Farmstay vacation rentals in Bennington County

Find and book unique farmstay rentals on Airbnb

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Popular amenities for Bennington County farmstay rentals

Family-friendly farm stay rentals

A wooden pirate ship playground is nestled in a shaded area, surrounded by trees. The structure features portholes, a slide, and a swing, all situated on soft mulch. A wooden fence provides privacy, enhancing the playful outdoor setting.
Home in Bennington
4.86 out of 5 average rating, 44 reviews

Karin's Place: Phenomenal Safe Guest House w/pool

DanielRating, 5 stars8 months ago
Jenny was a fantastic host and the house was beautiful and peaceful! We went with a group of 10 and it was setup so nicely for a large group to have enough space and privacy. Jenny had the house stocked with everything you can imagine needing and was very friendly and communicative. We had a fantastic weekend away and would love to go back again!
Guest favorite
An aerial view captures the modern farmhouse situated beside a tranquil pond. Lush greenery surrounds the property, and a small dock is visible on the water's edge, reflecting the clouds above. The well-maintained landscape enhances the serene environment of the estate.
Home in West Dover
5 out of 5 average rating, 45 reviews

The Manor-Stunning Modern Farmhouse with Hot Tub

SarafRating, 5 stars4 months ago
Amazing experience! Everything was prepared and fully equipped for us, from towels, soaps and shampoos, even spices and oil in the kitchen! Definitely recommended, and we will be happy to visit there again! summer or winter!
A bright kitchen area showcases modern appliances and white cabinetry. A dining space is visible through an archway, featuring a wooden table surrounded by dining chairs. Natural light enters through nearby windows, highlighting the warm wooden floor.
Farm stay in Sunderland
4.75 out of 5 average rating, 4 reviews

Artist's cottage at Hill Farm

GeorgiaRating, 5 stars50 months ago
We had the most exquisite vacation at Anne's cottage. We were stunned by the beautiful views, the most thoughtful amenities, the cleanliness, and all of the care and attention that was put into preparations for our stay. We enjoyed skiing, local restaurants, and cherished the time we spent in the cottage as well. So grateful for everything, and so excited to come back! My absolute favorite AirBNB experience so far! Thank you!
Superhost
An outdoor tennis court is featured, set against a backdrop of lush green trees and rolling hills. The red court surface contrasts with the scenic mountain views in the distance. A bench is positioned nearby, providing a place to rest between games.
Home in Manchester
4.86 out of 5 average rating, 35 reviews

Your VT Dream House: Fireplace, Pool, Dogs

AtulRating, 5 stars8 months ago
Beautiful area great amenity. Wish there was 1/2 bath downstairs. That was the only inconvenience.
Top guest favorite
A welcoming entryway includes hardwood flooring, leading to both the kitchen and living areas. A blue water cooler stands next to a colorful stained glass window. Light filters in through multiple windows, illuminating the space with a warm ambiance.
Home in Stamford
5 out of 5 average rating, 31 reviews

Cozy spacious home 10 minutes to North Adams

MichaelRating, 5 stars3 months ago
We enjoyed our stay at Maura's house in Stamford for our skiing and hiking vacation. It's a delightful farm house with hardwood floors, a fireplace, and lots of character. It was perfect for the three of us--very quiet and clean. The house is well-stocked with games, magazines and staples and she provided a goody basket for us. Maura was very communicative throughout the process. The house is very well-located for local exploration. Not even 10 minutes to North Adams, 15 minutes to charming Wilmington, VT and less than an hour to Bennington, Brattleboro and Pittsfield/Lenox (and several ski resorts in VT and MA). For groceries, we'd recommend the Wild Oats Co-op in Williamstown although there's also a grocery store right in North Adams. Note that you will need to use stairs to access the bedrooms and one of the full baths. Overall, a great visit and we thank Maura for the hospitality.
Several goats traverse a snow-covered pathway while chickens wander nearby. The backdrop features evergreen Christmas trees blanketed in snow, creating a serene rural scene in winter.
Cabin in Shaftsbury
4.86 out of 5 average rating, 72 reviews

Baby goats are here!Charming Cabin, Great Views

ChristopherRating, 5 stars19 months ago
We enjoyed our stay and the kids especially enjoyed the animals. Great location, great host.
The farmhouse is reflected in the calm waters of a large pond, surrounded by lush greenery. A yellow slide extends from a grassy bank toward the water's edge. The exterior features a combination of gray siding and a red roof, with a screened porch visible on the side.
Home in Londonderry
4.83 out of 5 average rating, 53 reviews

Vermont Farmhouse

MichaelRating, 5 stars2 months ago
Great stay at Beth and Nick's property. I think the pictures, which are a little on the dark side and rustic looking, don't do the property justice. While the house definitely feels a little rustic, it was spacious, the rooms were clean, the kitchen was well-stocked, and we were very comfortable during the visit. We had two dogs with us who loved running around the property - there's not much in the immediate surrounding area, so they had some room to roam. Would definitely recommend this place to a large group looking for affordable lodging near great skiing locations (we were at Magic Mountain).
Superhost
A historic red farmhouse and adjacent barn are set against a clear blue sky, surrounded by lush green grass. Stone pathways lead to the house, highlighting the inviting porch, while vibrant foliage borders the property.
Home in Whitingham
4.93 out of 5 average rating, 70 reviews

The Amos Brown House.

PeterRating, 5 stars2 months ago
This is a really special antique house that has been very well cared for. we visited in the midst of pretty narly presidents dy snow storm and the howling winds and multiple feet of snow outside only made the old house feel even cozier and more special. in the winter, the house sits on the end of a dirt road, due to the southern portion of it being covered in snow so we were nervous that we would get completely snowed in, but the town plowed the road multiple times each day and we had no problems getting in and out! Our big highlights were cross country skiing on the trail that crosses the property, puzzling by the gas fireplace, and the huge mounds of dog toys for our pup! Also, big thank you to Michelle for being so accommodating about our late check out. Our time here makes me want to check out all of the landmark trusts locations!

Farm stay rentals with a patio

Home in Whitingham
4.92 out of 5 average rating, 24 reviews

Private Vermont Lake Home, Mt. Snow Ski Home

ChristinaRating, 5 stars4 months ago
Our family of 11 had a great time at this beautiful home during the Thanksgiving holiday. The views of the pond were incredible, especially after it snowed, and the hosts were extremely responsive and accommodating. There was plenty of room for us all and we highly enjoyed our stay. Thank you Ritu and Darshan!
Superhost
The cabin's rustic exterior features a combination of weathered wood and a metal roof, surrounded by vibrant green grass and flowering shrubs. Tall trees rise in the background under a clear blue sky, adding to the serene 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!
Home in Wilmington
4.78 out of 5 average rating, 32 reviews

Riverside Retreat near Mount Snow

KelcieRating, 5 stars6 months ago
I just want to thank Kristen again, she was an amazing host! Her home is absolutely gorgeous, we felt so comfortable and happy staying here. Clean, cozy & comfortable. We traveled with 8 people and 2 babies. We fit perfectly in this home. We enjoyed the fire pit out back, family style dinners and game nights where we all fit in the same room was perfect. Our stay was perfect. Also, there’s a pizza/bowling and an escape room nearby. Let’s also not forget the views, waking up to seeing the white farm across the river was a sweet little treat every morning.
Top guest favorite
An aerial view captures the farmhouse alongside a spacious yard. White Adirondack chairs are arranged around a fire pit, inviting relaxation. Tall trees provide shade and texture, while the porch features a minimalist design, offering a serene space for outdoor gathering amidst the greenery.
Home in Bennington
5 out of 5 average rating, 56 reviews

The Vermont Farmhouse+Charming Countryside Views

JillRating, 5 stars1 week ago
The VT Farmhouse exceeded all of our expectations. My husband and I stayed for several nights with our 2 teenagers and our dog. Everyone settled in quickly and felt right at home. The beds provided comfortable and restful nights sleep, the linens were fresh and clean and the furniture throughout the home was beautiful and comfortable. We cooked almost every night in the fully equipped kitchen, watching the sun set from the porch rocking chairs. The trails across the street provided stunning views while chatting with the locals, making us feel so welcome to the area. The whole family agreed, this was the nicest (and cleanest!) AirBnB we’ve stayed at and we cannot wait to book our next visit. If you’re planning to visit the Bennington area, do not hesitate to book a few nights here. We can’t wait to come back.
Top guest favorite
A spacious two-story home is nestled among lush greenery, featuring a light pink exterior complemented by maroon shutters. A paved driveway leads to a double garage, while a well-maintained lawn and garden enhance the inviting atmosphere of the property.
Home in Whitingham
5 out of 5 average rating, 57 reviews

2.5mi from the lake! Fire pit, arcade, yard games!

JuliaRating, 5 stars4 weeks ago
Great spot! Stayed at Eric's place for a weekend with a group of college students (8) looking to hit the reset button and had plenty of space. It was spotless and comfortable, and we had no trouble finding what we needed. The virtual guide is also super helpful!
Guest favorite
Home in Whitingham
4.96 out of 5 average rating, 98 reviews

Summer Ready! Play Area, Crib, 11 Acre Farmhouse

SharonRating, 5 stars1 week ago
Great cozy stay for a little family getaway with our two kiddos and pup. Our toddler and pup loved romping on the property in mud season. The house is lovely and the bedrooms are beautiful. The town is about 15 mins away with an amazing bookshop and bakery. Of note; the area isn’t super walkable-lots of blind corners and no side walk (as expected!) and the property isn’t really big enough for long walks/runs - important to note if you are hoping for runs/dog walks :) although there are lovely trails in the area! Also, the road is close to the house and there are lots of paint chips in the dirt around the house-only matters if you have a dirt obsessed toddler :) Owner was incredibly responsive and helpful throughout our stay!
The image features a charming farmhouse set against a colorful sunset backdrop. A spacious deck extends from the structure, adorned with a large outdoor clock. Adjacently, comfortable seating and a well-maintained lawn can be seen, enhancing the welcoming exterior of the property.
Home in Whitingham
5 out of 5 average rating, 4 reviews

Maple Hill Haven -Sleeps 10! Short drive to slopes

TiffanyRating, 5 stars2 months ago
Our group of 9 had a wonderful stay with Joy and Kristen. We loved the charm and coziness of their home. Our stay overlapped with a strong snow storm that canceled our ski plans, nevertheless we found plenty to do in their home and around the property. We enjoyed a wholesome weekend with plenty of cooking, art, pingpong, and sledding. Lastly, our car also broke down on our departure day and they were extremely helpful and accommodating While we found our solution.

Farmstay rentals with a washer and dryer

Guest favorite
Apartment in Wilmington
4.96 out of 5 average rating, 132 reviews

The Loft @ Adams Farm-a great stay near Mt. Snow

AlexRating, 5 stars4 months ago
Great stay from beginning to end: house was spacious, clean, well appointed and kitchen well stocked; clear and proactive communication. Dryer came in handy to dry kids clothing after they enjoyed playing in the snow. Appreciate that the heat was turned on well in advance of our arrival. Location is perfect for enjoying the outdoors, close to Mount Snow ski resort, and Wilmington. There is a local market a few yards away too. Everyone in the family loved the place and is looking forward to a return trip.
Guest favorite
A corner of the front porch is framed by two white columns, under a slate roof. In the background, a vibrant sunset casts warm hues across the sky, while the silhouette of a large tree and rolling landscape can be seen, creating a serene outdoor setting.
Home in Shaftsbury
5 out of 5 average rating, 9 reviews

Stepping back into time!

ShellyRating, 5 stars4 months ago
Stay was lovely and memorable. Jenna was amazing. Helpful kind and caring and thoughtful. She helped us with the firewood. There were lots of towel. Games to play. A well stocked kitchen with dishes pots and everything we needed. If we had a question she got back to us immediately. She did everything possible to make us feel cozy and right at home. She is flexible and lovely. Memorable and special trip
Guest favorite
The exterior of the farmhouse displays a blend of white siding and a gray shingled roof. A spacious patio is furnished with wooden dining tables and chairs, alongside a green umbrella. Large windows illuminate the sunroom, providing an inviting view of the surrounding landscape.
Farm stay in Rupert
4.94 out of 5 average rating, 99 reviews

White Doe Farm•Lovingly restored Antique Farm Home

LauraRating, 5 stars6 days ago
We had a fantastic stay. White Doe Farm was exactly as described, and perfect for what we needed. Home away from home, very clean and comfortable. Would absolutely recommend and plan to stay again in the future!!
A charming house is nestled beside a tranquil pond, reflecting vibrant autumn foliage from the surrounding hills. The property is framed by lush greenery and colorful trees, providing a serene setting for relaxation. The blue sky overhead complements the rich colors of nature.
Chalet in Dover
5 out of 5 average rating, 15 reviews

Family Vacation Paradise!

ToddRating, 5 stars31 months ago
We loved our stay at the house. Its so quiet, relaxing and beautiful. Cant wait to stay there again.
Guest favorite
An inviting outdoor seating area features multiple dark wooden chairs arranged around a fire pit. The back of the house is visible, showcasing large windows and a deck with steps leading up. The surrounding greenery adds to the serene atmosphere.
Home in Winhall
4.96 out of 5 average rating, 52 reviews

Stratton Views from the Hot Tub or Fire Pit!

CourtneyRating, 5 stars1 month ago
Our stay at Forty Two North was great. It was very cozy and we felt right at home. The house was clean and accurately depicted. The hosts were prompt with response time. Our family skied at Stratton, it was close and easy to get to. We would definitely come back again.
Superhost
Home in Wilmington
4.93 out of 5 average rating, 41 reviews

Historic Home, Centrally Located w/ Mtn Views!

AaronRating, 5 stars5 months ago
Thank you for having us in your home. It was the perfect "Home Base" for our trip exploring New England. The house was amazing and the location was great for visiting so many beautiful cities, states, and landmarks.
Top guest favorite
A charming entryway with warm wood paneling features a wooden bench and a decorative moose wall hanging. Soft lighting from wall sconces enhances the inviting feel. A welcoming sign and area rugs add to the cozy atmosphere, leading to a glimpse of the bedroom through a door.
Barn in Manchester
4.91 out of 5 average rating, 47 reviews

The Lodge at Fox Meadow Farm

LaurenRating, 5 stars2 months ago
We had a wonderful stay at Vivian's place - it was perfect for our family of 4 and perfectly situated for us to both enjoy the charm of Manchester and the mountains for a few days of great skiing. The beds were super comfortable, and the place had everything we'd possibly need. Vivian was always available for any question - big or small - and we'd definitely love to return to the lodge!
Guest favorite
A wooden fence lines the property, with a dirt path leading towards a grassy area. A tree with changing leaves stands to the left, while a brown barn is visible in the background. A cow grazes peacefully in the field.
Home in Woodford
4.87 out of 5 average rating, 38 reviews

Green Mtn Farm House. Convenient to ski resorts

DeniseRating, 5 stars2 months ago
Carson is always friendly and helpful. We enjoy the charm of his house and comfortable bedrooms. The location is perfect for skiing and easy to get to local restaurants.

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