Walk to downtown Great Barrington, hike the Appalachian Trail or kayak on the Housatonic River from this Historic Wyantenuck Cottage.

Dramatically designed and decorated, open floor-plan, very bright home surrounded by Nature Conservancy lands, creating complete privacy.

Beautifully furnished secluded hilltop Adirondack-style carriage house amidst 100 ft pines. 5 minutes (1 mile) from downtown Great Barrington, 20 minutes to...

Great Barrington - New contemporary with 20 foot ceilings, all glass log home any season rental. Newly constructed, well furnished 4 bedroom, 3 bathrooms on 12...

A charming 3-bedroom contemporary on one-acre property in lovely residential area of Great Barrington. The house has a screened porch that is perfect for enjoying...

Tastefully & comfortably furnished. Sparkling, spacious, sun-filled & private woods & landscaped lawns (front/back) --1.5 mi.

A private and centrally situated apartment suite for your Berkshire respite offers relaxation in an area filled with cultural activities:Tanglewood, Jacobs Pillow,...

This property is nestled on 5 acres yet is less than 5 minutes from downtown Gt. Barrington in the heart of the Berkshires. This beautiful home has wonderful...

Cedar house in wooded area on a pristine lake in the Berkshires. Relax and enjoy the view from your deck or dock. Fish from the dock or take the boat out onto the...

CHARMING house by the lake and just 5 min to Ski Butternut,20 minutes to culture( Tanglewood, Stockbridge Theater,Jacob' Pillow Dance)10 min to downtn Gt Barrington.

Our historic eclectic home is midway between Great Barrington and West Stockbridge. We enjoy beautiful gardens and sweeping lawns.

You will enjoy our fully equipped and beautifully furnished one bedroom, one bath apartment on the second floor of a turn of the century building in Great...

4+ acres, very private, well back from road. Three large, bright and airy bedrooms, master bath, 2 additional full baths, beautiful gourmet kitchen, separate dining...

Spend your summer on Lake Buel without a care in the world. Sparkling new home near Lake Buel with your own dock (pictured) in a peaceful lakefront setting.

Cozy, beautifully furnished, converted 18th Century barn, surrounded by one of the most beautiful gardens in the Berkshires. The 20x30 foot great room with cathedral...

Great Barrington 3 season rental. Newly constructed (2004), well-furnished 4 bedroom, 3 1/2 bath home on 10 acres. 2 master suites: one on 1st floor with its own...

Relax in this house on the hill in Great Barrington where you can walk to town or Lake Mansfeild. Both are less than three blocks away.

The year-round cottage is comfortably furnished, and has cotton bed linens and down comforters, and a fully equipped kitchen.

Located in a wooded area overlooking a pristine lake, this woodsy style contemporary is a sportsmans paradise. It's a short drive to skiing (Jiminy Peak,...

Combine the cultural and natural wonders of the Berkshires by vacationing in this charming, original knotty pine cottage a short walk to swimming and boating on...