Come and enjoy the many adventures and activities that The Berkshires in Massachusetts has to offer. This cute 2 bedroom ranch is located in the quaint town of Adams at the base of Mt. Greylock....
Welcome to Greenwood Gables, a one-of-a-kind Berkshires retreat for large groups & family getawaysOriginally built in the 1960s as a community church, our beautifully reimagined home offers 6...
Catch your breath...and let nature take it away again... Private and serene, our beautiful lakefront home is your idyllic retreat nestled among the rolling hills and breathtaking forests of the...
Light and bright defines the newly renovated cabin boasting spectacular wood throughout and freshly decorated rooms. Radiant heated marble tiles offer cozy warmth during cooler moments as guests...
Newly Renovated Berkshires home on 10 acres of private land. Immerse yourself in nature and explore the property in all seasons. Accommodating 10-12 comfortably, with 4BR, 3 full bath, wood...
The Yellow House in the Berkshires is the perfect place for a getaway, just 2. 5 hours from NYC and 2 hours from Boston. This historic small town offers many activities including Jacob's Pillow,...
The cabin on Florida Mountain has a covered porch and a south facing terrace providing ample outdoor space in complete privacy. While staying in untouched nature with unlimited access to hiking...
Prepare for your Western Massachusetts lake escape by booking this welcoming 1-bathroom studio cottage in East Otis! Located on Kibbe Point on the Otis Reservoir, this vacation rental offers an...
Recently built 4-bedroom, 3-bathroom Cape Cod style house set apart from neighbors. Very close to Norman Rockwell museum, a fast drive to Tanglewood. Ideal location. Air conditioning throughout....
Built in 1903, this updated and yet stunning example of Victorian craftsmanship is a perfect place for family and friends looking to find an easy getaway in the Berkshires. The interior is sunny,...
Lindal Home | 5 Mi to the Appalachian Trail | Near Ski ResortsTucked into the peaceful winter landscapes of Hinsdale, MA, this inviting 3-bedroom, 3-bathroom vacation rental home is an ideal cold-...
Conway House sits overlooking the sparkling Housatonic River, with vast views. This newly built (2021) contemporary chalet style house has much to offer, from style to amenities, and a great year-...
Escape to the Berkshires and enjoy this beautiful rustic barn home set on 7+ private acres overlooking Beaver Pond. The property offers both privacy and endless opportunities to enjoy nature....
This meticulously cared for home is just ideal for year-round or vacation living. Enjoy the private screen porch on summer nights or soak in the sun on the wrap around deck. Take a leisurely boat...
The Edith Wharton Room offers a refined and elegant retreat inspired by classic charm and modern comfort. This beautifully designed room features a queen bed, an en-suite bathroom, and free Wi-Fi,...
Recently renovated home in the exclusive Lake Buel community very close to the Appalachian Trail, Butternut Ski Area, Downtown Great Barrington, Tanglewood, Kripalu, The Norman Rockwell museum and...
Get carried away to this quaint 3-bedroom, 1-bath vacation rental in beautiful Monterey, Massachusetts. Surrounded by scenic landscapes, this cozy cottage is the perfect place to rest and recharge....
Comfortably sleeping 6 with a large yard, screened in porch, and newly renovated bathroom, this charming 3-bedroom house is perfect for families looking for fun and adventure in the beautiful...
A 3-bedroom lakefront cottage. Knotty pine interior with ample frontage on Big Pond. Dock available on property May - Sept. Feel free to bring your own, boats.Minimum stays:* September - May, 2...
Waterfront Yard | Furnished Sunroom | Boat Dock | Beach Gear ProvidedNestled in the serene town of Pittsfield, 'Pontoosuc Shores' awaits your next lakefront getaway. This classic 4-bedroom,...
Evergreen Home Vacation Rentals invites you to this charming 3-bedroom, 2-bath ranch, perfect for comfortable one-level living. Relax in the sun-filled porch or unwind in the private hot tub. The...
A romantic weekend away! Featuring a fire place and hot tub. Enjoy our charming, king sized, super comfy 1-bedroom custom apartment in Sandisfield. Nestled in the beautiful Berkshire county a...
This lovely home is located in a quiet corner of the northern Berkshires. It is located just over a mile from beautiful Tannery Falls in the Savoy State forest. It is a good home base from which to...
Welcome to Copper Kettle Farm by AvantStay, a newly renovated farmhouse retreat set across 52 sweeping acres in southern Berkshire County. Designed for restorative escapes and joyful gatherings,...
Renovated 2 bedroom (1 queen, 1 full) 2 bath 2nd floor apartment (stairs).Small kitchen w/refrigerator, 2 burner hotplate, microwave & washer/dryer. Open living/dining area with beamed ceilings &...
