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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

Beautiful Artsy Studio w/Fireplace - Pet-Friendly!

Welcome to the Artsy Studio at Culbertson House, a unique studio apartment with historic charm in a beautiful setting. The place features a big, romantic stone fireplace, wooden floors and walls, tasteful, comfortable furnishings, plentiful art and tasteful, artsy decor, full kitchen, 55" TV, and a deliciously comfortable king-size bed, all in a private yet convenient location. Bring your fuzzy friends with you as we are always pet-friendly! Skiing and ice skating are only five minutes away!

Carriage Barn - Marlboro

Our place is within easy reach of Mt Snow, Carinthia, Marlboro Music Festival, and the super sweet town of Brattleboro. The 2-level apartment is entirely private and self-contained. Bonus offerings include an abundance of fresh country air and proximity to miles of woods trails. It's ideal for couples, solo travelers, and it's pet-friendly too. A short walk through the woods brings you to a spring-fed lake that is quiet and pristine. Winter, spring, summer, fall. Each season has its own magic.

Cozy Lakeside Tiny Home, Near Skiing

Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store, located 5 minutes away, will make you fresh egg sandwiches, pastries, and coffee. For lunch, come in and get fresh made subs or our famous brick oven pizza slices. A perfect getaway for couples, friends, or family in every season. Enjoy kayaking, fishing, ice skating and boating on serene Sadawga Lake. It's a quick drive to skiing at Mount Snow, shopping and dining in Wilmington, and direct access to the VAST trail.

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Gorgeous Getaway

Brand new construction and state of the art styling makes this 1st floor apartment a one of a kind masterpiece. Every detail has been meticulously planned to ensure your visit is one you will remember! Just minutes from downtown Northampton, this gorgeous apartment offers a spacious king size bedroom with a private bath featuring a beautifully tiled walk-in shower, a second queen size bedroom, a stunning kitchen with quartz countertops and a beautiful living room with a flameless fireplace.

Breezy Acres

Take it easy at this unique and tranquil getaway on 40 acres atop a mountain in the Berkshires of Western Massachusetts. With strong WiFi and central heat/ac, large covered and uncovered porches, indoor and outdoor fireplaces, and views on all sides, you can be just as content staying at the house as you could be hiking or kayaking at Pelham Lake Park, whitewater rafting or skiing in Charlemont, or exploring the vast arts and music scenes in nearby areas. Just miles from Vermont as well!

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Silver Brook Cabin

Waterfront setting in a relaxing, but convenient, location in southeastern Vermont. Photos and captions do the best job of describing our cabin, adjacent brook, and very nearby Green River with its covered bridge and swimming holes. The cabin is 20 minutes from Brattleboro with its many restaurants, shops, movie theater, and galleries. Not only is the immediate area wonderful for swimming, biking, and hiking, you can also simply relax with a good book or two.