Cabin holiday rentals in Berkshire County

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Top-rated cabin rentals in Berkshire County

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Guest favourite

Cabin in Savoy

4.98 out of 5 average rating, 188 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.

31 Aug – 7 Sep

₹9,523 per night

Superhost

Cabin in Stephentown

4.84 out of 5 average rating, 239 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.

12–19 Aug

₹23,840 per night

Guest favourite

Cabin in Monterey

4.93 out of 5 average rating, 186 reviews

Exotic Mountain Retreat in the Berkshires

Early & Late Checkout Available! Only 15 minutes from Butternut Ski mountain and the charming town of Great Barrington. We always try to accommodate for your enjoyment so we ask you to respect our policies and the tranquility of our neighbors. Please limit your stay to no more than 15 guests. Any Large House parties will not be permitted. Kindly bring your outside activities inside by 10:00 PM in respect of our community and neighbors. No street parking is allowed. No Charge for wood.Thank you!

7–14 Jun

₹90,678 per night

Guest favourite

Cabin in North Adams

4.95 out of 5 average rating, 182 reviews

Mahican Cabin - A Private Nature's Reserve For 2

The Mahican Cabin is at the highest peak of the Hoosac Range known as western summit and borders 750 acres of protected land so social distancing is not a problem. Enjoy the modern comforts of a real bed (memory foam mattress), A/C (or heat), in cabin mini fridge, and a full bath inside the cabin. A deck overlooking the most amazing Berkshires Sunset. Hang out at your own hammock, make s'mores the way you used to and grill a perfect steak to complete the day! It's a nature's retreat for 2.

26 Sep – 3 Oct

₹26,475 per night

Guest favourite

Cabin in Stockbridge

4.88 out of 5 average rating, 8 reviews

Stockbridge Snug- cabin luxury just steps to lake!

The Snug (an energy efficient home) was designed, renovated, and completed in June 2022. It serves as a cozy 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, attend a Tanglewood concert, take in a play, or just hot tub amongst the trees- we hope you enjoy your stay and will visit us again.

10–17 Aug

₹45,331 per night

Guest favourite

Cabin in West Stockbridge

4.98 out of 5 average rating, 48 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.

18–25 Jan

₹35,334 per night

Guest favourite

Cabin in Stockbridge

4.88 out of 5 average rating, 190 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.

26 Mar – 2 Apr

₹38,302 per night

Guest favourite

Cabin in Canaan

4.99 out of 5 average rating, 231 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.

4–11 Oct

₹13,913 per night

Superhost

Cabin in Lanesborough

4.83 out of 5 average rating, 53 reviews

Cozy stream-side cabin

Nestled in the heart of the Berkshires along a cool, fresh-water stream. This 1-bedroom 650 sq. ft. bungalow has been completely renovated and ready to welcome you. It is conveniently located to many area attractions and is situated near the base of Mount Greylock, the highest peak in Massachusetts. The main living space has a working brick fireplace, cathedral ceilings, recessed lighting, a French door, real pine wood walls, and a loft that overlooks the main living space.

30 Nov – 7 Dec

₹14,182 per night

Guest favourite

Cabin in Cheshire

4.89 out of 5 average rating, 152 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.

24–31 Jul

₹11,887 per night

Guest favourite

Cabin in Monterey

4.95 out of 5 average rating, 251 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.

26 Aug – 2 Sep

₹31,633 per night

Guest favourite

Cabin in Becket

5.0 out of 5 average rating, 18 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.

30 Sep – 7 Oct

₹20,871 per night