Cabin vacation rentals in Bennington County

Find and book unique cabins on Airbnb

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Popular amenities for Bennington County cabin rentals

Cabin rentals with a hot tub

Guest favorite
A wooden cabin with a red metal roof is set within a grassy landscape. A porch extends from the front, surrounded by a few trees and shrubs. Gravel is visible leading up to the entrance, providing a natural path to the home.
Cabin in Granville
4.95 out of 5 average rating, 105 reviews

Mountain Cabin on 56 ac outdoor hot tub Hebron, NY

MayraRating, 5 stars2 months ago
I booked this trip for my husband’s birthday. It was centered around snowboarding and we were happy it was close to Killington, Pico and Stratton. The house itself was well thought out and there were instructions to everything which took the guesswork out of using the spaces. Would definitely stay again
The handcrafted log cabin features a symmetrical design with a green metal roof. A spacious covered porch wraps around the front, integrating wooden railings and flower beds. The structure is surrounded by trees, providing a natural and serene aesthetic.
Cabin in Whitingham
4.98 out of 5 average rating, 58 reviews

Vermont Log Cabin, Lake front. Close to Mount Snow

JasonRating, 5 stars10 months ago
Wonderful stay. The location was private and relaxing. The home was well stocked with all the amenities. Having the lake and kayaks available was perfect. Summer evenings under the stars and fireflies. Host was responsive and friendly. Look forward to staying again!
Guest favorite
Cabin in Wardsboro
4.95 out of 5 average rating, 41 reviews

MtSnow/Stratton Chalet w/Hot Tub

SamanthaRating, 5 stars2 weeks ago
Sam’s home was the perfect fit for our girls weekend! It fit all 10 of us perfectly with room to spare and had an ample amount of space for activities. (The pool table on the 2nd floor was definitely our favorite spot) the neighborhood was peaceful and quiet with just being a short drive to all the restaurants/ down town areas. Definitely would stay at Sam’s place again if we’re back in the area!!
Guest favorite
Cabin in Winhall
4.95 out of 5 average rating, 65 reviews

Stylish Getaway w/ Hot Tub & Firepit Near Stratton

lilyRating, 5 stars1 month ago
This house is perfect for a weekend away! We went to VT to ski but the weather was not in our favor. However, there was so much to do at the house with the hot tub, ping pong, shuffle board, and the fireplace. Irina was so helpful and her house is stunning and great for a group. I highly recommend!
Superhost
Cabin in Readsboro
4.89 out of 5 average rating, 63 reviews

Chalet with Amazing views+ Hot Tub + privacy

Elizabeth, MaryRating, 5 stars6 months ago
This was a beautiful and relaxing place to stay for my son’s wedding.
Superhost
A rustic two-story home is surrounded by lush greenery, featuring a wooden porch with seating areas. Stone pathways lead to a grill and an outdoor dining space, while a gentle slope of grass complements the natural setting.
Cabin in Wardsboro
4.88 out of 5 average rating, 128 reviews

Mountain side acres

TimothyRating, 5 stars2 weeks ago
Patrick’s place was very clean and private. Just what we were looking for. Would definitely stay again!
Guest favorite
The exterior of the A-frame cabin showcases a charming design with dark blue siding and a peaked roof. A wooden deck features two outdoor chairs and a welcoming front door adorned with a seasonal wreath. Surrounding greenery enhances the cabin's rustic appeal.
Cabin in Winhall
4.91 out of 5 average rating, 64 reviews

A frame cabin with Hot tub near Stratton, VT

ErinRating, 5 stars1 month ago
The cottage was just what we were looking for for a romantic weekend away. The house was cozy and well stocked and the area had lots to do from shopping, to hiking, and dining!
Guest favorite
Cabin in Jamaica
4.91 out of 5 average rating, 47 reviews

Bluebird Cottage: Large all season getaway

LydiaRating, 5 stars1 month ago
We had a great stay at Bluebird Cottage - Emanuel was super responsive and gave clear instructions / great tips about getting around and to Stratton. The house was clean and cozy, and the location was perfect for our ski trip.

Pet-friendly cabin rentals

Top guest favorite
A charming cabin designed in an Adirondack style is surrounded by lush greenery. Large windows reflect natural light, emphasizing the wooden exterior. A spacious yard features rocks and offers a glimpse of the outdoor seating area, inviting guests to enjoy the serene landscape.
Cabin in Wardsboro
5 out of 5 average rating, 72 reviews

VT Cabin | AC | Firepit | Hike | Swim | Ski

YohanRating, 5 stars2 months ago
They definitely have put a lot of thought in supplying everything you can think of needing in an Airbnb. It was unexpected but well appreciated. The home was very cozy and clean. The only suggestion I have is that the bathroom showers and floors could use an update. Otherwise, my family enjoyed the stay and would definitely stay here again if we can. Thank you for being a great host, Lorraine!
Top guest favorite
A spacious living area is warmly decorated with wooden walls and hardwood flooring. Two leather sofas are arranged around a central coffee table, while a gas fireplace is positioned against the wall. Natural light flows in through large windows with light curtains.
Cabin in Wilmington
5 out of 5 average rating, 12 reviews

Scenic VT Brookside Multi-Level Cabin Near Skiing

JuanRating, 5 stars2 months ago
Seth & Andrea were super communicative and attentive to our requests. The house is beautiful, clean and in a quiet area. We had the best night sleep in years! The rooms are warm and there's plenty of living rooms space.
Top guest favorite
A wooden deck is visible in the background, furnished with a table and chairs for outdoor dining. In the foreground, a firepit surrounded by stones is situated on a grassy area, offering a cozy space for gatherings.
Cabin in Manchester
5 out of 5 average rating, 30 reviews

The Evergreen Cabin - Walk to town!

TimothyRating, 5 stars2 months ago
As we strive to have an annual winter escape in Manchester, I think we've found our new favorite spot! The home is very spacious and clean, and the foosball table was a big hit with the kids (and me). It has easy access to the main roads leading to Bromley and Stratton, and is only a block or two from the main downtown area of Manchester. We cooked several meals and there was plenty of utensils, bowls, etc. Highly recommend!
Guest favorite
An aerial view captures a rustic cabin surrounded by lush greenery and vibrant autumn foliage. A circular fire pit is positioned in the yard, complemented by a gravel driveway leading to the entrance of the wooden structure.
Cabin in Stratton
4.89 out of 5 average rating, 19 reviews

The Stratton Cabin | Close to Stratton & Mt Snow!

AshleyRating, 5 stars1 month ago
Cozy Vermont cabin! Loved the fireplace and the finished basement with foosball table! Would definitely return!
Superhost
Cabin in Jamaica
4.86 out of 5 average rating, 93 reviews

Starry Skies 7min to Stratton Dogs OK Pikes Falls

AlexanderRating, 5 stars1 month ago
Cute place with a large property. Great for dogs. Super close to Stratton, and other ski resorts are also close by. Fantastic value for the money.
Guest favorite
An aerial view of a cabin nestled among dense forest, surrounded by trees showcasing autumn colors. The gravel path leads to the property, revealing a vehicle parked near the cabin. Roofs of two buildings can be seen, along with scattered outdoor areas.
Cabin in Jamaica
4.89 out of 5 average rating, 388 reviews

Cabin 7min to Ski Stratton-Wood Stove,Views,DogsOK

NataliaRating, 5 stars3 weeks ago
The cabin was perfect for a cozy weekend getaway! In fact, it was even more lovely in person than the photos. We did some lovely hiking in the area and visited nearby farms. Our dog loved the space and slept like a log after a day of hiking. On the day it rained, we had the best time staying inside, reading, playing games, and listening to music. There are clear instructions everywhere to help make sure everything is used properly. While it was too cold and rainy to make too much use of the outdoor amenities, we were able to easily grill. We hope to come back in the summer to make fire pits and swim in the nearby brook! Overall wonderful stay, it was everything we were looking for.
Guest favorite
An aerial view captures the cabin nestled amid a lush green forest, surrounded by dense treetops. The horizon is adorned with soft hues of orange, suggesting a serene sunset. The peaceful woodland setting emphasizes the privacy and tranquility of the location.
Cabin in Wardsboro
4.93 out of 5 average rating, 41 reviews

Mt Snow Château

AndrewRating, 5 stars1 month ago
What a great stay! Srini was very accommodating prior to our arrival and was always quick to respond. This home is a perfect in between to Stratton and Mt Snow which served our group well. Cozy doesn’t begin to describe the living areas and the garage was a great addition at night. We would absolutely recommend this property to anyone considering it. Can’t wait to visit again!
Top guest favorite
Cabin in Winhall
4.96 out of 5 average rating, 347 reviews

A-Frame Mountain Retreat near Manchester

LeahRating, 5 stars5 days ago
Monique and Jason’s A-Frame cabin exceeded our expectations! They thought of every little detail you would need in a home away from home. The decor was great, the kitchen was stocked with so many utensils and gadgets (I was not expecting to find a zester for my dinner recipe but it was there!) and the bath towels were amazingly oversized, which is a rare find! The A-Frame was the perfect spot for a girls weekend. We loved the record player (especially Alanis and Noah Kahan) and had a great time celebrating our dog Harley’s 9th birthday pawty there. Would highly recommend and can’t wait to stay again!

Private cabin rentals

Superhost
A serene pond is nestled within lush greenery, surrounded by various trees and rolling hills. The water's edge is framed by a grassy bank, providing a calming natural environment. Birdsong and rustling leaves create a peaceful ambiance in this rural setting.
Cabin in Arlington
4.88 out of 5 average rating, 17 reviews

Apothecary Farm Stay

JosephRating, 5 stars3 weeks ago
The apothecary farm stay was the perfect weekend getaway in Vermont. It is located on a quiet plot of land allowing for a peaceful, relaxing stay. The small farmhouse is neat and quaintly decorated. Nicole was a great host and responded quickly to any questions. I’d highly recommend to anyone considering a stay here!
Superhost
A charming log cabin is nestled among snow-covered trees, showcasing its wooden exterior and peaked roof. Icicles hang from the eaves, and a small shed is visible nearby. Fresh snow blankets the surrounding landscape, creating a serene winter scene.
Cabin in Stamford
4.86 out of 5 average rating, 7 reviews

La Cabañita - The Little Cabin

DerekRating, 5 stars1 week ago
La Cabanita - The Little Cabin is the quintessential Vermont stay! Perfect for cozying up with a cup of coffee in the morning or a glass of wine in the evening. Or if venturing out, it's a quick drive to everything North Adams, MA (Mass MoCA, Bright Ideas, PUBLIC eat+drink and more) and Wilmington, VT (shopping, Snow Republic Brewery, Folly +more) have to offer. Readsboro, VT is the town over for quick breakfast or lunch at The General store or dinner from Readsboro Inn (eat in or take out). Whatever the day brings, La Cabanita was an ideal place to relax and recover. The house was well stocked with all the Vermont stay necessities and Nick was easy to communicate with!
Guest favorite
An aerial view captures a charming house with a red roof, surrounded by lush greenery and open space. A campfire area is visible in the foreground, with smoke gently rising. The property appears spacious, with clear paths leading to the house and surrounding nature.
Cabin in Whitingham
4.89 out of 5 average rating, 35 reviews

The Green Mountain Roost (Dogs Welcome!)

SheylaRating, 5 stars2 months ago
My husband and I recently had the pleasure of staying at Fern's. It was an absolutely unforgettable experience. From the moment we arrived, we were struck by the stunning location and breathtaking views, making it the perfect escape from the hustle and bustle of everyday life. Inside, the cabin exuded warmth and charm, with a perfect mix of rustic touches and modern comforts. The space was clean and thoughtfully decorated, creating a relaxing and inviting atmosphere. The cozy fireplace was a highlight, providing the perfect setting. The house came with everything i mean everything you can possibly need kitchen wise. Would definitely stay here again
Top guest favorite
A modern gray structure with a metal roof is set against a backdrop of autumn foliage. The two-story residence features a garage and a spacious driveway, with a vehicle parked nearby. Sunlight filters through the trees, casting a warm glow on the landscape.
Cabin in Manchester
5 out of 5 average rating, 50 reviews

Private Rustic Modern Loft

Dar'RonRating, 5 stars1 month ago
Lucas’s instructions, deception of the property and his helpful recommendations were all 10/10. If coming back to the area i definitely would stay here again. The property was great, clean, well thought out. Had an issue with the heating system at the entrance (couldn’t understand how to turn it off) could have been user error though. Opening the windows and the AC system in the loving balanced it out. Everything you could think you’d need was already there even down to travel size lotions! Great job Lucas thank you again!
Guest favorite
The exterior of the cottage features a modern A-frame design with a wooden balcony adorned with holiday decorations. Tall trees surround the building, and large windows provide views of the interior. A peaceful winter atmosphere is conveyed by the soft lighting and natural setting.
Cabin in Manchester
4.97 out of 5 average rating, 60 reviews

Dragonfly Cottage - Mountain View A-Frame

TomRating, 5 stars2 months ago
The interior of the home was incredibly cozy and very well appointed. It was exactly as described. Great shower! Very comfortable. Very unique adorable house with meticulous decor. Host was responsive, accommodating and very gracious. Perfect midway point for our ski trip to Killington and Stratton. Couldn’t have been more satisfied with this selection for our family of four. We would recommend to anyone considering a trip to this area.
Superhost
A quaint cabin emerges from a snowy landscape, with a red-trimmed exterior contrasting against the white snow. The roof is blanketed with fresh snow, and leafless trees surround the property, creating a peaceful winter scene.
Cabin in Peru
4.79 out of 5 average rating, 92 reviews

The Grateful Barn

ArianeRating, 5 stars1 month ago
We had a wonderful cozy weekend with friends. Leopold’s place was private and tucked away with beautiful snowy Vermont scenery. We went skiing at Okemo (30 min drive) and then relaxed in the cozy living room. The shower was great and the bed was super comfortable. Thank you Leopold!
Top guest favorite
A rustic red house is showcased amid a snow-covered landscape. Icicles hang from the roof eaves, reflecting sunlight. The entrance is accessible via a wooden staircase, surrounded by trees that frame the property in a natural setting.
Cabin in Dover
5 out of 5 average rating, 44 reviews

Ski Chalet on a stream, secluded yet close to all.

ClaireRating, 5 stars2 months ago
This house was perfectly set up for 3 families gathering for a ski weekend, and so close to Mount Snow! My favorite part was the spacious but cozy dining table that allowed all of us to gather comfortably together for apres ski meals. Heather was a gracious host, and super responsive to a couple of questions we had during our stay. I hope that we’ll be able to stay again next year!

Destinations to explore