Cabin holiday rentals in Great Barrington

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

5 out of 5 average rating, 116 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.95 out of 5 average rating, 115 reviews

A wooden Adirondack chair faces a peaceful pond, surrounded by lush greenery. A canoe rests nearby on the sandy shore, mirrored reflections of trees visible on the calm water surface under a clear sky with scattered clouds.

Cabin in Colebrook

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. Surrounded by nature! Private Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!

4.94 out of 5 average rating, 262 reviews

An inviting bedroom is adorned with warm knotty pine walls and features a queen bed with decorative pillows. Two windows allow natural light to fill the space, with bedside lamps providing additional illumination. A cozy ottoman sits at the foot of the bed, complementing the rustic decor.

Cabin in Copake Lake

Cabin in Woods w/ Lake Access & *private* Hot Tub!

Don't miss your opportunity for a spring adventure at this cozy, secluded cabin with its own private hot tub and lake access! Welcome to Cabin on Hillside, a peaceful haven 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!

4.99 out of 5 average rating, 324 reviews

A bright and inviting living area features large windows that offer views of the surrounding greenery. A comfortable sofa and chairs surround a coffee table, while a desk with a chair is positioned near the window for a productive workspace.

Cabin in Ghent

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, skiing, and year-round getaways.

An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.

4.97 out of 5 average rating, 135 reviews

Luxury A-Frame Cabin in the Woods with Sauna

Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

4.88 out of 5 average rating, 238 reviews

Cabin in Stockbridge

Hip Stockbridge Cabin - A stroll to the lake

Welcome to our stylish glamping cabin! Relax in the spacious yard & sunny deck. Cozy fieldstone fireplace, vaulted ceilings & skylights. The cottage features gorgeous pine wood & fantastic interior design. Unwind in the reading nook, master bedroom with skylights, or put on your favorite vinyl. Kids will adore the sleeping loft. Just a 9-minute walk or 2-minute drive to the public beach (the beautiful Stockbridge Bowl). BBQ grill, outdoor fire pit . Tanglewood is just minutes away.

4.91 out of 5 average rating, 120 reviews

A spacious deck features two wooden lounge chairs and a small side table, surrounded by lush greenery. The railing provides unobstructed views of the wooded area, allowing natural light to create a serene atmosphere.

Cabin in Hillsdale

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.

4.94 out of 5 average rating, 300 reviews

A spacious log cabin with a metal roof is surrounded by trees. The front porch is lined with a railing, and large windows invite natural light. A gravel driveway leads up to the cabin, with a small shed visible to the side.

Cabin in Monterey

Amazing Berkshire Mountains Cabin

Our incredible 4-bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the quintessential 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.

Superhost

A gentle waterfall cascades over rocky terrain, surrounded by autumn foliage in varying shades. The water flows into a clear pool, with smooth stones lining the edges. Tall trees in the background create a lush, green canopy, while fallen leaves blanket the ground.

Cabin in Rhinebeck

4.88 out of 5 average rating, 432 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

4.99 out of 5 average rating, 145 reviews

A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.

Cabin in Round Top

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Cabin in Litchfield County

A cozy living area features a brown leather sofa with white throw pillows, positioned beside a window that allows natural light. A wooden coffee table sits atop a blue and white woven rug, complemented by a comfortable armchair. Shelves display decorative items and fresh flowers add a welcoming touch.

4.92 out of 5 average rating, 117 reviews

Blackberry Cottage

Enjoy our peaceful (pet friendly) home, just a short drive to the center of Norfolk. Great for friends and/or family visits. Board games, puzzles and books inside for all; fire pit outside. Front & side decks, are perfect for relaxing. Access great cafes, shops & cultural delights in Norfolk. The nearby Ellen Battell Stoeckel Estate hosts Yale's Summer Chamber Music Concert series. It’s a home, not a hotel. I think you’ll love it!

5 out of 5 average rating, 155 reviews

An inviting living space features a modern wood stove as its focal point. Large windows allow natural light to fill the room, revealing views of the surrounding trees. Two comfortable sofas are arranged for relaxation, with a hanging planter adding a touch of greenery.

Cabin in Ancram

The Ancram A - Luxury Mid-Century Modern Cabin

Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.

Popular amenities for Great Barrington cabin rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cabin rentals with a hot tub

A cabin nestled among tall trees is gently illuminated at dusk. Soft light streams through the open sliding door, revealing a cozy sleeping area with a person resting on a bed. The surrounding forest is lush with greenery, enhancing the serene atmosphere.

4.86 out of 5 average rating, 333 reviews

40-Foot Container Cabin in the Catskills

Superhost

An open living area features high ceilings with exposed wooden beams. A comfortable gray sofa and a round coffee table sit on a traditional rug. A kitchen island with bar seating is visible, along with a modern television mounted on the wall.

Cabin in Catskill

4.95 out of 5 average rating, 175 reviews

Modern cabin retreat

4.98 out of 5 average rating, 120 reviews

Cabin in Chesterfield

Hilltown Cabin Hideaway: A River Runs Through It!

An outdoor deck features a hot tub alongside a shaded seating area with blue cushions. A patio umbrella provides cover, while the surrounding greenery adds to the serene atmosphere. The wooden deck is spacious and inviting for relaxation.

4.88 out of 5 average rating, 205 reviews

Private Woodstock Getaway w Hot Tub

4.95 out of 5 average rating, 121 reviews

The kitchen features green cabinetry with a white countertop. Shelves above hold various jars and glasses. A window allows natural light to brighten the space, with a view of nature visible outside. Additional storage includes a fridge and a stainless steel trash bin.

Cabin in Athens

Charming Lakefront Cabin with Hot Tub

4.99 out of 5 average rating, 117 reviews

Cabin in Norfolk

The Red Cabin-Secluded Getaway with backyard Brook

4.93 out of 5 average rating, 121 reviews

Cabin in Hinsdale

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

4.94 out of 5 average rating, 316 reviews

A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.

Cabin in Freehold

Tiny Home A-Frame with Hot Tub & Creek

Pet-friendly cabin rentals

4.97 out of 5 average rating, 582 reviews

Cabin in Cornwallville

The Log Cabin in the Catskills

4.89 out of 5 average rating, 119 reviews

The charming cabin features a spacious front porch with wooden rocking chairs and decorative string lights. A well-maintained yard surrounds the structure, with green grass and flowering plants. The cabin's wood exterior blends harmoniously with the natural landscape of trees and open sky.

Cabin in Catskill

Cozy Cabin w/ 10 Min Walk to Downtown Catskill

4.9 out of 5 average rating, 10 reviews

Cabin in New Marlborough

Cosmo Cabin: Your Cozy Escape

4.99 out of 5 average rating, 132 reviews

A spacious great room features warm wooden walls and a high ceiling. Comfortable seating is arranged around a coffee table, with a cozy fireplace nearby. The open kitchen displays modern appliances, while large windows allow natural light to fill the space.

Cabin in Elizaville

Sugar Mountain Cabin: close to Hudson and nature

4.89 out of 5 average rating, 172 reviews

A cozy living area features two light-colored sofas positioned around a central coffee table. A modern electric fireplace sits beneath a wall-mounted television. Light hardwood floors enhance the space, while visible doorways lead to other rooms.

Cabin in Millbrook

Leonardo cabin

5 out of 5 average rating, 47 reviews

Two eco homes are situated in a tranquil forest setting, softly illuminated by warm exterior lights at dusk. Wooden decks extend from the homes, providing a connection to the surrounding green space. Trees frame the scene, enhancing the natural ambiance.

Cabin in Ancram

2bed farm stay as seen in Dezeen, architects cabin

4.97 out of 5 average rating, 114 reviews

A modern cabin is nestled among lush greenery, positioned by a riverbank. A wooden footbridge leads to the cabin, which features large windows illuminated by warm light. The surrounding trees contribute to a sense of seclusion and tranquility.

Cabin in Red Hook

Design-Forward Riverfront Cabin on 120 Acres

4.97 out of 5 average rating, 154 reviews

Cabin in East Nassau

Berkshire’s Blue Cabin

Private cabin rentals

4.95 out of 5 average rating, 21 reviews

A wooden cabin nestled among green trees showcases a welcoming entrance with steps leading up to a spacious deck. Natural light fills the facade, accentuating the structure's earthy tones and inviting presence amidst the surrounding forest.

Cabin in Spencertown

Wake Up in the Woods, A Spring Reset Upstate

4.98 out of 5 average rating, 247 reviews

A serene sleeping area is present, featuring a spacious bed adorned with a patterned duvet. Large windows frame the view of the surrounding trees, inviting natural light into the space. A small bookshelf stands in the corner, complementing the wooden floors and walls.

Cabin in Cummington

Just Be Cabin

4.94 out of 5 average rating, 64 reviews

The cabin features a charming exterior with a blue-gray wooden facade and a bright red door. Large windows provide natural light to the space. Two red Adirondack chairs are positioned on the stone patio, inviting guests to relax in the natural surroundings.

Cabin in Climax

Catskills Cabin on 100 Wooded Acres, Private Lake

5 out of 5 average rating, 13 reviews

Cabin in Red Hook

Luxury Scandi Lakeside Cabin with Woodfired Sauna

4.88 out of 5 average rating, 34 reviews

Cabin in Becket

Walk to LAKE, Kayaks, Dog-Friendly, Berkshires!

4.96 out of 5 average rating, 54 reviews

A spacious wooden deck features a large dining table surrounded by six chairs. A mature tree extends next to the cabin's exterior, showcasing large windows that allow natural light to illuminate the interior. The warm glow of sunset enhances the inviting atmosphere.

Cabin in Craryville

Cabin on Copake Lake, NY.

4.84 out of 5 average rating, 31 reviews

The rustic cabin is nestled among tall trees, displaying a wooden exterior with a steeply pitched roof. A spacious deck extends from the side, inviting outdoor enjoyment. The clear blue sky provides a striking backdrop to the serene wooded surroundings.

Cabin in Hudson

Cozy Cabin w/Fireplace on 7 acres in Hudson