$4,500
Available: Right Now
Listed: 11/05/2024
Lenox, MA
Two bedroom, two bathroom condominium in a two family house located in one of Lenox’s most convenient and quiet neighborhoods. Leave your car in the driveway and walk to everything Lenox has to offer! On the first floor is a comfortable living room w...
$15,750
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Hello hip, glamping cabin! Our 2 bedroom 1.5 bath cottage has been fully remodeled. The decor is chic & bohemian cool! Enjoy the large yard & sunny deck. Fieldstone fireplace w/ vaulted ceilings & skylights. The cottage has beautiful pine throughout ...
$28,000
Available: Right Now
Listed: 09/05/2024
41 Webster Road, Tyringham, MA 01264, USA
Tyringham valley estate. Sitting high above the valley, a magical home where family and friends can unwind and enjoy the slower pace of summer. This gracious home offers large gathering spaces indoors and out. From the generous double living r...
$8,850
Available: Right Now
Listed: 11/05/2024
Lee, MA
Wifi service The current carrier, Spectrum provides broadband internet at the maximum download speed available in the area - 100 Mbps. It supports streaming, video conference calls, and multiple users.Three bedrooms, 2 bath home sleeps...
$26,370
Available: Right Now
Listed: 11/05/2024
Lenox, MA
Fully renovated and decor updated in 2024! 8 acre property, shared with one carriage house not rented, with amazing views of October Mountain and one mile from Lenox Center. 1.5 miles from Tanglewood. The property features so much, pool, chess set, s...
$12,210
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Berkshire Retreat - A stone's throw to downtown LenoxOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Privacy and peace abound in this beautiful Stockbridg...
$22,470
Available: Right Now
Listed: 10/05/2024
Lee, MA
This 4 bedroom, 6 bath home takes advantage of its prime location on Laurel Lake, offering breathtaking waterfront views from every room and featuring a long list of amenities for a relaxing stay during any season, including ensuite bathrooms for eve...
$15,600
Available: Right Now
Listed: 11/05/2024
Stockbridge, MA
Absolutely stunning 2018 build less than 1 mile from downtown Stockbridge and an 8 minute drive to Ski Butternut and downtown Great Barrington. This 3 bedroom 3.5 bath is tucked away on a private road with one acre of peace and quiet. The grounds are...
$22,680
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and blackberry patch surrounded by 25 acres of woods. Walking paths reveal rocky knolls and paths circling through pine and maple tree...
$7,170
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Cozy cabin located in the popular Beachwood community which is 2 miles from Tanglewood on Stockbridge Bowl, close to Kripalu, Lenox, Stockbridge, restaurants, hiking and everything else in the Berkshires. Large open yard, good size bedrooms and spaci...
$17,700
Available: Right Now
Listed: 11/05/2024
Stockbridge, MA
In the heart of Stockbridge, Massachusetts, the rectory at St. Joseph's Church offers guests a truly divine retreat. This historic gem has been transformed into an exquisite short-term lodging, inviting you to experience a blend of timeless elegance ...
$5,670
Available: Right Now
Listed: 10/05/2024
Lee, MA
Summary:The Natural Beauty of the BerkshiresVacations in the Berkshires are the stuff of Norman Rockwell paintings. But families don’t need to stay picture-perfect to have a great time hiking, skiing, boating, rafting, or enjoying fall foliag...
$4,500
Available: Right Now
Listed: 11/05/2024
Lee, MA
Welcome to Lee Massachusettes! Located in the heart of the Berkshires, just 15 minutes to Tanglewood, 15 minutes to Jacob's Pillow, and less than 10 minutes to Lenox and Shakespear Theater. Truly the center of activities. You'll love this walk to tow...
$29,970
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
The Taggart House is an grand estate in the heart of The Berkshires. The property is a 5-minute walk to the center of Stockbridge, yet quietly situated on 3 manicured acres along the Housatonic River. The Taggart House was constructed in 1850 by note...
$6,480
Available: Right Now
Listed: 11/05/2024
Lenox, MA
This beautifully furnished, well-located Lenox home has a brand new kitchen ! Central Air Conditioning, a King bed in both the Master bedroom and one of the guest rooms. 2 twin beds in the third bedroom. All linens and towels provided. They are 100% ...
$10,740
Available: Right Now
Listed: 10/05/2024
Lee, MA
This spacious, sunny condo at Foxhollow on the Lenox/Lee border is perfectly situated for you to enjoy the natural beauty and many cultural attractions of the Berkshires. With sweeping views of Laurel Lake and October Mountain, this two-floor, 4 BR u...
$7,110
Available: Right Now
Listed: 10/05/2024
Tyringham, MA, 01264
The LOFT is a unique private large 690 s.f. modern cabin like structure with great forest and garden views and access to our own private beach on this clean beautiful mountain lake , goose pond. The area is spectacular. Location ...
$4,950
Available: Right Now
Listed: 10/05/2024
Lee, MA
Enjoy the tranquility and comfort of a four-season country getaway. This newly renovated luxury vacation rental is housed in a 200 year old Carriage House situated on 32 pastoral acres with total privacy and separate entrance. Tucked away between Len...
$9,390
Available: Right Now
Listed: 10/05/2024
Washington, MA
Beautiful house in rural northern Berkshire County. Property sits on 8 acres of land, 4 acres mowed and maintained. Two 1200 square foot barns. In ground swimming pool. 4 bedrooms, 1 bath. Fenced in area for pets. Fully furnished. There is a finished...
$9,090
Available: Right Now
Listed: 10/05/2024
Tyringham, MA, 01264
This turn of the century cottage is located on a 130 acre farm, it has total privacy and beautiful surrounding. The house is stocked with linens. Three and a half baths, three full bedrooms, kitchen, living room, dining room, screened in porch, a dec...
$10,260
Available: Right Now
Listed: 11/05/2024
Lee, MA
Country CharmerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Providing the perfect family-friendly getaway, this large home boasts enough room for every...
$3,750
Available: Right Now
Listed: 11/05/2024
Lee, MA
Available for the last week of July. 320 beautiful acres at the foot or Beartown State Forest, Oak 'n Spruce offers plenty of ways to keep busy, including an indoor and two outdoor pools, a well-equipped fitness center with indoor sauna, plus indoor ...