Farmstay vacation rentals in The Berkshires

Find and book unique farmstay rentals on Airbnb

Top-rated farmstay rentals in The Berkshires

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

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Superhost

Cottage in Hudson

4.81 out of 5 average rating, 103 reviews

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

1 minute off Warren St - salt water pool and hot sauna respite! No expense spared reviving this Historic 18th century 80 acre estate - heated pool, cedar barrel sauna, heated bathroom floors, original wood finishes, french door patio under stain glass windows from NYC’s iconic Chelsea Hotel. You’ve found the perfect combination of transcendentalist oasis with modernity providing a most comfortable stay. Enjoy a dip, steam, rolling meadows, goat petting, cocktail by fire on your patio!

Top guest favorite

Farm stay in Farmington

4.99 out of 5 average rating, 112 reviews

Moose Lodge @ Clatter Ridge Farm

This "farm stay" is a wonderful oasis in the middle of everywhere. 2 hours from New York and Boston, Farmington is a suburb of Hartford, and is rich with heritage and cultural arts. This property has privacy and fresh air, but is minutes away from upscale dining and shopping. Museums, poetry and music festivals, hiking, biking, fishing, and skiing nearby. The property is home to Clatter Ridge Farm, which raises sheep in it's pastures and pigs in the woods - "Home of the Certifiably Indulged"!

Top guest favorite

Farm stay in Williamsburg

4.98 out of 5 average rating, 106 reviews

Charming, renovated, 3 bedroom farmhouse farm stay

Enjoy a tranquil stay on a small farm. Enjoy sunrises across the fields and rolling hills while sipping your morning coffee. Enjoy beautiful evening skies while sitting around the fire pit. Mingle with the goats and ducks (fresh duck eggs are usually available for purchase). Conveniently located to Northampton, Amherst, the 5 colleges, restaurants and family activity. We are right next door to Snows Craft Farm and a few miles from Valley View Farm, Quonquont Farm and Look Park Concerts!

Top guest favorite

Farm stay in New Milford

5 out of 5 average rating, 111 reviews

Farm House

A serene get away in a farm cottage on a real working farm. We homesteaded this property in 2012 and have created our own slice of paradise. We grow produce and flowers we sell at a local farmers market. We have Scottish Highlander cows, an ex racehorse, a shetland pony, goats, ducks, chickens, barn cats and a resident farm dog, Finula. You're welcome to roam the property, sit by the pond, visit with the animals, take a tour of the farm or explore all that Litchfield county has to offer!

Guest favorite

Bungalow in Woodridge

4.93 out of 5 average rating, 111 reviews

Outlier Inn Bungalow on Farm Upstate Catskills

The Outlier Inn is a bucolic 12-acre farm in NY’s southern Catskill mountains, 90 miles from NYC. The Inn offers a peaceful, inspiring break from life in the Big City. Our sheep, goats, alpacas, and chickens are accessible to guests as well as our Barn Shop, which sells local goods and produce. There are a total of 12 rental listings on the property and we also offer full property rentals to groups. We guarantee a private experience even when there are other guests on-site.

Top guest favorite

Guesthouse in Portland

4.99 out of 5 average rating, 188 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Guest favorite

Apartment in Earlton

4.93 out of 5 average rating, 294 reviews

Sweet Farm Stay

Come stay in a fully-outfitted barn apartment with views that look out over the pony paddock and the sheep pasture! For an extra fee we also offer… ** FARM CAMP** perfect for kids & families. 2 hours of farm chores, pony-riding, crafts every morning that you are here. ** CRAFT RETREATS** All-inclusive weekend with up to 7 guests. Wool / wood / kitchen craft. Work on the farm, MAKE stuff, and enjoy the outdoors. DM for more info. Find us on ig — honeyhollowfarmstay!

Guest favorite

Tent in Johnsonville

4.99 out of 5 average rating, 217 reviews

Hide-a-way at Graceful Acres Farmstay

Enjoy the grace of a historic family farm in the heart of eastern NY. Let the cool, fresh air and sounds of the outdoors start your day. Fill your time with a hike across our 440 acre farm then spend time with the animals and learn more about regenerative farming during a scheduled farm tour. Graceful Acres Farmstay is situated an hour south of the Adirondack State Park and within 35 minutes of Saratoga Springs, Albany, Troy, NY and Bennington, VT.

Top guest favorite

Farm stay in Bloomville

4.95 out of 5 average rating, 114 reviews

Valley View Cabin- On Operating Dairy Farm

This lovely, private cabin has one of the most picturesque views of the Catskill Mountains you'll find. Best of all, the on-farm experience sets this stay apart from any other vacation you could have. Come see the farm, milk a cow or help feed a calf. The Catskill Scenic Trail, known for its walking, running, biking & horseback riding, is within walking distance. The Catskills have become a popular destination, with it's booming food scene and views.

Guest favorite

Cabin in Shaftsbury

4.92 out of 5 average rating, 109 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

Farm stay in Goshen

4.87 out of 5 average rating, 344 reviews

Bright Farm House- Tranquil setting

Secluded 3-bedroom newly renovated late 1800 Farm house on a 50 acre working farm nestled in the Hudson Valley. Only 60 miles from NYC and close to everything the Hudson Valley has to offer. Many farms with seasonal apple picking and pumpkin picking ,West point , Woodbury Commons Premium outlets ,Resorts Casino. Tons of great local breweries ,Hudson Valley Wine Trail .. LegoLand Theme park is just 5 minutes away

Superhost

Apartment in West Townshend

4.9 out of 5 average rating, 341 reviews

Private Apt on Farm, Hot Tub with views!

Taft Hill Farm stay in a private 2-bedroom apartment plus sleeping loft, open-plan kitchen, living space; separate entrance; best views in Vermont! A great retreat for a family, a couple or a group of friends. Apartment is attached to main farmhouse on a historic 38-acre hillside farm. Extensive gardens & orchard, heritage breed cows, chickens and sheep.