Woodstock Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Chalets in Woodstock

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ludlow VT

When you stay at this chalet in Ludlow, you'll be in the mountains, within a 15-minute walk of Okemo Mountain Resort and Sunshine Ski Lift.

Kitchen

Washer

The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

Mount Holly VT

Located in Mount Holly, this chalet is in the mountains, within a 10-minute drive of Community Historical Museum of Mount Holly and Mount Holly Town Library.

Kitchen

Washer

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Killington VT

$382 nightly

$432 total

Apr 21 - Apr 22

Total with taxes and fees

With a stay at this chalet in Killington (North Sherburne), you'll be within a 15-minute drive of Killington Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

Killington VT

With a stay at this chalet in Killington, you'll be in the mountains, within a 5-minute drive of Killington Resort and Gifford Woods State Park.

Hot Tub

Kitchen

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Ludlow VT

With a stay at this chalet in Ludlow, you'll be within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts.

Kitchen

Washer

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

Plymouth VT

Located in Plymouth, this chalet is in the mountains, within a 5-minute drive of Calvin Coolidge Historic Site and Calvin Coolidge Homestead.

Kitchen

Washer

Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

ludlow VT

With a stay at this chalet in Ludlow, you'll be in the mountains, within a 10-minute drive of Okemo Mountain Resort and Glades Peak Ski Lift.

Kitchen

Washer

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodstock VT

With a stay at this chalet in Woodstock, you'll be on the waterfront, within a 15-minute drive of Killington Resort and Long Trail Brewing Company.

Kitchen

Washer

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Ludlow VT

With a stay at this chalet in Ludlow, you'll be in the mountains, within a 5-minute drive of Okemo Mountain Resort and Sunshine Ski Lift.

Hot Tub

Kitchen

South View Chalet!

Killington VT

With a stay at this chalet in Killington, you'll be on the waterfront, within a 5-minute drive of Killington Resort and Gifford Woods State Park.

Hot Tub

Kitchen

Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

Mount Holly VT

A stay at this chalet places you in the heart of Belmont, within a 5-minute drive of Green Mountain National Forest and Star Lake.

Kitchen

Washer

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Stockbridge VT

Located in Stockbridge, this chalet is in a rural location, within a 5-minute drive of Belcher Library and Les Newell Wildlife Management Area.

Kitchen

Pet friendly

Don't see what you're looking for?

See all available properties in Woodstock

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.