Some info has been automatically translated. Show original language

House vacation rentals in Bennington County

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Bennington County house rentals

House rentals with a pool

Top guest favorite
A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.
Home in Wilmington
5 out of 5 average rating, 14 reviews

Spring Hiking Pet Retreat I Game RM l ChimneyHill

LynnRating, 5 stars2 months ago
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!
Top guest favorite
The exterior of the house is showcased, featuring a large front porch with white railings and steps leading to the entrance. A manicured lawn with green grass and landscaping surrounds the home, while a gravel driveway extends alongside it. Tall trees provide a natural backdrop.
Home in Cambridge
4.97 out of 5 average rating, 39 reviews

Country hideaway

GwenRating, 5 stars8 months ago
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!
Guest favorite
The indoor pool area features a serene blue water surface, bordered by natural stone and wooden paneling. A gently sloping ramp leads into the water, while lounge chairs line the adjacent wall, providing a comfortable spot for relaxation. The space is illuminated softly, creating a calm environment.
Home in Wilmington
5 out of 5 average rating, 11 reviews

Outdoor Enthusiasts Paradise!

EmilyRating, 5 stars3 months ago
Our family had a beautiful, peaceful ski/snowboard vacation at Samantha’s home. The house was exceptionally clean and Samantha was an attentive host. We’ll hopefully visit again!
Superhost
A single-level ranch-style home sits on a gently sloping lawn, surrounded by vibrant purple flowers. A clear blue sky and green trees provide a scenic backdrop, while satellite dishes are mounted on the roof for communication access.
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars2 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Top guest favorite
The exterior of the white farmhouse is highlighted by soft evening light, showcasing well-maintained landscaping. The stone pathway leads to a welcoming entrance, with large windows that reflect the sky's pastel hues. Surrounding greenery enhances the tranquil setting.
Home in Dover
5 out of 5 average rating, 58 reviews

The Villa - Industrial Farmhouse with Hot Tub

StephanieRating, 5 stars3 months ago
We absolutely loved staying here- beautiful and laid out perfectly for 2 families, each with 2 little kids. Super convenient location to Mt. Snow. We look forward to staying here again!
Guest favorite
A well-maintained outdoor pool area features a clear blue water pool surrounded by lounge chairs and umbrellas. The pool deck is paved and includes both shaded and sunlit seating options, with greenery providing a natural backdrop.
Home in Jamaica
4.96 out of 5 average rating, 25 reviews

Ski and tennis house by Stratton Ski Resort.

BillyRating, 5 stars2 months ago
We spent our winter break at Adam's condo. This condo experience had all the important Cs: Clean Condo - it was very clean upon arrival. Convenient Condo - the Stratton shuttle stops right outside the door. Communicative Condo Owner - any questions we had were answered in a timely manner. Cost effective Condo - great value Okay I went overboard with the Cs but honestly it was such a great experience. Adam is great host and the condo worked out perfect for us! Hopefully we get a chance to stay here again!
Guest favorite
A modern living area features tall windows that provide ample natural light and views of the surrounding greenery. A large area rug anchors the space, with a round coffee table at its center. A colorful wall quilt adds visual interest, and a comfortable seating arrangement invites relaxation.
Home in Dorset
4.95 out of 5 average rating, 22 reviews

Idyllic Dorset Home: Serene Escape w/amazing views

StacyRating, 5 stars2 months ago
My group of 9 had a wonderful stay here! The house was very spacious, clean, and modern and accurately represented in the posting. John was extremely responsive during our process and proactively checked in with us to ensure we were able to check-in to the property smoothly. We had a small issue with one of the stove top burners and when we reached out to John, he followed up immediately to resolve the issue. I highly recommend staying here!
Superhost
A large, two-story house is surrounded by lush greenery, presented with a broad porch featuring multiple columns. The front yard has a gravel path, leading up to the entrance, which is adorned with flower pots. Natural light filters through the trees, creating a serene atmosphere.
Home in Wilmington
4.78 out of 5 average rating, 55 reviews

Chimney Hill Home w/ New Hot Tub & Amenity Center!

AdamRating, 5 stars2 months ago
Awesome property! Stayed here for a ski trip with friends, we had a great time and the house was a great size for all of us! Hot tub works great and the indoor fireplace was fun to use as well. Would absolutely stay again. Super polite and responsive hosts.

Weekly house rentals

Superhost
The charming exterior of a farmhouse is surrounded by lush greenery, featuring a pale blue façade and a welcoming pink door. Dense foliage and colorful flowering plants enhance the inviting approach to the home, set against a peaceful landscape.
Home in Londonderry
4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

JamesRating, 5 stars2 months ago
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.
Superhost
A rural house is set among a field of wildflowers, featuring a porch with a red roof. The light-colored siding contrasts with the vibrant blooms. A line of trees borders the background, enhancing the natural setting.
Home in Whitingham
4.95 out of 5 average rating, 39 reviews

Rustic 1850s Barn. Updated and funky.

JessicaRating, 5 stars1 month ago
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.
Superhost
A warm living area features wooden paneling and cozy furnishings. A stone fireplace serves as a focal point, surrounded by decorative items. A comfortable seating arrangement includes leather and wooden chairs, with a large coffee table at the center. A wall-mounted TV is visible on one side.
Home in Dover
4.81 out of 5 average rating, 36 reviews

MT SNOW Chalet + HOT TUB + new upgrades for 2024!

TraceyRating, 5 stars2 months ago
We had a great weekend at Lisa's house! Lisa was easy to get in touch with and when she knew she might be out of touch she gave us an alternate person to contact. It's snowed overnight during our stay and we were plowed out early to get on the mountain for first tracks. The house is exactly as pictured on the listing, we were very comfortable, and the hot tub was key for relaxing after a day on the mountain. The house has a 80's feel to it, and the wood panelling gives mountain vibes. We had everything we needed for our stay and really enjoyed the time we spent together!
Guest favorite
A shaded outdoor area features a tree with two swings, one being a macrame-style chair with striped fabric. The wooden exterior of a neighboring building and a picnic table can be seen in the background, enhancing the tranquil and inviting atmosphere of the space.
Home in Mount Tabor
4.92 out of 5 average rating, 183 reviews

Spring/Summer Fun Treasures Waiting

JustinRating, 5 stars2 months ago
Great place. Was a bit further from Stratton but close to Manchester and Rutland for food options. It is check in with the hosts - clearly in the instructions - which I overlooked upon booking. The place was just as described and the event brought over blueberry muffins which was a nice touch.
Guest favorite
An open-concept living area features a dining table set for six, with a gas fireplace framed by a white brick mantel. A television is positioned on a stand nearby, with comfortable seating arranged around the room. Natural light filters in through adjacent windows.
Home in Dover
4.93 out of 5 average rating, 91 reviews

New Hot Tub! Gas Fireplace! 2 min to Mt Snow

Stacie LynnRating, 5 stars1 month ago
We loved staying in your home. It was close to Mount Snow where we went skiing and we especially loved the fireplace and hot tub. The kitchen was so big and had everything we needed. Thanks so much for leaving the binder of instructions because it is important for us to treat your home like our own home and we want to do things right. We will be back next year. Tom and Stacie
Guest favorite
A spacious backyard is surrounded by greenery, featuring a wooden deck with seating and steps leading to the main residence. The property is fenced, providing a secure area for pets. The charming house blends rustic elements with modern design, complimented by trees and a lush lawn.
Home in Arlington
5 out of 5 average rating, 15 reviews

Charming Vermont Retreat

DavidRating, 5 stars4 months ago
The house has the cozy rustic charm of an old farmhouse. Hand hewn post and beam work speaks to its heritage. The kitchen is very well provisioned with everything a large group needs to cook and enjoy making meals together. The large, reclaimed wood dining table was a beautiful addition to the space. The living room was super cozy by the pellet stove sipping coffee to start the day or lounging after hours. We really enjoyed the ability to bring our chocolate lab Gus, who absolutely took advantage of the large open spaces around the outside of the house. Overall Scott was a terrific host and was available any time we had questions about the house. We look forward to staying again!
Top guest favorite
An open dining area features a large wooden table surrounded by white chairs. Natural light fills the space from multiple windows, highlighting rustic wooden beams above. A cozy seating nook with plants and a decorative fireplace creates a welcoming ambiance.
Home in Dover
4.88 out of 5 average rating, 251 reviews

Mt Snow retreat, ski & summer

TimothyRating, 5 stars1 month ago
Wonderful stay in Vermont! Very spacious home with an amazing dining room and theater room in the basement ! Location was perfect for a visit to mt snow, just a few minutes away, and theater room home was cozy, 2 fireplaces , and wonderful! Recommend!!
Guest favorite
A spacious living area features a large sectional sofa, complemented by a coffee table and a small side table. Large glass doors invite natural light, while the open layout connects seamlessly to the kitchen area in the background.
Home in Winhall
4.95 out of 5 average rating, 81 reviews

Serene Private Home | Hot Tub | Golf

MargieRating, 5 stars1 month ago
A very nice, newly renovated home. Spacious, clean, no clutter. The kitchen and dining area are lovely and very comfortable for our group of 8. House interior is well designed. Beautiful views from every room. Great amenities! The sauna, hot tub and fireplace were wonderful. Our hosts were very responsive, especially when we arrived in a cold rain and a widespread power outage in the area. They had a good supply of wood on hand, brought us flashlights and provided updates from the power company. Thank you Bonnie and David for a wonderful stay and great hospitality!

Private house rentals

Superhost
A spacious living room is illuminated by natural light from multiple skylights and large windows. A comfortable sectional sofa and additional seating are arranged around a coffee table. A fireplace adds warmth, while light wood flooring contributes to a bright and inviting atmosphere.
Home in Peru
4.71 out of 5 average rating, 7 reviews

7 acres! Bromley, 8 min. Private Pond. Dogs OK.

ChrisRating, 5 stars2 months ago
It was a fantastic family getaway set at the end of the road where it was quiet n peaceful for us to all relax over the weekend. But yet it is very close to the local ski areas. The surroundings at the house are beautiful. Will definitely have to come back in the summer and enjoy sitting outside.
Top guest favorite
A cabin is situated on a rocky bank, overlooking a calm river. Lush green trees line the water's edge, providing a natural backdrop. A spacious deck extends from the cabin, with sunlight reflecting off the water, creating a serene outdoor environment.
Home in Dover
4.93 out of 5 average rating, 87 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

NathanRating, 5 stars1 month ago
Location was great and a short drive away from mount snow, place was clean with ample room for our group. Nice scenery and cool creek in the backyard. Check in and check out was simple and straightforward. Appreciate the housing and accommodation
Guest favorite
A two-story home features dark blue siding and a well-defined white trim. The entryway is highlighted by a deep red door, framed by large windows on either side. A manicured lawn is present in front, complementing the welcoming exterior.
Home in Dorset
4.95 out of 5 average rating, 41 reviews

Twin Lodge

JeffreyRating, 5 stars2 months ago
Great place for a weekend near the VT mountains. Plenty of space, clean, nicely stocked toiletries in the bathrooms. The mud room was very useful for ski gear! Would absolutely stay again to visit Stratton.
Guest favorite
A tranquil view of a swimming pond is reflected among lush greenery and blooming wildflowers. A charming house with a light green exterior is visible in the background, framed by vibrant trees and a partly cloudy sky.
Home in Wardsboro
4.94 out of 5 average rating, 36 reviews

Cozy mountain getaway between Mt. Snow&Stratton

ConnerRating, 5 stars1 month ago
Even better than the pictures. It was a great place for a ski trip. I enjoyed walking around the house and exploring the property. For the price you can’t beat it. I would definitely recommend staying here if you are looking for a place.
Top guest favorite
A single-story country home is set against a backdrop of green grass and blue sky. The house features a welcoming entrance with a porch and large windows. Nearby, a driveway leads to a garage, and trees and other structures are visible in the surrounding area.
Home in Shaftsbury
4.98 out of 5 average rating, 57 reviews

3-bedroom country home with mountain views

AmishaiRating, 5 stars3 months ago
Place was great—cozy, accessible, and in a beautiful location. Had a small issue during check in and Kathy was very responsive and quickly resolved it. Would happily return.
Guest favorite
A children's bedroom features a bunk bed with white wooden frames and green bedding, adjacent to a single bed with matching linens. A nightstand is positioned next to the beds, and a whimsical woodland mural of mountains and animals decorates the wall.
Home in Woodford
4.91 out of 5 average rating, 34 reviews

Green Mountains Lake Retreat - Hidden Gem

SarahRating, 5 stars1 month ago
Great little house close to trails. Was perfect for our visit to the Mt Prospect Nordic center. The house was very comfortable and we enjoyed the games and books in our downtime. Would recommend a stay here!
Guest favorite
A charming wooden home is set against a backdrop of greenery, featuring a metal roof and large front windows. A stone pathway leads to a welcoming porch with seating. Flowers flank the entry, enhancing the serene outdoor environment.
Home in Londonderry
4.98 out of 5 average rating, 62 reviews

Modern Luxury at White Pine Lodge

SamanthaRating, 5 stars2 months ago
The house is perfect for a ski getaway. Clean and spacious with tons of wood for the fire and a well stocked kitchen. The hot tub was a perfect t way to unwind after a day out on the slopes.
Top guest favorite
The exterior of a rustic farmhouse is framed by lush green gardens, with a sloped metal roof reflecting sunlight. A vibrant sun is positioned in the sky, casting a warm glow over the surroundings, highlighting the unique architectural details of the home.
Home in Peru
5 out of 5 average rating, 45 reviews

Bromley Farmhouse close to skiing and hikes

GregoryRating, 5 stars1 month ago
This home is much larger than it appears in the photos. It's beautiful and cozy (but not "small cozy"). My group skied Bromley, Stratton, Okemo and Magic, which were all within 25 mins or less. (Bromley is 5 mins). This home felt large enough for multiple family's with or without children. It is well stocked with everything you would need for cooking, laundry ect. A minor issue was addressed nearly immediately. The owner is very responsive and accommodating. I would highly recommend this place and I look forward to visiting it again.

Destinations to explore