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Cabin vacation rentals in Berkshire County

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Top-rated cabin rentals in Berkshire County

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Cabin in Stephentown

4.86 out of 5 average rating, 266 reviews

Cabin in the woods w cedar Hot Tub + private pond

The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

Cabin in Savoy

4.98 out of 5 average rating, 209 reviews

The Camp - 20 Minutes to Berkshire East!

Enjoy the peaceful silence, private forested expanses, wildlife, and unforgettable starry night skies from this wonderful home. Only 8 minutes to the village of Charlemont and 5 to the Tannery Falls entrance of the Savoy State Forest. During your escape on the mountain rest assured that you’re only a 30 minute drive to Norths Adams, Greenfield. Highlight your visit with journeys to Berkshire East Ski Resort, Thunder Mountain Biking, Zoar Outdoor River Rafting, MASS MoCA, or the Clark Art Museum.

Cabin in Chatham

4.9 out of 5 average rating, 123 reviews

Cozy Secluded Cabin w. wood stove near Berkshires

The Red House is surrounded by acres of forest and is close to conservation areas with hiking trails. Minutes to antiquing, Kripalu, Norman Rockwell Museum, The Mount, Tanglewood, Skiing, Shakespeare & Co. You’ll love my place because of the peace, quiet and seclusion. Located up an old dirt country road. Relax by the wood stove (bring wood), in the sun room or explore nearby Spencertown, Chatham or West Stockbridge. Many ski slopes nearby & a small lake! If visiting in winter, 4wd recommended.

Cabin in Clarksburg

4.9 out of 5 average rating, 275 reviews

Mountain Cottage Spectacular Views

This lovely cottage sits on 90 acres featuring gardens, fruit groves, forest, and the Hoosic River. Spectacular views of Mt Greylock. Truly an idyllic location, the perfect retreat for a lover of the outdoors but also close to cultural offerings. Less than 10 minutes to downtown North Adams and Mass MOCA. Williamstown and the Clark Art Institute are nearby as well. Plenty of long or short hikes, scenic walks and bike rides as well as local restaurants and shops that are easily accessible.

Cabin in Stockbridge

5 out of 5 average rating, 27 reviews

Lakeshore cabin with private beach and dock

A classic Berkshire cabin nestled under maple trees, on the shore of the Stockbridge Bowl cove. Serene, peaceful and private, yet close to all area attractions. Newly renovated. Large light-filled living room with cathedral ceiling and skylights. Main bedroom on ground floor with bathroom. Enclosed porch and large deck with gas grill. Swimming and kayaking off the dock. Large lawn with lots of trees. Forest trail and waterfall next door. Plenty of parking. 5 minutes to Tanglewood and Kripalu.

Cabin in Stockbridge

4.87 out of 5 average rating, 206 reviews

Hip Stockbridge Cabin - A stroll to the lake

Hello hip, glamping cabin! The decor is chic & bohemian cool! Enjoy the large yard & sunny deck. Fieldstone fireplace w/ vaulted ceilings & skylights. Cottage has beautiful pine throughout w/ fabulous interior design picks. Enjoy the sweet reading nook, master bedroom w/ skylights or put on a favorite record. Kids will love the cozy sleeping loft. A 8-10 minute walk or 2 minute drive to lake public beach (The lovely Stockbridge Bowl) Outdoor shower. BBQ grill, great outdoor space to play.

Cabin in Florida

4.94 out of 5 average rating, 89 reviews

Florida Mountain Log Cabin

Have fun and enjoy this calm, stylish custom built log cabin on top of Florida Mountain. Conveniently located on the Mohawk Trail. Close to North Adams, Berkshire East and other ski resorts. King bed in the open loft and 2 queen beds in the two bedrooms on the main floor. Full kitchen, - dining table w. 4 bar stools, and a cute porch. Slow down and enjoy the beautiful view of the highest part of the Hoosac Mountain from your porch. Nature, art, culture and outdoor activities nearby.

Cabin in Canaan

4.99 out of 5 average rating, 247 reviews

Rustic Barn Studio Apartment

Built from a saved, moved, & reconstructed 1850s- era barn from a former local dairy farm, this upstairs studio space features views of the Berkshire Mountains and walking paths on the 5 acre grounds. 20 mins from Jiminy Peak. 20 mins from Tanglewood Music Center. The space has a queen bed, sofa, kitchen area with fridge, sink, oven, stove, microwave, Keurig and coffee, toaster, and cooking essentials. **EV Charging Station coming sometime summer of 2023. We'll update when available.

Cabin in Cheshire

4.89 out of 5 average rating, 164 reviews

Private Paradise in the Berkshires

Your own private and romantic getaway behind a small orchard. A sweet running brook and outdoor shower! A short drive to all Berkshire cultural events -- Tanglewood, Jacob's Pillow, theatre festivals and more. Great dining nearby. Perfect for 2! Under COVID-19 regulations in Massachusetts, I am required to allow at least 24 hours between guests. It's a drag, but it is intended to keep us all healthy! Please forgive any inconveniences this might create in your trip plans.

Cabin in Monterey

4.95 out of 5 average rating, 267 reviews

Amazing Berkshire Mountains Cabin

Our incredible 4 bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the ultimate 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.

Cabin in Hillsdale

4.8 out of 5 average rating, 312 reviews

Rustic, peaceful and affordable cabin

This cabin is in a lovely, peaceful setting. Cozy and private, it has enough room for a big family gathering. The cabin has almost 10 acres of privacy (but with next door neighbors in sight) and lots of outdoor space, but is very close to all of the Berkshires attractions. Skiing at Catamount and Butternut, hiking at Bash Bish and Mount Greylock, biking and swimming at Taconic State Park and its rail trail all close by.

Cabin in Lee

4.91 out of 5 average rating, 117 reviews

Fall Break discount at The Beaver Dam!

The Beaver Dam is a sunlight-filled & recently renovated cabin tucked in the woods, overlooking the October Mountain State Park and steps away from Basin Pond. We are located close to a number of excellent ski slopes. Our cottage is the last house on a private road and right next to protected forest. You can't ask for more privacy, peace and quiet than you'll find at our little piece of paradise on the pond!

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Berkshire County cabin rentals

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

Cabin in Egremont

4.97 out of 5 average rating, 70 reviews

Cozy cabin near Catamount&Butternut w workout rm

Cabin in Tolland

4.37 out of 5 average rating, 19 reviews

Tolland Cabin w/ Private Hot Tub & Grill!

Cabin in Hinsdale

4.91 out of 5 average rating, 97 reviews

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere

Cabin in Austerlitz

4.92 out of 5 average rating, 36 reviews

Cabin w/hot tub/fire pit/hiking/skiing!

Pet-friendly cabin rentals

Cabin in Sheffield

5 out of 5 average rating, 20 reviews

Berkshires Cabin with Stunning Views

Cabin in Plainfield

4.66 out of 5 average rating, 58 reviews

Camp on Windsor Pond- Berkshires

Cabin in Washington

4.93 out of 5 average rating, 58 reviews

Berkshires Log Cabin by Evergreen Home

Cabin in East Nassau

5 out of 5 average rating, 37 reviews

Into the Woods- Berkshire Cabin Retreat!

Cabin in Great Barrington

5 out of 5 average rating, 67 reviews

Modern Luxury Log Cabin

Cabin in Great Barrington

4.9 out of 5 average rating, 31 reviews

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Cabin in Becket

4.97 out of 5 average rating, 38 reviews

Entire Private Log Cabin in the Berkshires

Cabin in Sandisfield

4.92 out of 5 average rating, 13 reviews

LOG CABIN w/fireplace n orchard view in Berkshires

Private cabin rentals

Cabin in Otis

4.8 out of 5 average rating, 20 reviews

Simple, rustic, cozy get away

Cabin in Sandisfield

4.99 out of 5 average rating, 94 reviews

Berkshires Cabin in Woods with Mountain Views

Cabin in Stephentown

5 out of 5 average rating, 3 reviews

Cabin Nestled in the Pines

Cabin in West Stockbridge

4.99 out of 5 average rating, 74 reviews

Modern Cabin near Tanglewood

Cabin in West Stockbridge

5 out of 5 average rating, 75 reviews

Cozy, two-bedroom cabin in a wooded glen

Cabin in Sheffield

4.82 out of 5 average rating, 275 reviews

Log Cabin - playroom, fireplace, skiing - $0 fees

Cabin in Sheffield

4.95 out of 5 average rating, 20 reviews

Private, peaceful cabin w/ pond in the Berkshires.

Destinations to explore