Find and Compare Chalets in Stockbridge
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Chalets in Stockbridge

Modern guesthouse in Mad River Valley Fernstone

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

Dreamy Artist Chalet in Secluded Historic Village

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

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

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

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

Handcrafted Log Home Near Sugarbush & Mad River Glen • Walk to Blueberry Lake

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

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

South View Chalet!

Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Top trending hotels in Stockbridge

Woodstock Inn & Resort
Stockbridge Chalet Rentals
You’ve probably seen a chalet before even if you didn’t realize it—the sharply angled roof and slotted sides of the buildings are unmistakable. But the distinguishing thing about chalets isn’t just their architecture, it’s that they’re built in naturally stunning areas that offer beautiful views—like the chalet houses available in Stockbridge.
Wake up each morning, step outside your front door, and breathe in the clean, crisp air of Stockbridge. Snuggle into the robe provided by your accommodation, and head inside your chalet to prepare yourself a warm cup of coffee—you’ll need the caffeine to energize you for the day ahead.
Your chalet house will place you in a prime position to explore all the natural wonders that Stockbridge offers—natural wonders that you researched beforehand. After a day spent wandering through the gorgeous surroundings and snapping pictures of local wildlife, return to your chalet to curl up in front of the fireplace or to soak in a spacious tub. Peering up at the heavens in search of shooting stars? Yes, please.
Get ready for the ultimate getaway by booking a chalet in Stockbridge. With views of the beautiful surroundings and friendly staff around to recommend the best activities, you’ll have everything at you need to enjoy a peaceful getaway in the great outdoors—and then some. Whether you’re looking for a romantic space for a weekend away with your partner, or a spacious chalet for the entire family, you’ll find what you need here on Travelocity.
Stockbridge Chalets essential information
Accommodation | 33 Chalets |
|---|---|
Lowest Price | CA $173 |
Highest Price | CA $984 |
Popular accommodation | Modern guesthouse in Mad River Valley Fernstone, The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing., Dreamy Artist Chalet in Secluded Historic Village, Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace., Handcrafted Log Home Near Sugarbush & Mad River Glen • Walk to Blueberry Lake, Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals., South View Chalet!, Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village |





