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Restored 1735 Granary I King Bed + Views & Pool
Restored 1735 granary on a peaceful Berkshires farmhouse compound. With 15-ft vaulted ceilings, original wide-plank floors, and mountain views, this design-forward retreat blends rustic charm with modern ease. Features a king bedroom, eat-in kitchen, and bathroom with soaking tub + standing shower. Centrally located in the Berkshires and just minutes to Lenox and Tanglewood. A quiet, light-filled space perfect for couples, creatives, and anyone seeking rest, reflection, and connection to nature.

Cabin in the woods w cedar Hot Tub + private pond
The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

Mid-Century Glass Octagon in the Berkshires
This architectural gem with wrap-around glass windows welcomes guests with its uniquely-designed, informal interior set on 7 private woodland acres. Cozy up around the wood-burning fireplace with floor to ceiling windows as a backdrop, or sit on the expansive deck around the firepit gazing at the stars. Use as a home base for the wonderful cultural and outdoor activities in the area, or enjoy nature in luxury without ever leaving home. *Book midweek for discounted rates IG@midcenturyoctagon

Barn Stay at Shadowbrook Farm
Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

Net Zero home with rustic Berkshire charm
Be a part of the solution in our centrally located solar home that sits on a safe and quiet street just a walk, ride, or drive from downtown Pittsfield! Warm up your day on the screened-in sun porch. Warm up your toes on the heated tile floors! Enjoy custom concrete counters and wood floors in this open kitchen concept. Grill out on the rear patio while your dogs roam in the enclosed backyard. Hiking trails abound and playgrounds are just a stroll away. We are emissions free! How cool is that?!

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

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!

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

The Hobbit House at June Farms
Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Scottish highland cows, Gloucestershire spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

Steps to MoCA: 2bd + SAUNA!
Enjoy peak autumn foliage in the Berkshires—now through early November! A spacious, private two-bedroom at the Small Mansion of Chase Hill Estate in North Adams. Just 3 minutes to MASS MoCA, 5 minutes to downtown restaurants, and 10 minutes to Williams College or The Clark. Whimsically restored (yes—fast Wi-Fi & great water pressure!) and part of @chasehillartistretreat. ✨ Your stay supports pro bono residencies for refugee & immigrant artists.

Cute Cozy Comfy Cottage in the Berkshires
A cute cozy cottage sleeps 4 comfortably. One queensize bed and 1 pull out couch.. Dog friendly for up to 2 dogs at $100 per dog. My cottage sits on 13 privately owned acres. Partially fenced in 3 miles down the road from Jiminy Peak ski resort & summer activities and a short drive to Ramblewild adventure park. Hiking, boating, museums, shopping, restaurants- all sorts of activities in the Berkshires. Two minute ride to Bloom Meadows!
Kumditajiet popolari għall-postijiet b'fossa tan-nar għall-kiri qrib Jiminy Peak Mountain Resort
Djar b'fossa għan-nar għall-kiri

Cleveland House - renovated Berkshires' gem.

Berkshire Mountain House

Private Cottage/Mountain Views/Trails/Fire pit

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi

Spacious 6BR by Jiminy | Hot Tub • Game Room

Chic Hudson Farmhouse w/ Fireplace & Porch

19th c. Barn in The Berkshires

Brooksong, the perfect Berkshires getaway
Appartamenti b'fossa għan-nar għall-kiri

Sunny, light filled loft in 1873 Colonial

Overlooking the city in a quiet 7 unit building.

Suite 23 - Spacious Sunny 2-BR with Mountain view

Cooper's Place

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

Hudson River Beach House

Retro Pinball Arcade/Board Game AirBnB

Modern Copake Falls Getaway - 8 Mins to Catamount
Kabini b'fossa għan-nar għall-kiri

400+ Airbnb Visits: Incredible Mountain Cabin

Mountain View Cabin House

Hilltown Cabin Hideaway: A River Runs Through It!

Charming Lakefront Cabin with Hot Tub

Historic Cozy Cabin Six

The Upstate Cabin: A secluded getaway in the woods

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere

Cozy chalet w/ fireplace near Hudson & hiking
Postijiet għall-kiri għall-vaganzi b'fossa tan-nar oħra

Mountainside Condo Ski on/off

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Ski-InSki-Out Loft Lift&MT.Views

Off Grid Yurt Right By The Best of The Berkshires

Artsy Ski Loft with Hot Tub near MassMoca

Luxury Cabin | Fall Foliage, & Autumn Adventures

Wyndham Bentley Brook

Stag Haus | Luxe Hideaway w/HOT TUB +Walk to Town
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Postijiet fejn toqgħod: 40
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- Postijiet b'fossa tan-nar għall-kiri Stati Uniti
- Stratton Mountain
- Six Flags New England
- Saratoga Race Course
- Berkshire East Mountain Resort
- Park tal-Stat ta 'John Boyd Thacher
- Park tal-Bash Bish Falls
- Zoom Flume
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Saratoga Spa State Park
- Mużew Norman Rockwell
- Park tal-Istato Taconic
- Stratton Mountain Resort
- Mount Sugarloaf State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Tom State Reservation
- Mount Snow Ski Resort
- Bousquet Mountain Ski Area
- Bright Nights at Forest Park
- Albany Center Gallery
- Berkshire Botanical Garden
- Hildene, The Lincoln Family Home
- Dorset Field Club