Farmstay vacation rentals in Windham County

Find and book unique farm stay accommodations on Airbnb

Top-rated farm stay accommodations in Windham County

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

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Top guest favourite

Guesthouse in Marlboro Township

4.97 out of 5 average rating, 168 reviews

Refined, serene and like no other, Marlboro, VT.

Our elegant, supremely comfortable, and private guesthouse is surrounded by a wonderful garden and 350 acres of woodland in the quiet of rural Vermont. We are 30 minutes from Brattleboro to the east, with its many shops and restaurants, and 12 minutes from the small town of Wilmington to our west, with some restaurants, shops, and a supermarket However, we always recommend bringing groceries, etc., for your first night and next morning. We are pleased to offer a 20% discount for 7 days or more!

Superhost

Farm stay in Marlboro Township

4.88 out of 5 average rating, 639 reviews

Carriage Barn - Marlboro

Our place is within easy reach of Mt Snow, Carinthia, Marlboro Music Festival, and the super sweet town of Brattleboro. The 2-level apartment is entirely private and self-contained. Bonus offerings include an abundance of fresh country air and proximity to miles of woods trails. It's ideal for couples, solo travelers, and it's pet-friendly too. A short walk through the woods brings you to a spring-fed lake that is quiet and pristine. Winter, spring, summer, fall. Each season has its own magic.

Guest favourite

Home in Putney

4.93 out of 5 average rating, 410 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Guest favourite

Home in Newfane

4.94 out of 5 average rating, 101 reviews

Clark Farm-2 Master-Suites, Great kitchen, views!

The historic Clark Farm boasts beautiful mountain views as well as of our apple orchard and early 19th Century barn. The farmhouse sleeps 8 comfortably with 2 king-size master suites that are tucked away each on their own floor. The queen room and the kids room (twins) share 1.5 baths in the "new" side of the house. The spacious light-filled farmhouse has an open floor plan with a gas fireplace in both the living room and tv/game room. Outdoors enjoy the 8 adirondack chairs and a fire pit .

Top guest favourite

Apartment in Dummerston

4.96 out of 5 average rating, 232 reviews

HeART Barn Retreat

Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Top guest favourite

Cottage in Londonderry

4.96 out of 5 average rating, 221 reviews

Vermont Treehouse - Romantic Private Elegant

3 night minimum, unless prior approval, self checkin. Work remotely. This romantic, elegant, private getaway for two (or one) in our "Treehouse" with sleeping loft, full kitchen & bathroom, screened porch, deck, sauna, WiFi, BBQ grill, etc. Overlooking pasture & mountains. Enjoy the property with 3 miles hiking/snowshoe trails. Guest house on 160 acre private horse farm. Lots to do at nearby ski areas, shopping, hiking, biking, theater in summer. Or just relax. Discount for longer stays.

Top guest favourite

Guesthouse in Jamaica

4.95 out of 5 average rating, 170 reviews

The Chick Inn

This is a two-story, renovated barn adjacent to the chicken coop in rural Vermont with views of the forests. It has brand new floors, a new kitchenette, and fresh look. (Some renovation is still taking place.) The chicken coop is just next door but the birds are free-range and range they will. Enjoy a private, hot shower in the garden, just outside. This listing is only suitable for people comfortable with dogs, cats, and chickens which will undoubtedly greet you outside during your stay.

Guest favourite

Cabin in Townshend

4.96 out of 5 average rating, 171 reviews

Solar Cabin at Big Picture Farm

Located on the outskirts of our 100-acre farm, the Solar Cabin at Big Picture Farm is a brand-new Scandinavian-style cabin featuring a light, airy, and modern feel. Enjoy the views through elegant windows and the soft king-sized bed (outfitted with luxury Matouk Linens). Lounge on the velvet sofa by the gas fireplace, cook a meal in the elegant kitchen, or enjoy a relaxing dip in the outdoor spa under the stars! Come and enjoy the lovely aesthetics and wild tranquility of southern Vermont.

Top guest favourite

Cottage in Newfane

4.99 out of 5 average rating, 250 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Guest favourite

Apartment in Marlboro Township

4.93 out of 5 average rating, 278 reviews

Shakespeare’s Folly Side Farm and AirBnB.

Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly goats and dogs, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

Top guest favourite

Cottage in Dover

4.96 out of 5 average rating, 248 reviews

Cozy private cottage in the woods of Vermont

-The Ice Pond Camp, East Dover, VT A small well equipped cottage, surrounded by nature & quaint beauty. Enjoy southern Vermont's summer days as you relax, disconnect, recharge & spend your time living a slower pace in nature & rural beauty. Close to Wilmington (shopping, events and good food) and West Dover, (home of Mount Snow) and towns such as Putney and Brattleboro. Just minutes away are scenic villages, farms, brooks, ponds and lakes, walking trails & country roads.

Top guest favourite

Cabin in Putney

4.98 out of 5 average rating, 430 reviews

Serene Retreat in Nature w/ Woodfired Tub

A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Gorgeous Cabins of the East Coast ☽ Outdoor wood-fired hottub, surrounded by nature (tub when below freezing) ☽ Elevated design; thoughtful lighting; deeply romantic ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with our favorite spots ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products