Cabin holiday rentals in Great Barrington

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Top-rated cabin rentals in Great Barrington

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Guest favourite

Cabin in Savoy

4.98 out of 5 average rating, 186 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.

28 Aug – 4 Sep

$219 NZD per night

Guest favourite

Cabin in Catskill

4.95 out of 5 average rating, 150 reviews

Restorative Escape in the Woods with Sauna

Escape the city to this private cabin in the woods. Within a 30-minute drive, access skiing at Hunter Mountain, Windham Mountain, or numerous popular hiking trails in Catskill State Park. We are a short drive to scenic towns in the Catskills and Hudson Valley for shopping, restaurants, bars, antiquing, bookstores, vineyards, breweries, farm stands, and local markets. Or stay in and just relax on the property with all the amenities we offer. Perfect for a couples getaway or solo time to unwind.

22–29 Jul

$308 NZD per night

Guest favourite

Cabin in Ghent

4.99 out of 5 average rating, 183 reviews

Cozy chalet w/ fireplace near Hudson & hiking

3-bedroom, 2-bathroom home on 4 acres on a quiet street in charming Ghent, NY. Renovated in late 2021, this lovely chalet features 5-beds, open floor plan, luxury bathrooms, all-new, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. The home is surrounded by nature—trees, trails, streams, and farms—all close by. Hike, bike, kayak, or go to a brewery. Discover the nearby Hudson Valley farms, ski in the Berkshires, or visit the trendy town of Hudson, NY.

30 May – 6 Jun

$385 NZD per night

Guest favourite

Cabin in Copake Lake

4.94 out of 5 average rating, 179 reviews

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS

Festive season is here! And so is the opportunity to stay at an idyllic, secluded property near SKIING, the lake, and hiking! Welcome to the Cabin on Hillside, a peaceful retreat from the hustle and stresses of daily life. Situated in the charming lake town of Copake, you get all the fun of a quaint lakeside community, with the privacy of your own log cabin. After a day of fun, relax in your very own hot tub, swing in the hammock, or cozy up on the couch with some lemonade. Your oasis awaits!

2–9 Sep

$347 NZD per night

Guest favourite

Cabin in Tannersville

4.99 out of 5 average rating, 145 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

1–8 Oct

$271 NZD per night

Guest favourite

Cabin in Cummington

4.98 out of 5 average rating, 162 reviews

Just Be Cabin

Small, rustic cabin in the woods behind our home. The cabin has electricity, but no running water. Drinking and cooking water are provided from a hand pumped container. The cabin is a beautiful place to slow down, connect to nature and one's self. If you love to camp, you will love the cabin. It is the perfect locale for a personal retreat. We are happy to arrange a yoga class at our home studio as well. It is like a tree house, where all are welcome to come, simplify life and just be.

1–8 Sep

$127 NZD 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.

17–24 Mar

$918 NZD 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

$298 NZD per night

Guest favourite

Cabin in Saugerties

4.95 out of 5 average rating, 166 reviews

Cozy Cottage for Two

Unplug in this cozy cabin for two located in the scenic Hudson Valley. This intimate cabin is less than a two hour drive from Manhattan, and in the heart of many hiking trails and ski resorts. Set at the end of a private road, this cabin is furnished with a fireplace and all guests are welcome to use! When looking for a bite to eat, the historic village of Saugerties or vibrant village of Woodstock is just a quick ride away. Pets are welcome with an additional $40 cleaning fee.

31 Dec – 7 Jan

$282 NZD per night

Guest favourite

Cabin in Rhinebeck

4.91 out of 5 average rating, 296 reviews

Sunset Bungalow-Mt views on 130acre forest & falls

Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, and comfortable bedroom- learn more at cascadafarm.com

9–16 Oct

$318 NZD per night

Guest favourite

Cabin in Catskill

4.92 out of 5 average rating, 454 reviews

Getaway Eastern Catskills - Catskills East

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

30 Nov – 7 Dec

$457 NZD per night

Guest favourite

Cabin in Monterey

4.95 out of 5 average rating, 250 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.

5–12 Jun

$655 NZD per night