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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

Nerd Preservation Sanctuary
Nerdscapist, geekmantic country home; perfect for oddballs who wish for a crafty, private, hilarious country retreat. Featuring a bad art print collection from the glorious MA Museum of Bad Art (Or Mass MOBA). Original bad art and sculpture. Much scope for the imagination's doofiest crevices. Redonkulously close to all the local fun: tiny drive to 5 lakes, Jacob's Pillow, Tanglewood 17 mi, Otis ski, 1/2 hr to Butternut Ski & Tubing Pittsfield & Great Barrington, hour to Berkshire E & Mass MOCA.

Berkshires Cottage by Lake. Year Round Adventures.
THE BERKSHIRES COTTAGE IN THE WOODS BY A SPRING FED LAKE HAS SOMETHING FOR EVERYONE....... SWIM, FISH, KAYAK, HIKE, SKI, JACOBS PILLOW DANCE FESTIVALS, TANGLEWOOD OUTDOOR CONCERTS, GOLF, DINE, SHOP LEE OUTLETS, DINE WITH ENTERTAINMENT, PLAYS, ANTIQUES, FIRE PITS, HANGING IN A HAMMOCK, FLOAT ON CRYSTAL CLEAR WATER, BBQ ON THE DECK, OR JUST DOING NOTHING AT ALL UNPLUG AND RECHARGE. ESCAPE & RELAX. (90 second walk through wooded path to lake) Pets Considered. Approved pet = approved Pet Agreement.

Gingerbread House Tower in the Berkshire Hills
Escape to this newly renovated, off-beat retreat for a magical stay. Part of Tyringham’s Gingerbread House located on the Santarella Estate in the Berkshires, Western Mass. This one-of-a-kind loft with tower bedchamber offers guests a fairytale experience. The open concept living space filled with plants brings the outdoors inside and offers ample room to relax. If looking for activity, guests can spend the day on the grounds, walking nearby trails, or exploring the many nearby Berkshire towns.

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.

King Bed, Wi-Fi, 2m Ski Resort
Remodeled Mid-Century Motel, that sits in the heart of the Berkshires. Located in Great Barrington, MA. Just steps from fantastic restaurants, eateries, shops, etc. A very short drive to Butternut Ski Resort. * 1.5 miles to Downtown * 1.3 miles to Mahaiwe Performing Arts Center * 44 miles to Albany International Airport *4.5 miles to Great Barrington Airport KEY FEATURES: *MCM Design * Plush King Sized Bed w/ high end Centium Satin Linens *High Speed Internet *55" Youtube TV with NFL Pack

Stylish Shales Brook Cottage-Cozy up to happiness
Bright & inviting! Welcome to our charming cottage, a stylish 2-bedroom, 2-bath retreat by Shales Brook. Relax on cool evenings beside the vintage Malm wood-burning stove. Enjoy modern comforts with central air, a screened-in porch, and a deck overlooking the tranquil waters of Shales Brook. The soothing sounds of the brook enhance your stay.. Located near fabulous Berkshire attractions, fantastic hikes, 15 minutes to the town of Lee, minutes to Jacob‘s pillow and 20 minutes to Tanglewood,!

Cozy Guesthouse Near Downtown, Lee
Welcome and enjoy our renovated Guesthouse at Lee, MA, staying on main street (15 minutes from Great Barrington and 20 minutes from Pittsfield). It is also 3 mins to Outlet and 19 mins to the closest Ski area.The master bedroom has a queen size soft mattress, and the second bedroom has a queen bed also. The kitchen has a brand new refrigerator, a gas range, and units for cooking. You will enjoy the comfortable stay! Owners live upstairs and be friendly to all visits.

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

Adorable Apartment - Near Emma Willard, RPI, Troy
Welcome to Cheri's house! You'll enjoy a private 1 bedroom apartment including a full size bed in the bedroom, living room with pull-out sofa and smart TV, full kitchen, bathroom and bonus work space or dining room. Off street parking, free WiFi and breakfast included. My home is a quick 5 min walk to Emma Willard School, 1.5 miles to RPI, and 2 miles to Russell Sage College. The unit is on the 2nd floor of an owner-occupied house. Please ask me any questions!

Modern studio with views of the treetops
Our Stockbridge studio is located at the heart of the Berkshires, just north of the center of town. It is a new, modern, second floor studio suitable for up to four adults with views of the surrounding woods, a large kitchenette and comfortable, spacious living space for relaxing in your home away from home. There is a full bath and a private entrance. It is perfect for a weekend getaway or a seasonal stay, whatever your heart desires.

Tranquil 3-BR Waterfront Retreat
Retreat to the tranquility of this newly-renovated 3-bedroom lakeside chalet in the Berkshires. This home is perfectly situated for families and friends seeking an escape; it offers a seamless blend of natural calm and thoughtful comfort. With private grounds, a dock, and kayaks available for use, this residence is designed for presence and connection, just moments from iconic destinations like Jacob's Pillow and Tanglewood.
Jacob's Pillow yaxınlığındakı tətil icarələrində populyar imkanlar
Jacob's Pillow yaxınlığında digər populyar görməli yerlər
Wi-Fi-ı olan kondominium icarələri

Cozy Luxury Brownstone Stay w/ Yard & Parking

Meadow View

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

Light Down at the Poet's Perch

Flowers & Falls Spot House

Elegant, spacious studio apt in historic mansion

Downtown Luxe- Steps to MVP Arena & NYS Capital

Jiminy Peak Country Inn - ski in/out condo MT view
Ailə yönümlü yaşayış evi icarələri

The Pinnacle House at Otis Ridge Ski Area!

Berkshires Cottage | Trails & Water Nearby

Idyllic family retreat - spacious lake home,

Berkshire 4 season home

Chic Hudson Farmhouse w/ Fireplace & Porch

Great Berkshire Getaway !

Jaw dropping mountain & lake views

Hilltown Studio
Kondisioneri olan mənzil icarələri

In town, newly renovated studio with private deck

Amenia Main St Cozy Studio

Sunny Peaceful Home

The cozy clubhouse

Stunning studio in the heart of Troy: Raven's Den

Modern Copake Falls Getaway - 8 Mins to Catamount

Enjoy every season the Berkshires have to offer.

1880s balconied luxury pad, best downtown location
Jacob's Pillow yaxınlığında digər möhtəşəm tətil icarələri

Just Be Cabin

Relaxing secluded stay with loving social animals.

Peaceful Cabin in the Woods

A Writer's Retreat at The Barn

Windy Top Cottage ~ A Romantic "European" Getaway

The Cottage at The Barrington House

Cozy cabin in the Berkshires

Waterfront Cottage Retreat By Evergreen Home
Kəşf ediləcək təyinat nöqtələri
- Six Flags New England
- Jiminy Peak Dağ İstirahət Mərkəzi
- Berkshire East Mountain Resort
- Catamount Dağı Qış İstirahət Mərkəzi
- Bash Bish Falls State Park
- Kent Falls Dövlət Parkı
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Mohawk Mountain Ski Area
- Bousquet Dağı Xizəksahəsi
- Taconic Dövlət Parkı
- Mount Southington Ski Area
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Ski Sundown
- Naumkeag
- Hancock Shaker Village
- Amherst Massaçusets Universiteti
- Millbrook Vineyards & Winery
- Hudson Chatham Şərabxanası
- Smit Kolleci
- İyun Ferma
- New York State Museum




