Mga matutuluyang bakasyunang chalet sa Berkshire County

Maghanap at mag‑book ng mga natatanging chalet sa Airbnb

Mga nangungunang matutuluyang chalet sa Berkshire County

Sumasang‑ayon ang mga bisita: may mataas na rating ang mga chalet na ito dahil sa lokasyon, kalinisan, at marami pang iba.

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Paborito ng bisita

Chalet sa Otis

4.95 sa 5 na average na rating, 446 review

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

Nangungunang paborito ng bisita

Chalet sa Great Barrington

4.96 sa 5 na average na rating, 78 review

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.

Superhost

Chalet sa Lenox

4.85 sa 5 na average na rating, 33 review

Cozy Winter Chalet I Close to Ski & Downtown Lenox

Your Modern Berkshires Winter Escape Elegant, light-filled chalet beside Kennedy Park. Sleek design meets comfort with a mesmerizing view, spacious living room, and a serene garden. Main suite upstairs with bath and comfy sitting area; downstairs features a queen room, twin ensuite, and cozy TV lounge. Perfect stylish Berkshires retreat for intergenerational families. Minutes to Lenox dining, Butternut & Bousquet skiing— games, ping pong and top-tier destinations minutes away. Healthy fam fun!

Nangungunang paborito ng bisita

Chalet sa Averill Park

4.97 sa 5 na average na rating, 87 review

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 sa West Stockbridge

4.95 sa 5 na average na rating, 42 review

Secluded Mountain Home 7min from Great Barringtom

Sunlight filled, 3 Bed, 2.5 bath, modern, open-plan home in a quiet mountainside location, only 7 min from Great Barrington, 13 min to Lenox & Tanglewood. Cathedral ceilings, modernly furnished, well equipped kitchen with dining for 10. Enjoy mountain views with endless windows, screened porch and deck sitting with the trees. Fire pit for s'mores. Embrace the outdoors in any season - with apple picking, leaf peeping, skiing, sledding, spas, shopping, swimming, hiking etc., all 10 min drive.

Chalet sa East Chatham

4.85 sa 5 na average na rating, 27 review

Berkshires Vacation Home 6BR, 4 ski mtns, hot tub

A getaway at the edge of the Berkshires - family friendly, 4 ski mountains nearby, hot tub, charming towns, fireplace, expansive deck, sunset views, private in-ground pool, BBQ, secluded, wooded, nearby lakes, hiking, Tanglewood for summer music and performance festivals. We've set up this vacation home for ourselves to enjoy, so you know we've put our hearts into it and are excited for you to create memories for a lifetime. The home is set up beautifully for families and groups of friends.

Nangungunang paborito ng bisita

Chalet sa Monterey

4.98 sa 5 na average na rating, 90 review

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!

Paborito ng bisita

Chalet sa Otis

4.9 sa 5 na average na rating, 79 review

Thrill & Chill: Ski & Sauna in Winter Wonderland

Join our unique Berkshire vacation experience, away from the hustle and bustle: ❄️Minutes to ski (Otis Ridge), 20 min to Butternut ❄️Boost your wellness in the barrel sauna ❄️Relax around the gas fireplace ❄️Binge your fav show on the 80” TV ❄️Min. to restaurant & snow shoeing 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

Nangungunang paborito ng bisita

Chalet sa Canaan

5 sa 5 na average na rating, 16 review

SRC-Hudson Valley/Berkshires Cultural Corridor

[Notice: from December 1 -March 31 annually Sunset Ridge will only be available to renters who have winter tires on their vehicles]. 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. 7 private acres offers the unique opportunity to disconnect from our busy lives and reconnect with ourselves, family, or friends.

Superhost

Chalet sa Great Barrington

4.85 sa 5 na average na rating, 20 review

Lowest Rates for Fall + Ski Chalet!

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!

Paborito ng bisita

Chalet sa Monterey

4.92 sa 5 na average na rating, 13 review

Escape Lux Ski Chalet on Lake w/HotTub Sauna by GB

Newly Renovated Berkshires chalet with HOT TUB & Sauna, Pet friendly, 5BR 4 full bath on Lake Garfield 5 min to Ski Butternut, 15 min to Ski Catamount, 15 min Great Barrington dining /shops. Spacious, family-friendly home sleeps 14 with 2 living rooms, out door hot tub for 6, indoor infrared sauna, wood fireplace, BBQ, Solo fire pit sitting 6, fenced yard, decks, and 2 kayaks. Short walk to lake beach. Perfect for ski trips, lake stays, and group and family getaways.

Paborito ng bisita

Chalet sa New Marlborough

4.93 sa 5 na average na rating, 55 review

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.