
Places to stay near Beartown State Forest
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Top-rated holiday rentals near Beartown State Forest
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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
4.95 out of 5 average rating, 485 reviews
Fall Foliage Luxury Cabin & View Autumn Adventures
Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!
4.97 out of 5 average rating, 109 reviews
Berkshire 4 season home
The house is located in the heart of the Berkshires. It's less than 10 miles from Tanglewood, Kripalu, Jacob's pillow Dance, Monument Mountain, Beartown state forest, Norman Rockwell Museum, Shakespeare & Co., Ski Butternut, Lee Prime outlets. Located 1.5 miles from the turnpike exit for easy travel, 3 miles from Laurel lake, walking distance to a public golf course and downtown Lee where you will find great restaurants. There is Cable internet that is fast and reliable if you have to work.
4.98 out of 5 average rating, 252 reviews
Cheerful 3-bedroom cottage with woodstove.
Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.
4.92 out of 5 average rating, 195 reviews
3-bedroom Berkshire bungalow on 2.5 peaceful acres
Modern farmhouse bungalow with private bridge and brook! Offering privacy as well as nearby nightlife, set upon 2.5 acres of beautiful Berkshire landscape but only 7 minutes to downtown Great Barrington and a short drive to Catamount and Butternut ski area. Mountains, waterfalls, countless hikes and bike routes, farmers' markets, coffee shops, breweries, Shakespeare and Co, Tanglewood, and world-class restaurants all come together in this quintessential New England community.
4.99 out of 5 average rating, 141 reviews
Amazing Berkshire Mountains Cabin
Our incredible 4-bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the quintessential Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.
4.95 out of 5 average rating, 313 reviews
Berkshire Treehouse Retreat
Escape, unwind and recharge in this double treehouse. A live tree runs through the interior connecting you directly with nature while in the comfort of home. Built with refurbished, materials and hand curated with care and love. Feel like you’re in the middle of nowhere, yet it’s only minutes to the town of Great Barrington for shopping dining or just a walk around town. Use these dreamy separate spaces for sleeping, writing or drawing in peace. LGBTQ+ owned and operated.
4.91 out of 5 average rating, 180 reviews
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.
4.96 out of 5 average rating, 310 reviews
The Cottage at The Barrington House
Welcome to the Cottage at the Barrington House! The Barrington House is nestled in the serene Berkshires Mountains - which have long been a sanctuary for weary city dwellers seeking breathing space, a perfect retreat for artists, writers and thinkers! It's sprawling grounds offer stunning views of lush valleys and distant peaks, while the interior features a fireplace, cozy reading nook, and unlimited windows that invite the natural world inside.
4.93 out of 5 average rating, 224 reviews
Lake House in the Berkshire (Access Dock & Canoe
Unwind and reset at a newly built house on Lake Buel. With access to a private community dock and provided canoe, you can take advantage of life on the water. Inside this newly built house, you will find brand new furnishings and newly updated features to make your stay comfortable. Just a quick five minute drive to Great Barrington, home to some of the best restaurants that the Berkshires have to offer.
4.89 out of 5 average rating, 152 reviews
Forest Hollow | Waterfront • Kayaks • Wood Stove
Take a step out of everyday life and enjoy some rest and relaxation at this cozy home on the lake nestled in the hills of The Berkshires. Lay out on the docks, swim in the water, enjoy the foliage and unwind by the fireplace after a day of skiing! This place really has all the comforts anyone may need after a day spent enjoying the outdoors in The Berkshires. Come see for yourself!
4.86 out of 5 average rating, 104 reviews
Prime location for the best of the Berkshires
Our warm and welcoming little house has been designed and outfitted to be highly accommodating and comfortable. Our country living location is private but also super convenient: just a mile from Butternut Basin Ski Resort; walking distance to the Appalachian Trail; an easy 5 minute drive to Main Street Great Barrington; and shopping for staples is likewise close by.
4.97 out of 5 average rating, 141 reviewsPopular amenities for holiday rentals near Beartown State Forest
Condo rentals with Wi-Fi

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
4.93 out of 5 average rating, 103 reviews
Spacious 3 bedroom apt in Lenox historic downtown
4.92 out of 5 average rating, 60 reviews
Heart of Lenox!! - Renovated downtown apartment
4.89 out of 5 average rating, 93 reviews
Meadow View
4.94 out of 5 average rating, 32 reviews
Downtown Adams Vintage Getaway
4.74 out of 5 average rating, 68 reviews
Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
4.95 out of 5 average rating, 73 reviews
Jiminy Peak Country Inn - ski in/out condo MT view
4.92 out of 5 average rating, 85 reviews
3BR @ Jiminy Peak | 4-Season Berkshires Retreat
5.0 out of 5 average rating, 12 reviewsFamily-friendly house rentals

Beautiful family home, Hike, Fireplace, Sleeps 12
4.96 out of 5 average rating, 237 reviews
Stylish Mid-century Modern Berkshires Cape
4.97 out of 5 average rating, 143 reviews
Stylish colonial, 4 acres, 9 min Gt Barrington
4.91 out of 5 average rating, 101 reviews
Idyllic family retreat - spacious lake home,
4.95 out of 5 average rating, 175 reviews
Belle Meade
4.99 out of 5 average rating, 133 reviews
Walk to Town! Great Barrington 4-bedroom farmhouse
5.0 out of 5 average rating, 116 reviews
Lake front retreat - Stylish Berkshire home
4.92 out of 5 average rating, 181 reviews
Stonebridge Cabin: Modern Amenities, Enjoy Nature!
4.88 out of 5 average rating, 108 reviewsApartment rentals with air conditioning

King Bed|Wi-Fi|2m Ski Resort
4.87 out of 5 average rating, 254 reviews
Walk Everywhere! | Relax in Easy Elegance!
5.0 out of 5 average rating, 149 reviews
Historic,Famous,Iconic, Unforgettable Berks Escape
4.96 out of 5 average rating, 124 reviews
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 429 reviews
Stockbridge private apartment
4.92 out of 5 average rating, 103 reviews
Modern Copake Falls Getaway - 8 Mins to Catamount
4.89 out of 5 average rating, 373 reviews
Lovely Downtown Lenox apt, walk to everything!
4.95 out of 5 average rating, 154 reviews
West Main
4.99 out of 5 average rating, 182 reviewsOther great holiday rentals near Beartown State Forest

Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
4.97 out of 5 average rating, 185 reviews
Bedroom Forest View I Sauna I Fire-pit I Trails
4.94 out of 5 average rating, 200 reviews
Gingerbread House Tower in the Berkshire Hills
4.98 out of 5 average rating, 354 reviews
Modern Luxury Log Cabin
4.97 out of 5 average rating, 118 reviews
Berkshires Cottage by Lake. Year Round Adventures.
4.95 out of 5 average rating, 320 reviews
Charming, view, large deck, private/walk downtown
4.89 out of 5 average rating, 102 reviews
Artist Cottage
4.94 out of 5 average rating, 354 reviews
Rustic Pond Cabin: Nature, Stars & Serenity
4.95 out of 5 average rating, 129 reviewsDestinations to explore
- Hunter Mountain
- Six Flags New England
- Thunder Ridge Ski Area
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- June Farms
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Hunter Mountain Resort
- Thacher State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Rensselaer Polytechnic Institute
- Naumkeag
- University of Massachusetts Amherst
- MVP Arena
- Poets' Walk Park
- New York State Museum





