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Featured Chalets in Stockbridge

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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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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 $144
Highest Price
CA $463
Popular accommodation
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, South View Chalet!, Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly, Relaxing retreat in the mountains 20 min to Killington, BearHaus- HUGE Hot Tub, FirePit, Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace., Dreamy Artist Chalet in Secluded Historic Village, Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort, BearVaria! Hot Tub, Deck, FirePit