
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
Gingerbread House Tower in the Berkshire Hills
Escape to this 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. Guests can spend the day exploring numerous nearby towns, lakes, skiing, hiking trails, and various performing arts performances the Berkshires offers
4.98 out of 5 average rating, 354 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, 253 reviews
The Hobbit House at June Farms
Watch June Farms on Amazon Prime Video! Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Highland cows, spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!
4.97 out of 5 average rating, 256 reviews
King Bed |Wi-Fi| 2m to 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 *58" TV w/ Hulu + Live
4.92 out of 5 average rating, 223 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
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.
4.94 out of 5 average rating, 200 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
Artist Cottage
Artsy vintage cottage with a private lodge in a quiet Berkshire neighborhood. Backyard opens to woods with trails nearby. Enjoy fireplaces and hot tub in winter, waterfall and outdoor shower in summer. Upstairs queen ensuite with bathroom and soaking tub; downstairs retro kitchen, living room, and full bath with shower. Lodge offers comfy seating, farm table, and big-screen TV. High-speed internet, Prime & Spectrum TV.
4.94 out of 5 average rating, 354 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 reviewsPopular amenities for holiday rentals near Beartown State Forest
Apartment rentals with wifi

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
Jiminy Peak Country Inn - ski in/out condo MT view
4.92 out of 5 average rating, 85 reviews
Downtown Adams Vintage Getaway
4.74 out of 5 average rating, 68 reviews
Meadow View
4.94 out of 5 average rating, 32 reviews
Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base
4.95 out of 5 average rating, 73 reviews
3BR @ Jiminy Peak | 4-Season Berkshires Retreat
5.0 out of 5 average rating, 12 reviewsFamily-friendly house rentals

Stylish colonial, 4 acres, 9 min Gt Barrington
4.91 out of 5 average rating, 101 reviews
Bidwell Landing | Lakefront • Spacious
4.88 out of 5 average rating, 112 reviews
GreenHouse
4.99 out of 5 average rating, 141 reviews
Idyllic family retreat - spacious lake home,
4.95 out of 5 average rating, 175 reviews
Beautiful family home, Hike, Fireplace, Sleeps 12
4.96 out of 5 average rating, 237 reviews
Cozy lakehouse
5.0 out of 5 average rating, 119 reviews
Walk to Town! Great Barrington 4-bedroom farmhouse
5.0 out of 5 average rating, 116 reviews
Stylish Mid-century Modern Berkshires Cape
4.97 out of 5 average rating, 143 reviewsApartment rentals with air conditioning

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, 125 reviews
Private En Suite in Beautiful Victorian
4.95 out of 5 average rating, 429 reviews
Modern Copake Falls Getaway - 8 Mins to Catamount
4.89 out of 5 average rating, 374 reviews
Stockbridge private apartment
4.92 out of 5 average rating, 103 reviews
West Main
4.99 out of 5 average rating, 182 reviews
Lovely Downtown Lenox apt, walk to everything!
4.95 out of 5 average rating, 154 reviews
Beautfiul, modern, GB apartment
4.81 out of 5 average rating, 303 reviewsOther great holiday rentals near Beartown State Forest

Berkshire Treehouse Retreat
4.91 out of 5 average rating, 180 reviews
Cheerful 3-bedroom cottage with woodstove.
4.92 out of 5 average rating, 195 reviews
3-bedroom Berkshire bungalow on 2.5 peaceful acres
4.99 out of 5 average rating, 141 reviews
Sweet Victorian in Housatonic
4.95 out of 5 average rating, 177 reviews
Rustic Pond Cabin: Nature, Stars & Serenity
4.95 out of 5 average rating, 130 reviews
Luxury Barn Retreat Near Hudson & the Berkshires
4.96 out of 5 average rating, 114 reviews
Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
4.97 out of 5 average rating, 185 reviews
Hartsville Barn in the Berkshires
4.98 out of 5 average rating, 51 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





