$10,350
Available: Right Now
Listed: 19/06/2024
Stockbridge, MA
Enjoy stylish and casual comfort in the perfect location to experience everything the Berkshires have to offer from this renovated 1880 Stockbridge beauty. It's hard to believe this very private, 3000+ sf, 4 bedroom, 3 and a half bath home is a strol...
$7,560
Available: Right Now
Listed: 18/06/2024
Stockbridge, MA
This 1900 farmhouse in the village of Stockbridge offers all the convenience of walking to restaurants, shops, the Red Lion Inn, the public tenniscourt, while providing a sense of privacy and serenity from its backyard views to the Berkshire Hill...
$12,210
Available: Right Now
Listed: 18/06/2024
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...
$6,900
Available: Right Now
Listed: 20/06/2024
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...
$32,550
Available: Right Now
Listed: 18/06/2024
Stockbridge, MA
Escape to the Berkshires and indulge in the ultimate experience at this luxurious 4-bedroom, 3.5-bathroom house. Situated on 22 acres of pristine land, this vacation rental offers unrivaled privacy and tranquility. Take a dip in the private pool, soa...
$9,750
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
Old meets new in this lovely cottage, a short walk to the Red Lion Inn. Lots of light, comfortable furniture, beautiful, fenced-in backyard with mountain views. Kitchen updated with Smeg refrigerator, gas stove, granite counters, hardwood floors thro...
$15,720
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
Summary:"Feels good staying here! We built this house with our own hands. We chose materials and a design that we loved and we think you will too! There are ash hardwood floors, custom white pine trim and mahogany decks. The interior has an open-...
$9,750
Available: Right Now
Listed: 19/06/2024
Stockbridge, MA
This 3 bedroom, 1 bathroom home of 1000 square feet with an additional 200 square foot screened in porch with a table for outdoor dining and lounge furniture. It is located in the prized, private, lakefront community of Beachwood in Stockbridge, MA. ...
$27,630
Available: Right Now
Listed: 18/06/2024
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...
$10,350
Available: Right Now
Listed: 19/06/2024
Stockbridge, MA
Modern family home moments from Tanglewood, the Stockbridge Bowl, the Norman Rockwell and Chesterwood Museums. Just a 10 minute drive to Lenox and only 3 miles from the center of Stockbridge with access to cafes and shops. Enjoy serene walks along Av...
$20,970
Available: Right Now
Listed: 19/06/2024
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 ...
$7,380
Available: Right Now
Listed: 20/06/2024
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...
$6,930
Available: Right Now
Listed: 20/06/2024
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...
$10,050
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
Blue House on the BendBuilt around 1820, the Blue House on the Bend, an historic eyebrow colonial located on an idyllic bend of the Housatonic river, has been updated and outfitted for modern day convenience but retains its charm and unique appea...
$24,000
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
The Front 5 Bedroom Norman Rockwell Feel Home offers a Living Room, Den, Fully Stocked Kitchen, lovely screened porch & outside gas grill on the main level. Upstairs are 5 bedrooms - Two Queen Bedrooms & One Full Bedroom share a large hallway bathroo...
$8,460
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
Summary:Beautifully renovated three bedroom in Stockbridge with a great layout and energy throughout the home. In addition to the large and very pretty screened in porch, there is a newly created area off the back that has pavers with a modern fi...
$14,220
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
This charming Berkshires estate consists of a beautiful main house, an ample separate recreation space, and a private pool area. Welcome to Rockspring! located in Stockbridge, your group will be surrounded by all of the area's natural beauty while en...
$8,250
Available: Right Now
Listed: 19/06/2024
Stockbridge, MA
Our home is nestled on 2.6 acres in the heart of the Berkshires! We are within 2 miles to Tanglewood & Kripalu while just minutes away from many local attractions! We are excited to be hosting short term guests again as we've had long term tenant...
$15,930
Available: Right Now
Listed: 15/06/2024
Stockbridge, MA
Prior guests of this charming house next to the forest trails have already reserved their return stay for next year to ensure its availability!Beautifully restored 1913 home features 3-season front porch for entertaining or relaxing, steps from L...
$8,970
Available: Right Now
Listed: 18/06/2024
Stockbridge, MA
My place is close to Stockbridge center, Berkshire Theaters, Great Barrington, Lenox, and the Berkshires in general - great views, the city center, art and culture. You’ll love my place because the view from our home looks down upon the Housatonic ri...
$10,770
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
Escape to the serene beauty of the Berkshires and stay at this bright and cozy 2-bed, 2-bath cabin! Nestled just a few steps from the Stockbridge Town Beach, the vacation rental is perfectly located for enjoying the area's top attractions, like lake ...
$12,000
Available: Right Now
Listed: 20/06/2024
Stockbridge, MA
Drive down our private road to find an adorable and spacious cottage, nestled on four secluded wooded acres, with every modern amenity including central air conditioning, Internet TV andWIFI.Added for2021 -Custom shed that serves as an office with di...