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Cabin holiday 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

4.84 out of 5 average rating, 238 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.

2–9 Jun

€ 264 per night

Guest favourite

Cabin in Savoy

4.98 out of 5 average rating, 187 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.

6–13 Aug

€ 122 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

€ 354 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

€ 580 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.

24 Sep – 1 Oct

€ 473 per night

Guest favourite

Cabin in Stockbridge

4.88 out of 5 average rating, 189 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.

6–13 Jan

€ 510 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.

20–27 Oct

€ 166 per night

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.

6–13 Jul

€ 200 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.

30 Dec – 6 Jan

€ 149 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.

9–16 Oct

€ 408 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.

10–17 Jun

€ 233 per night

Guest favourite

Cabin in Hillsdale

4.8 out of 5 average rating, 301 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.

3–10 Oct

€ 195 per night

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for cabin rentals in Berkshire County

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

Guest favourite

Cabin in Egremont

4.97 out of 5 average rating, 68 reviews

Cozy cabin near Catamount&Butternut w workout rm

28 Feb – 7 Mar

€ 364 per night

Guest favourite

Cabin in Hinsdale

4.91 out of 5 average rating, 74 reviews

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

16–23 Oct

€ 277 per night

Cabin in Tolland

4.43 out of 5 average rating, 14 reviews

Pet-Friendly Tolland Cabin w/ Private Hot Tub!

11–18 Mar

€ 305 per night

Guest favourite

Cabin in Becket

5.0 out of 5 average rating, 254 reviews

Waldtreff - quiet grand cabin

24–31 Dec

€ 290 per night

Guest favourite

Cabin in Monterey

4.95 out of 5 average rating, 251 reviews

Amazing Berkshire Mountains Cabin

9–16 Oct

€ 408 per night

Cabin in Stephentown

4.84 out of 5 average rating, 238 reviews

Cabin in the woods w cedar Hot Tub + private pond

2–9 Jun

€ 264 per night

Guest favourite

Cabin in Austerlitz

4.96 out of 5 average rating, 28 reviews

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

13–20 Nov

€ 588 per night

Guest favourite

Cabin in Stockbridge

4.88 out of 5 average rating, 8 reviews

Stockbridge Snug- cabin luxury just steps to lake!

10–17 Aug

€ 580 per night

Pet-friendly cabin rentals

Guest favourite

Cabin in Sand Lake

5.0 out of 5 average rating, 21 reviews

"The Cabin" - Cozy & Rustic Home (Averill Park)

21–28 Mar

€ 264 per night

Guest favourite

Cabin in Sandisfield

5.0 out of 5 average rating, 9 reviews

Cozy Cabin in the Berkshires

16–23 Apr

€ 209 per night

Guest favourite

Cabin in Washington

4.93 out of 5 average rating, 55 reviews

Berkshires Log Cabin by Evergreen Home

5–12 May

€ 258 per night

Guest favourite

Cabin in Great Barrington

5.0 out of 5 average rating, 56 reviews

Modern Luxury Log Cabin Near Butternut Ski Area

8–15 Feb

€ 585 per night

Guest favourite

Cabin in Lanesborough

4.98 out of 5 average rating, 40 reviews

Glamping in the Berkshires w/ car charging station

27 Jan – 3 Feb

€ 459 per night

Guest favourite

Cabin in Sandisfield

5.0 out of 5 average rating, 6 reviews

Log Cabin Ski retreat in the Berkshire mountains!

9–16 May

€ 242 per night

Cabin in Becket

4.74 out of 5 average rating, 43 reviews

We call it "Becket"

18–25 Oct

€ 190 per night

Guest favourite

Cabin in East Nassau

5.0 out of 5 average rating, 26 reviews

Into the Woods- Berkshire Cabin Retreat!

13–20 Jan

€ 250 per night

Private cabin rentals

Guest favourite

Cabin in Sandisfield

4.99 out of 5 average rating, 74 reviews

Berkshires Cabin in Woods with Mountain Views

19–26 Jul

€ 372 per night

Guest favourite

Cabin in Lenox

4.88 out of 5 average rating, 25 reviews

Serene Lenox Hills Cottage - Berkshires

3–10 May

€ 295 per night

Cabin in Chester

4.7 out of 5 average rating, 40 reviews

HavenHaus: Cozy A-Frame Cabin

9–16 Nov

€ 310 per night

Guest favourite

Cabin in Austerlitz

5.0 out of 5 average rating, 30 reviews

Fog Hill Cabin-A Wooded Getaway to the Berkshires

9–16 Dec

€ 235 per night

Cabin in Becket

4.78 out of 5 average rating, 99 reviews

Cabin with spectacular views of Robin Hood Lake

7–14 Mar

€ 234 per night

Cabin in Otis

4.89 out of 5 average rating, 53 reviews

Luxury Cabin in the Berkshires Woods

26 May – 2 Jun

€ 411 per night

Cabin in Becket

4.91 out of 5 average rating, 11 reviews

Cozy Rustic Lakefront Cabin

8–15 May

€ 329 per night

Cabin in Becket

Oak Forest Cabin: Enchanted Eden Among the Trees

23–30 Jan

€ 135 per night

Destinations to explore