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Cabin vacation rentals in Berkshire County

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Top-rated cabin rentals in Berkshire County

Guests agree: these cabins are highly rated for location, cleanliness, and more.

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Cabin in Stephentown

4.85 out of 5 average rating, 257 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, 201 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 Stockbridge

5 out of 5 average rating, 18 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 West Stockbridge

4.98 out of 5 average rating, 65 reviews

Modern Cabin near Tanglewood

Welcome to West Stockbridge in the Berkshires! This newly renovated modern cabin is nestled amongst the trees and located just 3 miles from the famous Tanglewood and Kripalu. Right down the street is main street where you can peruse the shops, grab a gourmet coffee, or listen to more music at the Foundry. There are restaurants, hiking trails, waterfalls and lakes less than a mile away. We are 5 minutes from the turn pike for easy directions! Come hang and enjoy all the activity and beauty.

Cabin in Stockbridge

4.88 out of 5 average rating, 202 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 Canaan

4.99 out of 5 average rating, 242 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 Florida

4.94 out of 5 average rating, 66 reviews

Raven Ridge Retreat in the Berkshires

A unique off grid camping cabin experience. Nestled in the hills of the Berkshires at the end of your own road on 18 acres of private property bordered by state forest, this rustic yet luxurious 4-season mountain view cabin offers a unique off-grid nature experience with modern comforts. You will feel removed from the world at this truly secluded retreat yet are within a 15-minute drive from downtown North Adams with entertainment, dining, the famous MASS MoCA, and local festivals.

Cabin in Cheshire

4.89 out of 5 average rating, 163 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, 263 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 Becket

4.97 out of 5 average rating, 36 reviews

Entire Private Log Cabin in the Berkshires

Note: At this time, we are only hosting travelers with 3 or more guest reviews. It doesn't get much better than this - your own comfy log cabin nestled on the top of a hill with distant views of the Berkshires and nature all around. Enjoy the private rustic getaway that only a log cabin can provide. Close to Tanglewood, Jacob's Pillow, the Norman Rockwell Museum, and all the hikes, lakes and sites that you can only find in the Berkshires.

Cabin in Hillsdale

4.8 out of 5 average rating, 311 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, 113 reviews

Cabin with views in the Berkshires!

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

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Berkshire County cabin rentals

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

Cabin in Austerlitz

New place to stay

Spacious Austerlitz Cabin w/ Hot Tub, Near Skiing!

Cabin in Hinsdale

4.91 out of 5 average rating, 91 reviews

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

Cabin in Egremont

4.97 out of 5 average rating, 68 reviews

Cozy cabin near Catamount&Butternut w workout rm

Cabin in Tolland

4.31 out of 5 average rating, 16 reviews

Tolland Cabin w/ Private Hot Tub & Grill!

Pet-friendly cabin rentals

Cabin in Lanesborough

4.98 out of 5 average rating, 44 reviews

Glamping in the Berkshires w/ car charging station

Cabin in East Nassau

5 out of 5 average rating, 32 reviews

Into the Woods- Berkshire Cabin Retreat!

Cabin in Canaan

5 out of 5 average rating, 11 reviews

The Hideaway

Cabin in Great Barrington

5 out of 5 average rating, 65 reviews

Modern Luxury Log Cabin 20% off all September!

Cabin in Great Barrington

4.9 out of 5 average rating, 31 reviews

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Cabin in Sandisfield

4.9 out of 5 average rating, 10 reviews

Real Log Cabin Ski retreat in the Berkshires!

Cabin in Sandisfield

4.79 out of 5 average rating, 14 reviews

The Sportsman Lodge

Cabin in Otis

4.86 out of 5 average rating, 44 reviews

Enjoy 43 Acres on Two Ponds!

Private cabin rentals

Cabin in Austerlitz

5 out of 5 average rating, 33 reviews

Fog Hill Cabin-A Wooded Getaway to the Berkshires

Cabin in Hillsdale

4.99 out of 5 average rating, 75 reviews

Cozy Hillsdale Cabin

Cabin in Austerlitz

Quiet nature retreat with a brook on 38 acres

Cabin in Sandisfield

4.99 out of 5 average rating, 88 reviews

Berkshires Cabin in Woods with Mountain Views

Cabin in Tolland

4.92 out of 5 average rating, 199 reviews

Lake View Cabin in the Berkshires

Cabin in Chester

4.67 out of 5 average rating, 48 reviews

HavenHaus: Cozy A-Frame Cabin

Cabin in Florida

4.94 out of 5 average rating, 81 reviews

Florida Mountain Log Cabin

Cabin in Sheffield

4.95 out of 5 average rating, 20 reviews

Private, peaceful cabin w/ pond in the Berkshires.

Destinations to explore