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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

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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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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. /\

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Tranquility Glade - Tanglewood in minutes

Brand new renovated & back on Airbnb after 6 years! In a secluded woodland setting, this 2023 completely renovated contemporary chalet, set on 5.5 acres, only 7 minutes from Tanglewood and 1 mile to quaint West Stockbridge (and its famous coffee roaster). Open floor plan flooded with natural light, spectacular fieldstone fireplace, cathedral ceilings, skylights. All new stylish furniture & artwork. New European galley kitchen. Revel in the peaceful forest environment that is Tranquility Glade.

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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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Lake, Kayaks & Sauna - Family & Wellness

Join our unique Berkshire vacation experience, away from the hustle and bustle: 🌟Kayak & swim on the lake 🌟Boost your wellness in our barrel Sauna 🌟Relax around the gas grill, pizza oven & firepit 🌟Minutes to restaurant & hiking 🌟Have fun 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 (1Gbps Wifi) 👉arcade-style games and more.

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SRC-Hudson Valley/Berkshires Cultural Corridor

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

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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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Modern A-Frame in the Woods with Wonderful Views

Walk to Lenox & enjoy a peaceful place w/ high ceilings, lots of natural light, a wood stove and a bright open layout. The 1st fl. is mobility friendly & perfect for elderly guests - 3 bedrooms, 3 bathrooms and modest large kitchen. The cabin is contemporary & *fully furnished* incl. outdoor furniture. Yogis, music and nature lovers - you are steps away from Kennedy Park & Under-mountain Horse Farm. In close proximity to Tanglewood & Kripalu. Kid & Dog friendly.

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Berkshire Mountains Private Retreat

Our modern, newly renovated A frame chalet is a tranquil, relaxing sanctuary. Located behind a private gate, nestled within 14 acres of woods atop a forested mountain, located 15 minutes from great skiing, dining, and cultural attractions, our home is the perfect getaway. Easy access to Lenox, Great Barrington and Stockbridge. No children under 10. Available November 11 thru May 1 No pet policy, unless stays are 30 days or more , available for 1-6 months stays.

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Updated Berkshires Chalet Mins to Tanglewood/Lenox

Our place is 4 miles to Tanglewood, and very close to Berkshire Attractions, Skiing, Swimming / Boating, hiking, Summer Theater, Restaurants. Easy On/Off Mass Pike & Taconic Parkway. You’ll love our place because it's newly renovated, open concept two story great room - new kitchen with soapstone counters and SS appliances, screened porch for relaxing in the summer, central A/C, Beautiful secluded grounds. 7 person covered outdoor hot tub; Water Filtration System.

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Modern & Secluded on 40 Acres - Fast Wi-fi

Total privacy and beautiful mountain views, set on 40 acres, floor-to-ceiling windows, wrap-around deck with table, and chairs. You can't see any other houses and they can't see you. 20ish min to Butternut and Catamount Ski 10-15 min to Restaurants and Shops Great outdoor space. 2 large TVs with Direct TV, Netflix, Amazon. Wifi throughout. Whirlpool bath. On-property hiking trails. ***VIDEO (copy and paste) https://rb.gy/29we4t***

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The Millhouse

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Mid-Century Glass Octagon in the Berkshires

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Modern & Secluded on 40 Acres - Fast Wi-fi

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Cozy French Country chalet

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Swiss Chalet Style Timberframe Home in Berkshires

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Ski Cottage in the Berkshire hills

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Tranquility Glade - Tanglewood in minutes

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Waterfront lakehouse in Berkshires

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