
Tempat menginap di dekat Jacob's Pillow
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Sewa tempat liburan terpopuler di dekat Jacob's Pillow
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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

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.

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,!

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Lakefront | Pvt Dock | Kayaks | Firepit | 1G | W/D
The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit (access via uneven steps) • Canoe & 2 kayaks • Smart TV & 4 Google smart speakers • 1 Gigabit Wi-Fi • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

Boutique TINY home+private HOT TUB-walk to Main St
March-April midweek special: Bottle of prosecco, robes/slippers, s'mores. Boutique-luxe tiny home with private hot tub, firepit, and dreamy loft lounge. Plush queen bed, full kitchen, and curated charm throughout. A peaceful & private oasis, yet just a 2-min walk to Chatham’s Main St. lined with restaurants, brewery, shops & theater. The perfect upstate NY getaway for couples—hike, visit galleries, stroll to dinner, or unwind in your own private spa oasis @artparkhomes.

Private 2nd-floor studio on a working produce farm
Charming 2nd-floor studio on a working produce farm in beautiful Berkshire County. Convenient to many local attractions such as Tanglewood, Bousquet Mountain ski resort, Naumkeag, local theater, museums, and much more. Visit our farm stand from late June through mid-October for fresh vegetables, baked goods, and our delicious corn on the cob! Spend time visiting with the farm's goats, horses and chickens, or just relax out on the balcony and take in the views.

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.

HOT TUB! Berkshires: Dog & Family Friendly!
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 -Generator on site

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.

Idyllic family retreat - spacious lake home,
This recently renovated waterfront home is perfectly situated close to many Berkshire attractions for an ideal getaway. Lake views are stunning year around. The fire-pit at shore offers a unique outdoor gathering option. Warm and welcoming interior with three levels of living for families and friends (up to 8 people). Area offers family-friendly hiking. Enjoy the whimsical decor and mid-century style furnishings. Cook in the well-equipped kitchen.
Fasilitas populer untuk sewa tempat liburan di dekat Jacob's Pillow
Pemandangan populer lainnya di dekat Jacob's Pillow
Museum Norman Rockwell
472 warga lokal merekomendasikannya
Desa Hancock Shaker
225 warga lokal merekomendasikannya
Gunung Greylock
298 warga lokal merekomendasikannya
Naumkeag
180 warga lokal merekomendasikannya
Berkshire Botanical Garden
176 warga lokal merekomendasikannya
Berkshire Museum
140 warga lokal merekomendasikannya
Sewa kondominium dengan wifi

2BR w/ Parking + deck - Near Downtown & MVP Arena

Meadow View

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

Spacious 3 bedroom apt in Lenox historic downtown

Flowers & Falls Spot House

Elegant, spacious studio apt in historic mansion

Jiminy Peak Country Inn 1 Bedroom Suite

Jiminy Peak Country Inn - ski in/out condo MT view
Sewa rumah yang cocok untuk keluarga

Nerd Preservation Sanctuary

Slate Cabin - Stylish Country Escape x Rhinebeck

Belle Meade

The Pinnacle House at Otis Ridge Ski Area!

Private Woodland Sanctuary—3 mins to a lake beach!

Cantabile life in the Berkshires

Chic Hudson Farmhouse w/ Fireplace & Porch

19th c. Barn in The Berkshires
Sewa apartemen dengan AC

West Main

Sunny Peaceful Home

Suite 23 - Spacious Sunny 2-BR with Mountain view

The cozy clubhouse

King Bed, Wi-Fi, 2m Ski Resort

Enjoy every season the Berkshires have to offer.

Cozy Haven: Convenience & Charm

Historic,Famous,Iconic, Unforgettable Berks Escape
Sewa tempat liburan menarik lainnya di dekat Jacob's Pillow

Luxury Barn Retreat — All-Season Escape Awaits!

Modern studio with views of the treetops

Harvey Mountain Lodge by State Forest

T’Other House

The Ancram A - Luxury Mid-Century Modern Cabin

Windy Top Cottage ~ A Romantic "European" Getaway

Rustic Pond Cabin: Nature, Stars & Serenity

The Cottage at The Barrington House
Destinasi untuk dijelajahi
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Resor Ski Gunung Catamount
- Butternut Ski Area dan Pusat Tubing
- Mount Snow Ski Resort
- Taman Negara Bash Bish Falls
- Taman Negara Kent Falls
- Area Ski Gunung Bousquet
- Area Ski Mohawk Mountain
- Taman Negara Taconic
- Area Ski Mount Southington
- Ski Sundown
- Museum Norman Rockwell
- June Farms
- Naumkeag
- Opus 40
- Berkshire Botanical Garden
- Millbrook Vineyards & Winery
- Desa Hancock Shaker
- New York State Museum
- Poets' Walk Park
- Mount Holyoke College
- The Egg




