Farmstay vacation rentals in Bennington County

Find and book unique farmstay rentals on Airbnb

Top-rated farmstay rentals in Bennington County

Guests agree: these farmstay rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious indoor hot tub is surrounded by angled wooden beams and skylights, allowing natural light to illuminate the space. The bubbling water creates a relaxing atmosphere, and the clean, white steps lead up to the edge of the tub.

Condo in Dover

4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge. Check us out on IG for more content: @TheHandleLodge …. 18% OFF WEEKLY STAYS

Top guest favorite

A red covered bridge is seen spanning over a quiet road. The bridge features a slatted wooden design, allowing glimpses of nature beyond. Autumn foliage varies in color, and fallen leaves are scattered along the pathway, suggesting the changing season.

Guest suite in Shaftsbury

4.99 out of 5 average rating, 164 reviews

Peaceful Get Away at Birds of a Feather Farm

Our cozy upstairs studio can accommodates up to 4 and is separate from the main house. Plush towels, linen, pillows and blankets. Kitchenette is fully stocked with everything you need for cooking. The private entrance is equipped with punch key lock to facilitate easy self check-in. A queen size sleep number bed, queen size pullout couch, table with four chairs, a dresser, one bathroom with shower, smart TV and WIFI. Heat and cooling. Spa services are available. For Booking & Fees contact host.

Superhost

Metal buckets are seen hanging from the trunks of trees in a snow-covered forest. The ground is blanketed in a layer of white snow, with patches of brown earth visible. Bare branches stretch above, creating a serene winter landscape.

Home in Wilmington

4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

A Clean Ranch style home with hardwood floors located on a 100-acre Historic Vermont Farm. Retired farmers live in separate farmhouse & are available throughout your stay. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding, Tubing, Hiking & Mountain Biking. 3 miles from downtown Wilmington. Minutes to public beaches and lakes. Use our trails for snowshoeing, X-Country Skiing or hiking. Our Pool is avail July -Labor day

Top guest favorite

Apartment in Dorset

4.99 out of 5 average rating, 188 reviews

Vermont barn apartment

The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 4 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

Guest favorite

Chalet in Dover

4.91 out of 5 average rating, 305 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Superhost

The exterior of a charming farmhouse is viewed, featuring white siding and a red front door. A large tree stands in the foreground, while green foliage and a stone path enhance the natural setting. A brick chimney is visible on the roof.

Home in Londonderry

4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

Let us welcome you to our beautifully appointed, circa 1901 Vermont farmhouse resting on four acres of lush, rolling pastures--the quintessential Vermont experience! The house exudes warmth, coziness and tranquility with no detail left untouched. 4 BR 2 bath with huge family room. Minutes to 3 of the best ski-mountains on the east coast - Stratton, Bromley, Magic Mtn and close to Manchester shopping. A few miles from renowned Solo Farm & Table, HoneyPie and West River Farmer's market.

Top guest favorite

An open living space features rustic wooden walls and beams, with a large dining table surrounded by wooden chairs. A staircase leads to the loft area, where additional sleeping space is located. Natural light filters through the windows, enhancing the barn's inviting atmosphere.

Barn in Jamaica

4.97 out of 5 average rating, 107 reviews

The Rafters Lodge

A unique VT experience! This 1860s barn was converted into a Girl Scout camp in the 1950s and served many years training leaders and scouts. Today, the Rafters continues to be a special part of many families lives, who come to enjoy the rustic camping experience and beautiful ninety acre farm. The lodge has accommodated large youth groups, families and even the occasional wedding party. With the close proximity to Stratton and Bromley, visitors enjoy countless recreational opportunities.

Top guest favorite

A historic schoolhouse is nestled on a grassy hillside, surrounded by lush greenery. The structure features a prominent deck that extends outward. Soft clouds are visible in the sky, enhancing the serene country setting.

Cottage in Shaftsbury

4.99 out of 5 average rating, 690 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.

Top guest favorite

A vibrant garden is filled with blooming flowers, including sunflowers and zinnias, against the backdrop of a quaint green building. The sky is painted in warm hues of orange and purple as the sun sets, casting a serene glow on the landscape.

Barn in Manchester

4.99 out of 5 average rating, 278 reviews

Big Green Barn - Manchester Village Vermont

Unique Vermont Barn Experience! 1880s restored barn on 2 acres in Manchester Village across from Southern Vermont Arts Center. Converted to a photo studio in 2004 when we moved from NY; spacious, comfortable, solar-powered, approx. 1 mile to Main St. (town roads, no sidewalk), close to shopping, restaurants, golf, hiking, skiing, etc. Beautiful views, Mount Equinox front, the Green Mountains back. No pets. Not suitable for children under 12. (License number MRT-10126712)

Guest favorite

A log cabin bedroom features a bunk bed alongside a spacious lower bed. Blue curtains frame two windows, allowing natural light to enter. A simple nightstand with a lamp sits beside the lower bed, and a striped rug is laid on the wooden floor.

Cabin in Shaftsbury

4.92 out of 5 average rating, 114 reviews

Private Tree Farm Cabin

Newly renovated cabin located privately on 100 acre tree farm. Located within 20 miles from three ski resorts, a short drive to Battenkill River, Manchester Outlets and just a 10 minute drive to VAST trails/ National Forrest. Come and stay for a ski trip, hiking, foliage viewing or to relax on the property with access to walk or snow shoe through our trails of Christmas Trees. We hope you enjoy this property as much as we do!

Top guest favorite

Home in Winhall

4.98 out of 5 average rating, 385 reviews

Stunning mid-century house on 2.5 private acres

Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.

Guest favorite

A staircase is featured, showcasing a two-tone design with black wooden steps and a light-colored patterned carpet lining the stairs. An elegant wooden handrail runs alongside, adding warmth to the entryway.

Farm stay in Rupert

4.94 out of 5 average rating, 101 reviews

White Doe Farm•Lovingly restored Antique Farm Home

Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original rustic touches like original hardwood floors, a Rumford fireplace, and an antique wood-burning stove. We'd love to host your next family gathering, romantic getaway, or solo retreat! Minutes to Dorset, and Manchester. Micro-Wedding inquiries welcome!