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Lake front retreat - Stylish Berkshire home
Experience total privacy at this beautiful mid-century home with 4 bedrooms on Long Bow Lake. Featuring stylish wood floors & modern design, the cozy dining room boasts a gas fireplace. This family-friendly getaway offers exclusive lake frontage, complete with a dock & 4 kayaks for endless adventures! Enjoy serene moments on the screened porch, fire up the Weber grill, or challenge each other to ping pong. Just 15 minutes from Downtown Lee, close to outlets, hiking trails, and Otis Ridge skiing!

Bright Stockbridge country home, near everything!
Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

Berkshire 4 season home
The house is located in the heart of the Berkshires. It's less than 10 miles from Tanglewood, Kripalu, Jacob's pillow Dance, Monument Mountain, Beartown state forest, Norman Rockwell Museum, Shakespeare & Co., Ski Butternut, Lee Prime outlets. Located 1.5 miles from the turnpike exit for easy travel, 3 miles from Laurel lake, walking distance to a public golf course and downtown Lee where you will find great restaurants. There is Cable internet that is fast and reliable if you have to work.

Brooksong, the perfect Berkshires getaway
Part of this bright, sprawling, five-acre property was built in 1866 as a schoolhouse. Its historic charm now includes all the updated comforts of home, in an idyllic country setting that's lovely in all seasons. Located a short drive from Jiminy Peak, Brooksong is perfect for a ski vacation and close to plenty of lakes for summer fun. With a pool table, fire pit, and play set for kids, this is the perfect place to recharge and have fun with the people you care about. Welcome to Brooksong!

Cantabile life in the Berkshires
Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!

Berkshire Lakefront House with Amazing Views
Enjoy the culture of the Berkshires & Hudson - 15 min from Tanglewood, Norman Rockwell Museum, Shakespeare & Co, PS21, McHaydn Theatre, Mount Greylock, Jiminy Peak Resort, zipline parks, Bousquet & more. Restaurants & market within driving distance and a membership-only beach within a short walk or drive. Great lake views with wrap-around porch. The lake is family-friendly. We welcome couples, solo adventurers, and families. Sorry, no "Group Bookings" - book & pay via one account only.

Cozy lakehouse
Relax with family or friends at this sweet cottage on Center Lake in the Berkshires. This lakeside cottage is charming and rustic. Enjoy a beautiful day on the lake swimming, fishing off the dock and kayaking. Grill dinner on your private deck and watch the stars come out in the evening Or enjoy all that the Berkshires have to offer, Jacob’s Pillow (15 min), Berkshire Theater (20 min), Tanglewood (30 min). There are plenty of nearby hiking trails and charming towns to explore.

Berkshire Getaway Ranch 3 acres + saltwater pool
Escape to the Berkshires in my cozy home sitting on 3 acres of land with in-ground saltwater pool. Enjoy the private, rural feel at this property with picturesque sunsets on the hills beyond. Under 5 min to Onota & Pontoosuc lakes, 15 min to Jiminy Peak & Bousquet ski resorts & a short drive to Lenox/Williamstown/North Adams. Light a fire in the living room & enjoy the ambiance of the vaulted wood ceilings & large picture windows framing views of the bucolic hills.

Beautiful family home, Hike, Fireplace, Sleeps 12
Voted by Airbnb guests as a top "Wish-listed family home" * A beautiful 5 bedroom post & beam house in the woods off the Appalachian trail. * Butternut ski Mountain 15 mins * Roaring fireplace & free firewood * Outdoor fire pit * Great Hikes from the house * Pets welcome * Fast Wifi - Fiber * Great Barrington 15 mins/ local shops * Kids activities at the house & area. * Jacobs Pillow & Tanglewood 20 mins * Fishing, kayaking & Swimming Lake 5 mins

Jaw dropping mountain & lake views
Curl up with a good book by the fire and gaze out at the dreamy picturesque mountain and lake views..... Or ski, swim, hike and enjoy so much more that the Berkshires has to offer in this centrally located Southern Berkshire county home. Private mountain top adventure awaits.. Centrally located in Southern Berkshire County: 10 minutes from Butternut ski, 20 minutes to Great Barrington, 25 minutes Stockbridge & Lenox and 2 ½ hours from NYC and Boston.

HOT TUB! Dog & Family Friendly in the Berkshires!
Secluded Berkshires Retreat! -Dog/s, Family Friendly cottage -Freshly painted & new floors for 2026! -Patio w/ Hot tub, fire pit, canoe use -Acre secluded lot -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway -Appalachian Trail hiking -Wineries/Breweries -Outlets/Small Shops -Master w/Queen -2nd bed with 1 Twin/Full Bunk -Full size pull out couch

Stylish Mid-century Modern Berkshires Cape
Stylish and design forward, yet entirely comfortable for families and kids. Fully renovated 4 bedroom, 2.5 bath home located in the heart of the Berkshires. Enjoy the large, sunny yard and deck with lots of seating and a large dining table - perfect for al fresco dinner and drinks! The house is decorated in mid century modern style with gorgeous design touches throughout!
Vinsæl þægindi fyrir gistingu í húsi sem Berkshire County hefur upp á að bjóða
Gisting í húsi með sundlaug

Hollywood Bungalow in the Berkshires #C0191633410

Berkshire Vacation Home in Lee

Stunning luxury home with pool

The Catamount Ski Haus with Pool & Hot Tub

Private Country Estate | Heated Pool, Sleeps 20

Modern Log Cabin w/Pool & Views By Evergreen Home

Pool & Hot Tub Escape • Hudson Valley-Berkshires

Fall Foliage @ The Barrington House: GB
Vikulöng gisting í húsi

Steps to MoCA private house + SAUNA!

Idyllic family retreat - spacious lake home,

The old sawmill from 1771

Prime location for the best of the Berkshires

Forest Hollow | Waterfront • Kayaks • Wood Stove

Berkshires-Enjoy The Peak, private home

Sun-filled, Charming Stockbridge Classic- In Town!

Never too early to book for the Holidays & NYE!
Gisting í einkahúsi

Secluded Chic Mountain Chalet near Tanglewood

Waterfront oasis in heart of Berkshires

Fall Foliage Lakefront Retreat - Berkshires

Family friendly house with fenced yard & fire pit

The Berkshire Quintessential Cape downtown Lenox

Secluded Family Home in Serene Stockbridge Woods

Berkshires Retreat | Fall Foliage | Fenced Yard

Seekonk Hill
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- Gisting í húsi Massachusetts
- Gisting í húsi Bandaríkin
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Júní Búgarður
- Catamount Mountain Skíðasvæði
- Butternut Ski Area og Tubing Center
- Taconic State Park
- John Boyd Thacher ríkisvíddi
- Kent Falls State Park
- Bash Bish Falls ríkisvættur
- Bousquet fjallaskíðasvæði
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham víngerð
- Ski Sundown
- Rensselaer Polytechnic Institute
- Naumkeag
- Háskólinn í Massachusetts Amherst
- MVP Arena
- Poets' Walk Park
- New York State Museum
- Opus 40
- Norman Rockwell safn
- Massachusetts samtímalistasafn
- Dægrastytting Berkshire County
- Dægrastytting Massachusetts
- Menningarferðir Massachusetts
- Útivist Massachusetts
- Listanámskeið Massachusetts
- Matarferðir Massachusetts
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- Vatnaíþróttir Massachusetts
- Dýralíf Massachusetts
- Dægrastytting Bandaríkin
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