
Farmstay holiday rentals in Western Massachusetts
Find and book unique farmstay rentals on Airbnb
Top-rated farm stay rentals in Western Massachusetts
Guests agree: these farm stay rentals are highly rated for location, cleanliness and more.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Luxurious and Sunny Bedroom Suite!
Luxurious and sunny suite with private bath, separate entrance, Tv/sitting room, reading nook, desk/work area, and coffee bar. 6 blocks to town, and beautiful views of Skinner Mt. Decorated with handcrafted wood furniture by one of Northampton's most recognized furniture makers. Private patio, large backyard with pick-your-own raspberries and blueberries. The suite has a private parking space, and is conveniently located near the bike path, and route 91. Come relax, and explore Northampton.

Barn Stay at Shadowbrook Farm
Welcome to the Shadowbrook Farm Stay. Tucked in the hills of upstate New York, this 1700's Shaker barn has been restored into a beautiful guest house. It sits upon a two hundred acre working pasture raised meat farm. This barn was used to hold, and milk cows for two hundred and fifty years. Guests will have access to portions of the farm lands which are highlighted on the maps provided in the Farm Stay manual. If you follow the farm road, you are able to meet every farm animal on the property!

Brooksong, the perfect Berkshires getaway
Part of this bright, sprawling, five-acre property was built in 1866 as a schoolhouse. Its historic charm now includes all the updated comforts of home, in an idyllic country setting that's lovely in all seasons. Located a short drive from Jiminy Peak, Brooksong is perfect for a ski vacation and close to plenty of lakes for summer fun. With a pool table, fire pit, and play set for kids, this is the perfect place to recharge and have fun with the people you care about. Welcome to Brooksong!

The Writer's Cottage
The Writer's Cottage is a tiny white house on a country road; vintage, complete, and inspiring. Built in the nineteenth century, it's perfect for a solo traveler or a pair of travelers exploring the Berkshires and the Hudson Valley. If you like rustic buildings, you'll be a fan of the cottage; it's an incredibly cozy time warp. Queen bed and living quarters downstairs; airy loft up a narrow set of enclosed stairs. There's an orchard and lawn with grill, hammock and ironwork table.

Forest Chalet Near Herbal Gardens
Relax in a quiet forest chalet located on land with established herbal gardens, offering privacy, space, and a comfortable base for families and small groups visiting Ashfield and the surrounding hills. This pet-friendly three-bedroom home is designed for guests who want a peaceful, rural stay with the reassurance of an attentive host nearby. Whether you’re visiting family, exploring the area, or enjoying time away from the city, the chalet offers room to unwind in a calm setting.

Vermont Farmhouse •Walk to Village & Hiking Trails
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Stag Haus | Luxe Hideaway w/HOT TUB +Walk to Town
Love month at Art Park all of February. Romance is built in—no add-ons needed: Roses-Prosecco-Robes-Slippers. Escape to this secluded designer retreat with views of the woods and creek—just steps from Main St. Chatham. Soak in your private year-round hot tub, cook in the fully equipped kitchen, grill, or sit by the fire pit. Stroll into town: restaurants, cafés, brewery, shops, and theater. Perfect for couples seeking a stylish, nature-filled getaway in Upstate NY. @artparkhomes

Bedroom Forest View I Sauna I Fire-pit I Trails
Escape to a secluded custom built tiny house nestled amongst old pines and the Umpachene River. Inside, rustic charm meets modern comfort with 2 lux queen-sized beds, a well-equipped kitchen and bathroom, a massive bedroom forest view and a private sauna. Outside the home you can find a cozy fire-pit, trails that lead down to the river, and a dining table for all your meals. Go out for a day of hiking and exploring, and come back to unwind to sounds of nature.

A Country Retreat-Enhanced Studio Apartment
Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

The Writer's Retreat: A Sweetwater Stay
Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.
Popular amenities for farm stay rentals in Western Massachusetts
Family-friendly farm stay rentals

Dog Friendly Studio

Mariaville Goat Farm Yurt

The Tree House at Underhill Hollow
Flamig Farm Staycation

The Hobbit House at June Farms

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Treehouse - Countryside - Farm Animals - Fire Pit

Dog Friendly Farm
Farm stay rentals with a patio

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

The North Nook-Mtn Views, 5 min to skiing, hiking

Zen Inspired Retreat with Private Forest Trails

Charming Brookside Artisan Home

Ski Ready! Play Area, Crib, 11 Acre Farmhouse

Private Tree Farm Cabin

Design-Forward Riverfront Cabin on 120 Acres

Get comfy in the country!
Farmstay rentals with a washing machine and dryer

Cleveland House - renovated Berkshires' gem.

Farm Fresh Feeding Hills

Hudson Valley Hygge House~ comfort in the country!

Lakefront +pets +skiing +bbq +firepit +games

The Carriage Barn

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Charming, updated , 3 bedroom farmhouse farm stay

Litchfield County Farmhouse with a Modern Twist
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Townhouse rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Guest house rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Rentals with beach access Western Massachusetts
- Rentals with pools Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with a washing machine and dryer Western Massachusetts
- Loft rentals Western Massachusetts
- Apartment rentals Western Massachusetts
- Beachfront rentals Western Massachusetts
- Smoking-friendly rentals Western Massachusetts
- Rentals with an accessible-height toilet Western Massachusetts
- Holiday home rentals Western Massachusetts
- House rentals Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Luxury rentals Western Massachusetts
- Pet-friendly rentals Western Massachusetts
- Rentals with a patio Western Massachusetts
- Hotel rooms Western Massachusetts
- Cottage rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Waterfront rentals Western Massachusetts
- Boutique hotels Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Cabin rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a cinema Western Massachusetts
- Bed and breakfasts Western Massachusetts
- Tiny house rentals Western Massachusetts
- Chalet rentals Western Massachusetts
- Flat rentals Western Massachusetts
- Private suite rentals Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Rentals with a firepit Western Massachusetts
- Farm stay rentals Massachusetts
- Farm stay rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Butternut Ski Area and Tubing Center
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- New York State Museum
- MVP Arena
- Connecticut Science Center
- June Farms
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- University of Connecticut
- Massachusetts Museum of Contemporary Art




