Chalets in Windham County, VT

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top cities with Chalets to explore in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!

Brattleboro

Chalets
Brattleboro

Top Chalets in Windham County

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

Get rates
A gym is featured at this chalet, along with a garden and barbecue grills.
8min to Mt. Snow, Hot Tub, Game Room, Fireplace, hiking, biking, explore, Pets

8min to Mt. Snow, Hot Tub, Game Room, Fireplace, hiking, biking, explore, Pets

The price is $250 per night
$250
per night
May 5 - May 6
A spa tub is featured at this chalet, along with a garden and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Mandy's Mountain Chalet minutes from Mount Snow,

Mandy's Mountain Chalet minutes from Mount Snow,

The price is $99 per night
$99
per night
May 5 - May 6
This chalet features barbecue grills.
Beautiful- Ski/Golf home, Hot tub, mins to MTN

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

Get rates
This chalet features a gym and a spa tub. A garden and barbecue grills are also provided.
WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES.

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

Get rates
This chalet includes a garden and barbecue grills.
Ski Chalet

Ski Chalet

Get rates
A sauna is featured at this chalet, along with a garden and barbecue grills.
LUXE Forest Retreat

LUXE Forest Retreat

The price is $303 per night
$303
per night
May 2 - May 3
This chalet features a spa tub and a sauna.
Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK

Get rates
A spa tub is featured at this chalet, along with a garden and barbecue grills.
Bear Paw Cabin - Game Room•Fire Pit•Golf•Hike

Bear Paw Cabin - Game Room•Fire Pit•Golf•Hike

Get rates
This chalet includes a garden and barbecue grills.
Cozy Chalet on Magic Mountain

Cozy Chalet on Magic Mountain

Get rates
This chalet features ski-in/ski-out access, a garden, and barbecue grills.
Expansive 7-BR Chalet 5-min from Mt. Snow

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

Get rates
This chalet includes a garden and barbecue grills.
Cozy Home w/ HotTub - mins to Stratton & Mt Snow

Cozy Home w/ HotTub - mins to Stratton & Mt Snow

The price is $700 per night
$700
per night
May 2 - May 3
A gym is featured at this chalet, along with a garden.
Don't see what you're looking for?
See all available properties in Windham County
View all properties
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.

Windham County Chalets essential information

Accommodation
55 Chalets
Lowest Price
$99
Highest Price
$700
Popular accommodation
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill, 8min to Mt. Snow, Hot Tub, Game Room, Fireplace, hiking, biking, explore, Pets, Mandy's Mountain Chalet minutes from Mount Snow, , Beautiful- Ski/Golf home, Hot tub, mins to MTN, WE ARE BACK! COME AND ENJOY YOUR STAY AT OUR TREE HOUSE LIKE! CHECK LOW RATES., Ski Chalet, LUXE Forest Retreat , Amazing 3-Level Chalet; 2 Kitchens, 2 Decks, HOT TUB, 5 Ski Mountains, Pets OK, Bear Paw Cabin - Game Room•Fire Pit•Golf•Hike, Cozy Chalet on Magic Mountain, Expansive 7-BR Chalet 5-min from Mt. Snow, Cozy Home w/ HotTub - mins to Stratton & Mt Snow

More places to stay in Windham County

All accommodation types