Farmstay vacation rentals in Windsor County

Find and book unique farmstay rentals on Airbnb

Top-rated farmstay rentals in Windsor County

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

%{current} / %{total}1 / 1
Guest favorite
Aerial view of a serene landscape in Vermont, displaying rolling hills adorned with vibrant autumn foliage. A white yurt is nestled within the lush greenery, set against a backdrop of trees and open fields. A winding road leads through the natural beauty.
Yurt in Randolph
4.93 out of 5 average rating, 221 reviews

Peaceful Woodland Yurt with Pond View

Enjoy the natural beauty of Vermont in this amazing, fully loaded, 14' guest yurt! It comes with a toasty propane fireplace, queen bed, two burner cooktop, fridge, great wi-fi, an incredibly charming and immaculate bathhouse, magnificent views, and privacy! This is the perfect getaway for those seeking peace and natural beauty without sacrificing comfort or amenities! Explore our remote hiking trails and beautiful pond. And be sure to enjoy off-grid meditation yurt when available in season.

Top guest favorite
A modern kitchen features a central island with a wooden countertop, surrounded by two stools. White cabinetry and ample counter space are present, with large windows providing natural light and garden views. A variety of appliances and kitchen tools are visible, enhancing functionality.
Home in Hartford
4.97 out of 5 average rating, 114 reviews

Quechee Hathaway House: hot tub, sauna & views

Hathaway House—a luxe 1850s barn perched-atop a hill—has panoramic Green Mountain views west that delight in every season, plus hot tub, sauna, chef's kitchen, fiber optic internet, & close to all. Play croquet in the garden, or ping pong or foosball ball in the Barn Game room. Enjoy dinner before the Great Room’s fire or grill on the deck and eat al fresco. You are surrounded by nature but 5 min to Quechee, 15 min to White River, Hanover, Woodstock, Lebanon; 35 min to Killington, Lake Sunapee.

Top guest favorite
Cottage in Hartland
4.94 out of 5 average rating, 141 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a 20-acre oasis. 10% off for guests using only one bedroom (cannot be combined with other discounts). Details in property description. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bath (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. For groups or more space, view my other listing located on the same acreage: airbnb.com/h/hartlandvacationhome

Top guest favorite
A modern kitchen is showcased with sleek cabinetry and a vibrant red stove. Natural light flows through large sliding glass doors, illuminating a dining area with a contemporary light fixture and a glass-top table surrounded by four chairs, enhancing the open layout.
Home in Sharon
4.99 out of 5 average rating, 119 reviews

The Willow House: a Modern Vermont Retreat

Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Top guest favorite
A yurt with a beige and red exterior is surrounded by lush greenery. A wooden deck leads to the entrance, with comfortable seating visible. The backdrop features trees and an open view of the hillside, illuminated by natural light under a clear blue sky.
Yurt in Randolph
4.99 out of 5 average rating, 151 reviews

Howling Wolf Farm Yurt--A Magical Glamping Retreat

Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Guest favorite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor
4.97 out of 5 average rating, 413 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Guest favorite
A red house is situated on a grassy landscape, surrounded by a stone wall. Lush trees and rolling hills are visible in the background, under a partly cloudy blue sky. A covered porch provides shaded outdoor space, inviting a connection with nature.
Home in Windsor
4.98 out of 5 average rating, 114 reviews

Stylish Ascutney Cabin with Mountain Views

Wake up in a luxurious bed in a stylish cabin with panoramic Vermont views. Grab a hot coffee and a book in our little reading balcony. Step out to the porch to look at faraway hills through oversize doors. Make breakfast in your Chefs kitchen. Sit/read/talk/play with your favorite people/animals. Take a scenic drive to Woodstock, Simon Pearce, Harpoon Brewery, Okemo, or Twin Farms. Cap it off with a night around the firepit stargazing. The Red House is waiting.

Guest favorite
A custom-built home nestled in a green landscape, featuring a spacious deck with a solar umbrella. Large windows allow natural light to illuminate the interior, and autumn foliage enhances the outdoor scenery. Nearby trees and open grassy areas create a serene environment.
Home in Clarendon
4.95 out of 5 average rating, 309 reviews

Killington Retreat | Deck-Fire Pit-Mountain Views!

Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

Top guest favorite
A spacious living area features a light grey sectional sofa with cozy throw pillows. Natural light floods in through large glass doors that open to the yard, while a modern ceiling fan hangs above. A rug defines the seating arrangement, and simple decor adds warmth.
Cabin in Rochester
4.95 out of 5 average rating, 487 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Top guest favorite
A spacious guest room features a king bed and a twin trundle bed. A chandelier hangs from the beamed ceiling, and natural light is provided by large windows with sheer curtains. Decorative elements include a mirror and a wall display of photos, enhancing the cheerful atmosphere.
Farm stay in Plainfield
4.97 out of 5 average rating, 252 reviews

Renovated 1817 Hobby Farm Close to Dartmouth

Come stay at PRIVATE GUEST QUARTERS on our hobby farm in Plainfield Village! Experience country living with a 20-minute proximity to Dartmouth University. You can see gorgeous views of Mount Ascutney from your window, hike to the French Ledges, visit St. Gaudens Park, or J.D. Sallingers farm. Every season is beautiful here! Or learn how to make macarons :) if you are brave enough.

Guest favorite
A rustic cabin with a wooden exterior is set against a backdrop of green hills and mountains. Large windows frame the view, while a high porch invites outdoor relaxation. Lush grass surrounds the cabin, enhancing its tranquil, natural setting.
Farm stay in Royalton
4.84 out of 5 average rating, 256 reviews

A Simple Cabin at Four Springs Farm

Privately located walk-in camping sites are part of this beautiful working organic farm on a west-facing Vermont hillside. Guests will be dazzled by star-studded skies, treated to spectacular sunsets, and entertained by the two young farm cats. The farm is mosquito free but has millions of fireflies in summer. Have fun exploring. It's nature's playground at her best!!!

Top guest favorite
A bright interior is featured, showcasing a mix of seating options including a blue sofa and an upholstered armchair. A small dining table is complemented by wooden chairs. The kitchen area is visible, equipped with diverse utensils, while large windows on two sides allow natural light to fill the space.
Apartment in Andover
4.98 out of 5 average rating, 446 reviews

Private Hilltop farm apartment

Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

Popular amenities for Windsor County farmstay rentals

Destinations to explore