Chalets in Berkshire County

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Best beoordeelde chalets in Berkshire County

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Chalet in Otis

Gemiddelde beoordeling van 4,94 op 5, 418 recensies

Mid-Century Glass Octagon in the Berkshires

This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Superhost

Chalet in Great Barrington

Gemiddelde beoordeling van 4,96 op 5, 71 recensies

Berkshire "ZEN" Chalet

"ZEN" Palace Chalet perfect spot to chill & relax after a day of exploring or skiing. SPACIOUS,secluded,quiet, great grounds -3 bdrm 2 ba with LUSH VIEWS endless windows. BEAUTIFUL exposed wood beams & ceilings throughout. Super family friendly. 5 min GREAT BARRINGTON, Butternut, Catamount, great food, nature trails, lakes, great shopping & farmer's markets. Close to STOCKBRIDGE,Tanglewood, Norman Rockwell Museum, Wheatleigh, Kirpalu,Canyon Ranch & HUDSON NY. Accessible knowledgable local host.

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Chalet in Averill Park

Gemiddelde beoordeling van 4,96 op 5, 73 recensies

A Hidden Sparrow

/\ Keeping it cozy, yet modern. Our take on hygge minimalism. A Hidden Sparrow is a classic mid-century A-frame nestled on 60+ acres for hiking and has a picturesque creek that flows in the front of the property. With fresh upgrades, tasteful aesthetic and comfy accommodations, A Hidden Sparrow is an idyllic sanctuary offering complete privacy for your next getaway. This all season escape is the perfect place to disconnect from your typical dwelling and enjoy everything nature has to offer. /\

Chalet in Hillsdale

Gemiddelde beoordeling van 4,86 op 5, 63 recensies

Natural Splendor: Forest Luxury Retreat

Discover your perfect retreat near the heart of the Berkshires! This charming house offers tranquility year-round. In autumn, vibrant golds surround you; in winter, enjoy the warm fireplace while snow dances outside. The game room features pool and ping pong tables, and the spacious family room has surround sound and a 65" TV. Relax on the screened porch or large decks, gather around the fire pit, and enjoy a baby grand piano. Close to top attractions and restaurants, your ideal getaway awaits!

Superhost

Chalet in Lenox

Gemiddelde beoordeling van 4,8 op 5, 25 recensies

Peaceful Chalet in the Woods: Walk to Lenox

Family friendly, spacious cabin. Tons of natural light a wood stove and private garden. Woodsy feeling in contemporary setting next to Kennedy Park. Downstairs is mobility friendly w/ 1 twin ensuite, 1 Queen w/ separate full bath & TV room. Upstairs: Main bedroom with w/separate full bath and sitting area. Lovely deck, stunning views. Ping pong table and plenty of games for kids! 10 mins drive to Tanglewood, Kripalu; 8 min drive to Bousquet Ski Mtn., 15 to Red Lion & 25 to Butternut Mtn.

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Chalet in Monterey

Gemiddelde beoordeling van 4,98 op 5, 84 recensies

Cozy French Country chalet

Perfectly situated, this cozy French Country chalet is minutes to downtown Monterey, Lake Garfield & just 10 minutes to Butternut for skiing. Family friendly, this home is stocked with games, movies & books for a fun-filled trip. If you're looking for a relaxing Berkshires getaway, look no further than this well-cared-for home, stocked with amenities to make your trip comfortable & relaxing! The home also has upgraded Internet with 2 internet satellite dishes, to handle Zoom calls & home work!

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Chalet in Canaan

Gemiddelde beoordeling van 5 op 5, 12 recensies

SRC-Hudson Valley/Berkshires Cultural Corridor

We welcome you to explore the magic of Sunset Ridge Chalet (SRC). Ideally situated in the Hudson Valley/Berkshires cultural corridor, SRC offers unparalleled panoramic sunset views of the mountains and rights to Queechy Lake. On 7 private acres the Chalet offers the unique opportunity to disconnect from our busy lives and reconnect with ourselves, family, or friends. Imagine starting the day with sunrise yoga on the enormous mahogany deck and ending it with sunset cocktails on the same deck.

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Chalet in Otis

Gemiddelde beoordeling van 4,91 op 5, 65 recensies

Kayaks, Sauna & Family: Relax & Play

Join our unique Berkshire vacation experience, away from the hustle and bustle: 🌟Kayak & swim on the lake 🌟Boost wellness in our barrel Sauna 🌟Relax around the gas grill, pizza oven & firepit 🌟Minutes to restaurants & hiking 🌟Entertainment at Tanglewood (20 min) The newly designed light-filled interior offers comfort and style while being perfectly suited for children: 👉fully equipped kitchen (air-fryer, waffle maker, Nespresso) 👉home office (Fast Wifi) 👉arcade-style games and more

Chalet in Canaan

Gemiddelde beoordeling van 4,56 op 5, 68 recensies

R3Bliss - Estate with Hot Tub, Tennis Court & Pool

Welcome to Your Perfect Retreat Escape to a serene 15-acre estate in the heart of the Berkshires, where relaxation and renewal are effortless. Designed for peaceful getaways or intimate group retreats, this tranquil haven offers thoughtfully curated accommodations, Private tennis court and pool. Salt water hot tub. 4 bedrooms with queen beds, and expansive landscapes. Immerse yourself in nature, unwind, and gather with loved ones to create lasting memories in an unforgettable setting.

Superhost

Chalet in Great Barrington

Gemiddelde beoordeling van 4,85 op 5, 20 recensies

River Views, Screen Porch, Sun Deck, Fire Pit!

Conway House: Conway House: Brand New Contemporary Chalet with 3 Bedrooms, 2.5 baths and sparkling river views! Sleeps 6 (8 max). Screened porch, central AC, propane wood stove, 2 HDTVs, 2 car garage with direct entry, propane grill, outdoor seating with solo wood stove, high speed internet, good cell service, washer/dryer, whole-house water filter for clean drinkable water, decks with river views and plenty of outdoor seating! All linens included. Pets considered. No Smoking, please!

Chalet in Stephentown

Gemiddelde beoordeling van 5 op 5, 13 recensies

Ski Cottage in the Berkshire hills

Ten minutes from Jiminy Peak, but surrounded by woods. Perfect for a family ski getaway or a small group of friends, our cottage features a cathedral ceiling in the open living/dining area. There's a galley kitchen & a table for six. There are 3 bedrooms (two double, one twin), one full and one half bath. There's a washer dryer by the entryway and baseboard heating in every room. The nights are starry and tranquil, and the days reveal the beauty of the Berkshire mountains.

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Chalet in New Marlborough

Gemiddelde beoordeling van 4,92 op 5, 53 recensies

Modern Secluded Ski Chalet | 40 Acres | Family

Enjoy privacy at a cozy mountain home on 40 acres, minutes from ski resorts and shops. Floor-to-ceiling windows offer stunning views. This pet-free retreat is ideal for families seeking adventure & relaxation. Kids enjoy the playroom and outdoor space while parents relax in the jacuzzi tub or comfy living area. The fully stocked kitchen makes meal prep simple. Friendly local hosts provide restaurant tips, babysitter bookings and insider advice to enhance your stay.