
Cabin vacation rentals in Great Barrington
Find and book unique cabins on Airbnb
Top-rated cabin rentals in Great Barrington
Guests agree: these cabins are highly rated for location, cleanliness, and more.

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
Nature is calling! And so is the opportunity to stay at a cozy, secluded property near the lake, skiing, hiking, and so much more! Welcome to Cabin on Hillside, a peaceful retreat from the stresses of daily life. Situated in the charming town of Copake Lake, you get all the fun of a quaint lakeside community with the solitude of a wooded retreat. Whether you are looking for outdoor adventures, trips into town, or a peaceful homestay, this cabin provides it all! Come visit! Your oasis awaits!

Modern Upstate Cabin, near Rhinebeck NY
[ 🏊🏽♂️ Heated pool is open May - October 26, 2025. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

The Red Cabin-Secluded Getaway with backyard Brook
Welcome to our secluded mid-century cabin nestled in the foothills of the Berkshires in Northwestern CT! When you stay here you'll find over three private acres of ferns, forests, wild flowers and a native trout brook a stone's throw from the backdoor with your private hot tub to relax in. Beyond the brook are hundreds of acres of state forest preserve. Enjoy great hiking, fishing, skiing, antiques and restaurants minutes away. Only 2 hours from NYC and 8 minutes to Historic Norfolk Center.

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.

Secluded luxury: modern riverfront fishing cabin
Far from the road, this tranquil and unique modern cabin overlooking state stocked fly fishing and tubing river is under 2 hours from NYC. Sited on a 120 acre property, the towns of Red Hook, Rhinebeck, Hudson and Kingston are all between 10 and 30 mins away. On property hiking and tubing for fun. Our chickens mean you'll have fresh eggs on arrival. Radiant floors, swedish compost toilet, a tesla powerwall and 500 mbps internet make it easy to get away from it all while staying in touch.

The Lodge at June Farms
Enjoy a 3rd night for FREE when you book 2 nights! The Lodge at June Farms is a stunning, rustic, open-floor-plan retreat. The screened-in front porch looks down onto our beautiful horse pasture. This main cabin is our most romantic cabin on the property. Our gigantic rain shower in the bathroom has an 8'x5' wall mirror and a French door that opens out to the forest. If you are a cook, this cabin is a chef's dream. Please check the availability for our other luxury cabins if booked!

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.

Rustic Pond Cabin: Nature, Stars & Serenity
Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. Pure clean pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay and walk the trail around the pond, have campfires outside in firepit! Cleaned by me, no crazy rules n and surrounded by nature! Private Great WIFI! Close to quaint ski resorts n dispensaries

Cozy chalet w/ fireplace near Hudson & hiking
Cozy 3-bedroom (5-beds), 2-bathroom home on 4 private acres in charming Ghent, NY. Recently renovated, Arch Bridge Chalet offers modern clean comfort with an open floor plan, luxury bathrooms, high-end appliances and cookware, a wood-burning fireplace, outdoor deck, and fire pits. Surrounded by trees, trails, and streams, yet close to Hudson Valley farms, breweries, Berkshires skiing, and the vibrant town of Hudson. Perfect for hiking, biking, kayaking, and year-round getaways.

Secluded Mountain Getaway with Swimming Pond.
This is the perfect country getaway in a serene wooded setting yet close to town. Great for couples, solo adventurers, and families (with kids). A large deck and yard provide great views of the outdoors. This house is privately set but only a short walk to an inviting shared swim pond, meadow & trails. Area attractions include great hiking, skiing, restaurants, breweries, stores and markets. Near Great Barrington & Hudson and all the Berkshires and Hudson Valley have to offer.

The Copake Cabin - A rustic-modern retreat.
A quiet place to get away from it all. Modern log cabin with 3 bedrooms and lots of amenities. A private heated pool, outdoor spaces, wood-burning fireplace and outdoor fire pit. For those working remotely, there is super-fast WiFi and a designated work space. Close to the best of the Hudson Valley and the Berkshires. There is a large lake nearby for boating, swimming, and kayaking in the warmer months. Skiing and sledding in the winter.

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.
Popular amenities for Great Barrington cabin rentals
Cabin rentals with a hot tub

Hilltown Cabin Hideaway: A River Runs Through It!

Cabin in the woods w cedar Hot Tub + private pond

Luxury Cabin | Fall Foliage, & Autumn Adventures

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

Tiny Home A-Frame with Hot Tub & Creek

Cozy Grove Luxury Cabin

Catskills Log Home, Stunning Mountain Views

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Cabin rentals with a pool

Private Cabin in the Woods w/ Hot Tub near Hudson

Chic Hudson Retreat | Bright, Fun with Pool

Hudson Hill House - Sun & Fun w/ Pool near Hudson

Lake Cabin

Vista: A Tiny Glass House Overlooking the Catskill

Charming Lakefront Cabin with Hot Tub

Iconic Lodge in the Berkshires

Lakefront | Mountains | Family | Peaceful | Ski
Pet-friendly cabin rentals

Cool Cozy Cabin by the Lake

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

WALK to lake! Dog friendly, Kayaks, A-Frame, Hike

Blackberry Cottage

Modern Luxury Log Cabin

Luxe Log Cabin Minutes From Skiing, Hiking, & More

The Upstate A - Modern Luxury in the Hudson Valley

Modern secluded Log Cabin in woods-great location!
Quick stats about cabin rentals in Great Barrington
 - Nightly prices starting at- Great Barrington vacation rentals start at G$54,422 GYD per night before taxes and fees 
 - Verified guest reviews- Over 190 verified reviews to help you choose 
 - Popular amenities for guests- Guests love Kitchen, Wifi, and Pool across Great Barrington rentals 
 - 4.9 Average rating- Great Barrington stays are highly rated by guests—averaging 4.9 out of 5! 
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Pet-friendly rentals Great Barrington
- Rentals with a fire pit Great Barrington
- Rentals with lake access Great Barrington
- House rentals Great Barrington
- Rentals with a kayak Great Barrington
- Rentals with a washer and dryer Great Barrington
- Family-friendly rentals Great Barrington
- Rentals with a fireplace Great Barrington
- Rentals with a patio Great Barrington
- Rentals with pools Great Barrington
- Apartment rentals Great Barrington
- Rentals with outdoor seating Great Barrington
- Rentals with a hot tub Great Barrington
- Waterfront rentals Great Barrington
- Fitness-friendly rentals Great Barrington
- Cabin rentals Berkshire County
- Cabin rentals Massachusetts
- Cabin rentals United States
- Hunter Mountain
- Six Flags New England
- Jiminy Peak Mountain Resort
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Windham Mountain
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Mount Greylock Ski Club
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Norman Rockwell Museum
- Taconic State Park
- Wintonbury Hills Golf Course
- Mount Southington Ski Area
- Hartford Golf Club
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
