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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

The Goshen Glass Chalet

A vacation house furnished decorated 1 large master bedroom down stairs and full bathroom.2 bedrooms 1 full size bed upstairs & 2 twin size beds upstairs with a full bathroom bathroom .1 well stocked & equipped kitchen 1 large spacious combined living and a dining room with fireplace and large screened TV.A beautiful outdoor deck that sits 6 people for dining outside 1 screened in porch with a beautiful large patio with a barbecue & stunning woods view, 10 minute drive to Woodridge Lake.

Cheerful 3 bedroom with indoor fireplace.

Your family will be close to everything when you stay at this centrally-located place. The property is located less than a mile from the center of town which offers restaurants, shopping and a gym. The property is also within two miles of neighboring towns such as West Hartford and Hatford. Cigna and Aetna are also less than 2 miles from this location. Long stays are also welcomed. There are tourist attractions such as Talcott Mountain State Park, Mark Twain House other attractions.

Idyllic Berkshires Getaway

Secluded large ranch in the country on 8 acres with pastoral scenic views, only 7 minutes drive from the center of Great Barrington and Lake Mansfield Beach, 10 minutes to Ski Butternut, 12 minutes to Stockbridge, 20 minutes to Lenox and Tanglewood . Kids playroom and a spectacular jungle gym, perfect for entertaining inside by the fire or outside on the patio with the bbq with beautiful views surrounded by pine trees. Perfect for fall foliage, skiing, spring and summer!

Private vacation home, close to beach

Welcome the our new Airbnb where serenity & style come together. Enjoy this charming, cozy home. Upon entering, you'll feel immediately relaxed & on vacation. This home is filled with natural sunlight light, large kitchen, stocked with with gourmet cookware & utensils. Outside you'll hear the babbling brook river, private large yard that offers outside patio deck for dining, entertaining or cuddling up by the fire pit.

Luxury Lodge - 3 Fireplaces Mins to Ski & Town

Welcome to our cozy Berkshires retreat, located just a stone's throw away from downtown Great Barrington and minutes to ski slopes at Butternut! With three wood-burning fireplaces, this three-bedroom spacious and charming house is the perfect place to unwind after a day of exploring, eating, skiing, and everything else the Berkshires have to offer. We look forward to welcoming you and making your stay unforgettable!

Sunset Living

Relax with the whole family at this peaceful place to stay. Enjoy a soothing fire in this remarkable statement piece of a fireplace. The kitchen is the heart of a home and this one does not disappoint! *this property is a duplex that only owners sister occupies. (Completely separate entrance/ driveway and no access to main house) please call for more information!

Mid-Century Modern House - Ciela Haus

IG: @cielahaus A mid-century modern home with cathedral ceilings, carefully curated interiors and a warming indoor charcoal BBQ. It is the perfect getaway for a group of friends or family to explore the outdoors, farms, wineries or to simply enjoy tranquility. I hope you enjoy staying here as much as I loved renovating, curating and styling it!

Peaceful & Elegant home|Close to Yale and downtown

Dove Haven is a peaceful, light-filled retreat near Yale and downtown New Haven. Thoughtfully designed for comfort and calm, it features cozy interiors, fast WiFi, a fully equipped kitchen, and private parking. Perfect for getaways, work trips, or visiting the university — a soulful space to relax, recharge, and feel at home.