$36,000
Available: Right Now
Listed: 06/05/2024
Lenox, MA
This Modern Farmhouse has been lovingly updated and impressively furnished with careful thought and no expense spared. The home is spacious enough to host the whole family while still providing room to wind down, evoking a haven of relaxation. Many r...
$9,000
Available: Right Now
Listed: 04/05/2024
Lenox, MA
This 3-bedroom townhome is perfect for your escape to Lenox. Nestled in the heart of the town, this charming property offers a delightful stay for guests. With 2 queen beds and 1 twin bed and walking closets, you'll find comfortable accommodations fo...
$77,385
Available: Right Now
Listed: 09/05/2024
107 Yokun Avenue, Lenox, MA 01242, USA
The Winthrop Estate is a registered Great Estate built in 1875 for Henri Braem, US Ambassador to Denmark and Partner in Cunard Steamship Lines, famous for the ultra-luxurious Queen Mary ship line among others. Braem sold the property to the Winthrop ...
$89,550
Available: Right Now
Listed: 10/05/2024
Lenox, MA
The Kemble Berkshires is a registered Great Estate built in the 1880s for a U.S. Secretary of State and New Jersey State Senator - now newly renovated by Shared Estates with bright minimalist finishes and world-class amenities. The property has manic...
$8,250
Available: Right Now
Listed: 06/05/2024
Lenox, MA
A peaceful retreat with a timeless aura, this revamped 19th-century home is brimming with old-school charm–combining colonial-style architecture with a contemporary design. Nestled on a sprawling 8712 sq. ft. lot, our 4-bed home provides ample space ...
$8,970
Available: Right Now
Listed: 04/05/2024
Stockbridge, MA
Bright, charming, perfect summer vacation home built in 1832 in Norman Rockwell's Stockbridge. Two outside decks, fire pit, inside porch with skylights, 3-4 bedrooms. Pet friendly, good air conditioning, hardwood floors in bedrooms. Easy walking ...
$9,540
Available: Right Now
Listed: 10/05/2024
Lee, MA, 01260
This is the perfect villa for your group! Enjoy an awesome location and access to a number of exciting amenities including a fitness center, 2 pools, a hot tub, dining options on-site, and an 18-hole mini golf course when you stay in our villa! Locat...
$9,420
Available: Right Now
Listed: 10/05/2024
Lenox, MA
This 4 bedroom spacious home sits on a quiet cul-de-sac beneath October Mountain, with a picturesque back yard complete with in-ground pool. The property abuts a 10-acre “meditation meadow” for all-season enjoyment. Just 10 minutes to downtown Lenox ...
$12,060
Available: Right Now
Listed: 06/05/2024
Lenox, MA
Summary:This two story lake home has all the room needed for you and your guests to experience the serenity of lake living. After a full day on the lake or experiencing the Berkshires, you can snuggle by the wood burning fireplace or gather on th...
$4,440
Available: Right Now
Listed: 10/05/2024
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...
$7,170
Available: Right Now
Listed: 10/05/2024
Lee, MA
We're located in the beautiful Berkshire Mountains of western Massachusetts, a regional center for performing and visual arts. Enjoy its many festivals and live theater, museums, beautiful scenery and rural New England charm. The 2BR unit features (2...
$7,950
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Escape to a lake retreat with this 3-bedroom, 1-bathroom vacation rental home in Stockbridge. Stockbridge Bowl's grassy beach is just a short walk away, promising days of fun boating, swimming, and kayaking on the water. For entertainment on dry land...
$7,800
Available: Right Now
Listed: 10/05/2024
Lenox, MA
This fully private 3-bedroom, 2.5-bath house is nestled in the heart of historic downtown Lenox - central to all the attractions in the Berkshires, including world-class arts and culture, outdoor recreation, museums, shops, and restaurants! Newly des...
$14,910
Available: Right Now
Listed: 06/05/2024
Lenox, MA
Newly Renovated for 2023 Cape Cod Style,4BR, 4BA,sleeps10-12.New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 wood burning fireplaces, large deck with 8-person hot tub and super seating for beautiful sunsets, ...
$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 ...
$8,970
Available: Right Now
Listed: 06/05/2024
Lenox, MA
Step back in time within this striking 1900s Colonial-style home, a mere 7-10 minute walk from Lenox’s charming downtown. Beyond the handsome façade of this multi-story 3-bedroom abode lies a beautifully manicured garden, a spacious patio perfect for...
$23,700
Available: Right Now
Listed: 06/05/2024
Lenox, MA
A private retreat in Berkshires set on 5 acres in prime location in Lenox - our all-season property offers secluded luxury whilst offering close proximity to Tanglewood, Ski slopes, hiking trails, Lakes, the historic town of Lenox and other Berkshire...
$9,990
Available: Right Now
Listed: 06/05/2024
Lenox, MA
Hydrangea hill - It doesn't get much better than this for style and proximity. Hydrangea Hill (circa, 1898) is located on a quiet street less than a half-mile walking distance to downtown Lenox, and only two miles to Tanglewood's main entrance...
$12,000
Available: Right Now
Listed: 10/05/2024
Lee, MA
Our completely renovated farmhouse is set upon a hilltop overlooking downtown Lee. It is a perfect spot for culture, sports, relaxation, holidays and gatherings with family and friends. Take in the mountain / town views from the front wrap-around...
$20,310
Available: Right Now
Listed: 07/05/2024
Stockbridge, MA
*** We also have 27 5-star reviews on airbnb ***Private Forest Setting | Heart of the Berkshires | Mins to Stockbridge, Lenox+GB | Kids Area | OfficeSpacious | Modern | Colorful | Private | Cozy | Warm | Open | Inviting | Secluded | Na...
$11,850
Available: Right Now
Listed: 10/05/2024
Stockbridge, MA
Summary:Classic Southern Berkshire escape, built in the early 1900s by a cartographer for the NY Times. The home boasts a living room sized for entertaining, a separate library and an additional sitting space. The wood burning fireplaces in the l...
$18,870
Available: Right Now
Listed: 07/05/2024
Lenox, MA
Ideally located in the heart of the Berkshires on one acre of lovely private land, this five bedroom home offers a peaceful retreat. Just a few minutes walk to the Lenox town center and 2 miles to Tanglewood. This tastefully decorated home has been r...