Located on the picturesque mountainside of Jiminy Peak, our beautifully decorated, four year old condo provides a perfect location for year round activities.

Book now for an unforgettable Autumn and / or Holiday Season Kripalu close by, Shakespeare & Company, MassMoCA , Berkshire Theatre Festival, The Mahaiwe Theatre...

Three-room suite, with dedicated bathroom facilities, sleeps up to six, includes use of kitchen, on-site laundry, front porch and rear deck.

This is a beautiful, very spacious home with over 4000 sq. ft. Beautifully furnished and located in a quiet family friendly neighborhood.

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.

Charming 1880s farm house located on a quiet, lightly traveled street 3 blocks from the Williams College campus. This well-maintained home sleeps 5 upstairs in 2...

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

Situated at the end of a quite dead end street but just a 3 minute walk from the center of Lenox , this interior designer's home defines the 'best of both worlds'!

Built in the 1990's, it has a queen size bed in the open sleeping loft, and there's a roll-out twin size sleeping bed available.

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...

Berkshires - Jiminy Peak - year-round resort. 1 mile from slope during winter skiing. 20 minutes from all cultural events during summer.

1880's Stone cottage, sunny interior; newly renovated with new and antique furnishings, A/C. Brand new fully equipped kitchen and bathroom. Four blocks from campus;...

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,...

Our single-level townhome is located on the property of Jiminy Peak Mt. Resort within walking distance to the slopes, activities ctr., 3 restaurants, and The Country...

This charming log cabin in a forest/lake association in Becket has an open living room/kitchen combo with vaulted ceilings and skylights.

4 Season home in Lee, MA , In the Heart of the Berkshires Call for specials Immaculate, fully stocked house - perfect for an intimate family get-a-way, or a...