Farmstay vacation rentals in Berkshire County

Find and book unique farmstay rentals on Airbnb

Top-rated farmstay rentals in Berkshire County

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

Guest favorite
Loft in Great Barrington
The Old Red Barn
Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.
Apr 22 – 29
$139 per night
4.99 out of 5 average rating, 293 reviews
Guest favorite
Apartment in Copake Falls
Modern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
Aug 13 – 20
$99 per night
4.93 out of 5 average rating, 245 reviews
Guest favorite
Cabin in North Adams
Mahican Cabin - A Private Nature's Reserve For 2
The Mahican Cabin is at the highest peak of the Hoosac Range known as western summit and borders 750 acres of protected land so social distancing is not a problem. Enjoy the modern comforts of a real bed (memory foam mattress), A/C (or heat), in cabin mini fridge, and a full bath inside the cabin. A deck overlooking the most amazing Berkshires Sunset. Hang out at your own hammock, make s'mores the way you used to and grill a perfect steak to complete the day! It's a nature's retreat for 2.
Jul 28 – Aug 4
$246 per night
4.95 out of 5 average rating, 182 reviews

Popular amenities for Berkshire County farmstay rentals

Family-friendly farm stay rentals

Guest favorite
Guesthouse in Canaan
Airy cottage with meadow views in The Berkshires
Sep 6 – 13
$144 per night
4.93 out of 5 average rating, 166 reviews
Guest favorite
Home in Dalton
Brooksong, the perfect Berkshires getaway
Sep 3 – 10
$329 per night
4.92 out of 5 average rating, 168 reviews
Guest favorite
Home in Cheshire
Ski at 19th c. Barn in The Berkshires
May 5 – 12
$338 per night
4.85 out of 5 average rating, 196 reviews
Guest favorite
Home in Great Barrington
Your own private Berkshires retreat
Apr 25 – May 2
$218 per night
4.9 out of 5 average rating, 111 reviews
Superhost
Cabin in Sheffield
Log Cabin - playroom, fireplace, skiing - $0 fees
Jun 16 – 23
$426 per night
4.81 out of 5 average rating, 243 reviews
Guest favorite
Home in Egremont
Modern Farm House 5 minutes from Great Barrington
Oct 8 – 15
$399 per night
4.93 out of 5 average rating, 252 reviews
Guest favorite
Cottage in Lanesborough
Stone School Cottage
Jul 19 – 26
$165 per night
4.93 out of 5 average rating, 219 reviews
Superhost
Home in Canaan
Orchard House-HudsonValley
Jan 18 – 25
$235 per night
4.91 out of 5 average rating, 140 reviews
Guest favorite
Home in Pittsfield
Beautiful House By The Lake W/Jetted Hot Tub
Feb 3 – 10
$389 per night
4.83 out of 5 average rating, 161 reviews
Guest favorite
Guesthouse in Clarksburg
Mountain Cottage Spectacular Views
Dec 27 – Jan 3
$171 per night
4.9 out of 5 average rating, 240 reviews
Superhost
Cottage in Becket
Private Lake Cottage on 3 acres w/350 sq. ft. deck
Dec 9 – 16
$176 per night
4.76 out of 5 average rating, 136 reviews
Superhost
Guest suite in Lee
Berkshire Charm w/ Panoramic views
Jun 22 – 29
$189 per night
4.72 out of 5 average rating, 176 reviews

Farm stay rentals with a patio

Guest favorite
Home in Lee
Stylish Mid-century Modern Berkshires Cape
May 27 – Jun 3
$452 per night
4.97 out of 5 average rating, 69 reviews
Guest favorite
Home in New Marlborough
Berkshires Colonial Farmhouse
Sep 18 – 25
$800 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Home in Salisbury
Scenic 3BDRM Farmhouse with Modern Updates
Oct 26 – Nov 2
$400 per night
4.93 out of 5 average rating, 28 reviews
Guest favorite
Home in Pittsfield
Family-Centric Berkshire Getaway by Evergreen Home
Oct 2 – 9
$330 per night
4.96 out of 5 average rating, 23 reviews
Guest favorite
Home in Otis
4 Bedroom Farmhouse close enough/far enough
Dec 14 – 21
$320 per night
5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Adams
Mount Greylock View Retreat,3 bedroom,2 1/2 bath
Feb 15 – 22
$279 per night
4.89 out of 5 average rating, 38 reviews
Guest favorite
Home in Hancock
Beautiful Hancock Village Home near Jiminy Peak
Aug 20 – 27
$806 per night
4.92 out of 5 average rating, 13 reviews
Guest favorite
Cabin in Sheffield
Undermountain Lodge - Berkshire Serenity
Jul 21 – 28
$495 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Canaan
Luxury Farmhouse with Sauna Close to Ski Mountains
Mar 21 – 28
$600 per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Great Barrington
Elegant 5 Bedroom Farmhouse with expansive lawn
Jan 22 – 29
$662 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in New Marlborough
Contemporary Country Farm
Jun 29 – Jul 6
$464 per night
5.0 out of 5 average rating, 6 reviews
Home in Williamstown
A country house with great views
Apr 11 – 18
$293 per night
4.86 out of 5 average rating, 7 reviews

Farmstay rentals with a washer and dryer

Guest favorite
Home in Dalton
Cleveland House - renovated Berkshires' gem.
Dec 2 – 9
$400 per night
4.99 out of 5 average rating, 118 reviews
Guest favorite
Cottage in Great Barrington
Newly built cottage on working farm
Dec 30 – Jan 6
$100 per night
4.98 out of 5 average rating, 123 reviews
Guest favorite
Guest suite in Richmond
Ski/Private Ranch/Kid friendly/Pet Friendly/Horses
Mar 11 – 18
$170 per night
4.93 out of 5 average rating, 169 reviews
Superhost
Home in Sandisfield
Design Cottage on a Trout River. Fly Fishing Spot!
Jun 6 – 13
$163 per night
4.95 out of 5 average rating, 19 reviews
Guest favorite
Home in Great Barrington
Modern Riverside Cottage in Hip Walkable Community
Nov 21 – 28
$526 per night
4.97 out of 5 average rating, 32 reviews
Guest favorite
Home in Richmond
LUXURY BERKSHIRES RETREAT - Family Compound!
Jan 31 – Feb 7
$396 per night
5.0 out of 5 average rating, 15 reviews
Guest favorite
Home in Great Barrington
Stylish colonial 9 mins to Butternut Ski Area
Sep 2 – 9
$326 per night
4.92 out of 5 average rating, 83 reviews
Superhost
Guesthouse in Lee
1815 Farmhouse: Near Stockbridge, Lenox, Outlets
Mar 17 – 24
$166 per night
4.85 out of 5 average rating, 33 reviews
Guest favorite
Home in Pittsfield
Ski The Berkshires at Family friendly Hygge House
Oct 12 – 19
$414 per night
4.96 out of 5 average rating, 55 reviews
Superhost
Home in Egremont
Private Estate, Heated Year Round Outdoor Pool
May 18 – 25
$686 per night
4.85 out of 5 average rating, 34 reviews
Guest favorite
Farm stay in Stephentown
Private Historic Farmhouse- 5 mins to Jiminy Peak
Apr 19 – 26
$404 per night
4.89 out of 5 average rating, 28 reviews
Guest favorite
Home in Austerlitz
Open Plan 3 Bed w yard -Great Barrington - Hudson
May 21 – 28
$214 per night
4.88 out of 5 average rating, 75 reviews

Destinations to explore