
Places to stay near Bousquet Mountain Ski Area
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Top-rated holiday rentals near Bousquet Mountain Ski Area
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Downtown Apartment A
Centrally located in the Berkshires. Enjoy a beautiful day at Tanglewood, view the amazing art at Mass Moca or discover nature on one of the many hiking/biking trails the Berkshires has to offer. Located 5 mins from Bousquet and close to Jimmy Peak as well for anyone enjoying the snow! There are a variety of delicious restaurants to suit any appetite. Located in a quiet neighborhood, if your out & about all day or just looking to get away from the hustle & bustle of the city it's a perfect spot.

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!

Marie's Place, Unit 1
This bright sunny apartment is only minutes from downtown restaurants and theaters, and local lakes. This is a beautiful 3 bedroom apartment, offers 2 queen beds and in the smaller bedroom a double. It has a large eat in kitchen and a large living room where you can play games or watch a movie on the 43 inch Roku TV. For winter stays we are only a short distance from all Berkshire County ski areas. The AC units are installed from June-September. There is off street parking for at least 2 cars.

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!

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.

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.

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.

Historical Downtown 1 Bedroom Apartment
Located in the heart of historical downtown Lenox. A beautifully renovated space fully equipped for all your needs. The eat-in kitchen has a table for two, stainless appliances, and an array of cooking essentials. The living room features a comfortable sectional and a flat screen TV for relaxing. Wi-Fi is available throughout the space. Central heat and air to provide a comfortable environment in any season. All linens and towels are provided.

Designer Home, Hot Tub, Private Yard, & Projector
A cozy, charming retreat just minutes from downtown Hudson—perfect for couples, families, or small groups looking to relax, unwind, and explore the Hudson Valley. + Hot tub, firepit & BBQ + Mini movie theater w/ projector + Dedicated workspace w/ views + Fast WiFi + Smart TV + Stocked kitchen + Coffee setup + Professionally designed interiors + Quick drive to Warren Street + Nature trail to Oakdale Lake
Popular amenities for holiday rentals near Bousquet Mountain Ski Area
Condo rentals with Wi-Fi

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

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

walking distance to town and waterfront

Jiminy Peak Country Inn 1 Bedroom Suite

Jiminy Peak Country Inn - ski in/out condo MT view
Family-friendly house rentals

Net Zero home with rustic Berkshire charm

Berkshire 4 season home

Chic Hudson Farmhouse w/ Fireplace & Porch

19th c. Barn in The Berkshires

Eagle Rock House

Hidden Oasis in the Mountains by Evergreen Home

The old sawmill from 1771

HOT TUB! Dog & Family Friendly in the Berkshires!
Apartment rentals with air conditioning

In town, newly renovated studio with private deck

Berkshire Mountain Top Chalet

ALL welcome: Lovely 1 BR studio, Berkshires beauty

Serene Suite: Hudson & Berkshires, Walk to Brewery

Suite 23 - Spacious Sunny 2-BR with Mountain view

The Beer Diviner Brewery Apartment

Steps to MoCA: 2bd + SAUNA!

Above SpringRise
Other great holiday rentals near Bousquet Mountain Ski Area

Artist Cottage

Cute Cozy Comfy Cottage in the Berkshires

Berkshires Cottage by Lake. Year Round Adventures.

Secluded cabin with babbling brook

Harvey Mountain Lodge by State Forest

Boutique TINY home+private HOT TUB-walk to Main St

Bennett Abode

T’Other House
Destinations to explore
- Stratton Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- June Farms
- Bash Bish Falls State Park
- Thacher State Park
- Zoom Flume
- Taconic State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Ski Sundown
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Millbrook Vineyards & Winery
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Naumkeag
- MVP Arena
- Poets' Walk Park
- New York State Museum
- Smith College





