
Places to stay near Bousquet Mountain Ski Area
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Top-rated holiday rentals near Bousquet Mountain Ski Area
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Dancing Horse Lodge
Dancing Horse Lodge is located in the heart of the Berkshire Mountains in Pittsfield, MA, minutes from Tanglewood, Barrington Stage, Jacobs Pillow Ballet, Kripalu Yoga, Shakespeare and Co. and skiing at Bosquet and Jiminy Peak. It is a light and bright residence located on a 20-acre horse farm with nature views out of each window. It is surrounded by miles of woods, great for hiking and cross country skiing. Close to all amenities yet affords beautiful, quiet country living. Come and enjoy!

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!

Modern barn in the heart of the Berkshires
Modern, renovated dairy barn in the heart of the Berkshires. Located on 3.5 acres with beautiful views and close to everything. 1.5 miles to Main St Stockbridge/Red Lion Inn, 5 minutes to Tanglewood, 5 minutes to the Stockbridge Bowl and beautiful hiking trails, under 10 minutes to Lenox . This is the perfect base for exploring the Berkshires or a great getaway for relaxing and enjoying nature. Family and pet friendly! *Please read Interaction with Guests section before booking*

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 relaxing our wood-fired hot tub- we hope you enjoy your stay and will visit us again.

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.

Boutique TINY home+private HOT TUB-walk to Main St
Blush at Art Park Homes is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC & Boston. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries & great dining. @artparkhomes

Marie's Place
This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters. Ac units are installed from June through September.

Rustic Cabin | Barrel Sauna | Private Pond
The Hemlock Hideaway is a freshly renovated, charming cabin tucked into 14 acres of quiet woodland in the Berkshire foothills, built for the kind of rest that's hard to find anywhere else. This is a genuine rustic escape: complete with antique furnishings, a wood-burning stove, mid-century stove, no television, and the sound of nature just outside your door.

The East Street Cabin
This adorable cabin is your perfect escape for rest and relaxation. This is a perfect place for people coming to the Berkshires for Tanglewood or any of the other wonderful things the area has to offer. The cabin is located down a path through the woods about 100 yards from the main house. We are excited to share our cabin with you.
Popular amenities for holiday rentals near Bousquet Mountain Ski Area
Apartment rentals with 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

Jiminy Peak Apartment

Jiminy Peak Country Inn - ski in/out condo MT view

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

The Car Barn
Family-friendly house rentals

Net Zero home with rustic Berkshire charm

Cozy Modern Sugar House with spectacular views.

Scandinavian Cottage/Mountain Views/Fire pit

Modern Barn on 12 acres w Sauna, FirePit+swimming

Chic Hudson Farmhouse w/ Fireplace & Porch

Eagle Rock House

Hidden Oasis in the Mountains by Evergreen Home

The old sawmill from 1771
Apartment rentals with air conditioning

Sunny, light filled loft in 1873 Colonial

Station House 1E Private Room & Bath

Berkshire Mountain Top Chalet

Downtown Apartment A

Suite 23 - Spacious Sunny 2-BR with Mountain view

COLD SPRING

Hudson River Beach House

King Bed, Wi-Fi, 2m Ski Resort
Other great holiday rentals near Bousquet Mountain Ski Area

Artist Cottage

Pine & Paddle | Pond Access • Kayaks

Cozy cottage on peaceful pond

Mountain Farmhouse Getaway

Berkshires Cottage by Lake. Year Round Adventures.

Sunny House in Downtown Lenox

20 minutes to Tanglewood

Fully renovated! Private cottage getaway
Destinations to explore
- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Mohawk Mountain Ski Area
- Kent Falls State Park
- June Farms
- Ski Sundown
- Millbrook Vineyards & Winery
- Naumkeag
- Poets' Walk Park
- Norman Rockwell Museum
- Hudson Chatham Winery
- Opus 40
- New York State Museum
- Rensselaer Polytechnic Institute
- Hancock Shaker Village





