Farmstay vacation rentals in Berkshire County

Find and book unique farmstay rentals on Airbnb

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Popular amenities for Berkshire County farmstay rentals

Family-friendly farm stay rentals

Home in Pittsfield
4.82 out of 5 average rating, 180 reviews

Beautiful House By The Lake W/Jetted Hot Tub

AndrewRating, 5 stars3 weeks ago
Our stay was excellent. House was exactly as advertised and fit our needs perfectly. We were a large group including young children and everyone had plenty of space both for sleeping and recreation. Kitchen was well stocked with anything you needed to cook your meals. Host was responsive and very clear with instructions and answering questions. 5/5 stars. Would highly recommend. A quick note for future guests. If the weather is cold the kitchen floor gets cold. Would recommend packing slippers.
Superhost
An old agricultural tool sits in a grassy field, its wheels complementing the expansive landscape. In the background, vibrant hues of sunset illuminate the sky, casting a soft glow over the lush green foliage and distant hills.
Guest suite in Lee
4.74 out of 5 average rating, 197 reviews

Berkshire Charm w/ Panoramic views

KadeeRating, 5 stars6 months ago
Picturesque location! Beautiful and peaceful ! Thanks for a lovely getaway! The WiFi was great and perfect for a day of remote working.
Guest favorite
A serene view of the surrounding mountains is captured during sunset, with soft sunlight illuminating the landscape. A grassy area is visible, framed by trees, and a wooden deck extends into the view, creating a peaceful outdoor space.
Home in Hancock
4.88 out of 5 average rating, 48 reviews

Jiminy Peak Peaceful Home in Berkshires

EllenRating, 5 stars2 months ago
We had a great stay at Michelle’s place. It was very conveniently located to the base of Jiminy Peak, which made getting to and from the mountain very easy. The house was very well appointed and had everything we needed. We used the fireplace twice and it was super easy. Having access to the facilities at The Country Inn at Jiminy Peak was great as I am injured and can’t ski currently, so instead I went to the gym each day. My family didn’t want to leave and my kids are asking when we can go back!
Guest favorite
A spacious living area is highlighted by exposed wooden beams and hardwood flooring. A large sectional sofa faces a rustic fireplace, which is surrounded by logs. Natural light enters through multiple windows, illuminating the cozy ambiance.
Cottage in Becket
4.78 out of 5 average rating, 163 reviews

Tranquil Lake Cottage on 3 Acres with Large Deck

SarahRating, 5 stars1 week ago
We had a wonderful long weekend at Michelle’s place. We woke to 8 inches of snow in April, so made good use of the fireplace. We enjoyed exploring the area, found several fun places to ride our mountain bikes and showed our daughter another part of Massachusetts away from her college.
Guest favorite
A grand library is showcased with rich wooden bookshelves filled with various books. A cozy chair is positioned in the corner, inviting relaxation. Natural light illuminates the space, highlighting the hardwood flooring and elegantly crafted architectural details.
Home in Canaan
4.91 out of 5 average rating, 149 reviews

Orchard House-HudsonValley

JoyRating, 5 stars4 months ago
We had great stay! We have family that lives just down the street, so the location was perfect for our needs. The house easily accommodated our family of 6. It is set up for hanging out with plenty of everything you need for cooking and entertaining. The beds were very comfortable and sharing the 2 bathrooms/showers worked out just fine. We will be back!
Guest favorite
Industrial-style shelves display a collection of vintage books alongside decorative items. The shelving is supported by black metal pipes, providing a contrasting texture against the warm wooden wall. Cozy reading nooks can be found nearby, enhancing the inviting atmosphere.
Home in Dalton
4.93 out of 5 average rating, 192 reviews

Brooksong, the perfect Berkshires getaway

GinniRating, 5 stars6 days ago
What a perfect place for two families to get together. Beautiful waconah forest just next door. Nice, peaceful place
Guest favorite
A charming farmhouse features dark blue siding and a red brick chimney, surrounded by lush green trees. Outdoor seating is provided on a stone patio, complemented by a wooden table. The house displays a traditional design with windows inviting natural light.
Home in Egremont
4.94 out of 5 average rating, 278 reviews

Modern Farm House 5 minutes from Great Barrington

DharaRating, 5 stars1 month ago
Perfect place for a getaway, loved everything about this cozy home and just a few minutes away from excellent skiing. Will definitely return again!
A two-story Victorian farmhouse is set on a half-acre lot, surrounded by verdant gardens and trees. The wraparound porch features decorative trim and leads to the front door. Colorful foliage enhances the inviting exterior during the fall season.
Home in Adams
4.93 out of 5 average rating, 246 reviews

1890 House

RachelRating, 5 stars16 months ago
This house was lovely for post-holiday rest and relaxation! It’s so cozy and well-equipped—we felt right at home. Thanks for hosting us!

Farm stay rentals with a patio

Top guest favorite
Cabin in Sheffield
5 out of 5 average rating, 28 reviews

Berkshires Cabin with Stunning Views

JohnRating, 5 stars3 weeks ago
Awesome location! Great views! Very cozy and comfortable! 10/10 stay.
Top guest favorite
Home in Great Barrington
5 out of 5 average rating, 19 reviews

Elegant 5 Bedroom Farmhouse with expansive lawn

RyanRating, 5 stars3 months ago
Just had a great stay in Great Barrington. Enjoyed the house and all of its amenities. Location was great, close to great restaurants, hiking and skiing. Would recommend this property and our host!!
Superhost
A charming two-story farmhouse is set amidst trees, featuring a green metal roof and white siding. A welcoming front porch is visible, flanked by neatly trimmed shrubs. The inviting landscape includes colorful fall foliage and a well-maintained lawn, enhancing the rural setting.
Home in Hillsdale
4.75 out of 5 average rating, 8 reviews

Farm House with valley view

JosserRating, 5 stars9 months ago
To Mr John it was amazing a Stay with you. Thanks for everything. This place is amazing. Quiet and peacefully.
Guest favorite
The interior space features a white armchair beside a decorative wooden stool and a black coffee table. A tall ladder leads to the lofted area, while a metal shelving unit displays a framed image of a cow and a plant. Exposed wooden beams complement the natural decor.
Home in Egremont
4.94 out of 5 average rating, 77 reviews

Modern and Stylish Country Lakeside Cottage

DylanRating, 5 stars2 months ago
fantastic and cozy, nice backyard, well equipped with amenities as well
Guest favorite
A charming house is set on a spacious green lawn, framed by a wooden fence. Surrounding trees add to the natural landscape, with rolling hills visible in the background. The sky displays a mix of clouds, contributing to a serene atmosphere.
Home in Adams
4.91 out of 5 average rating, 56 reviews

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.

MeghanRating, 5 stars2 weeks ago
Great, private, peaceful and cozy. Close enough to town to find things to do but you can also stock the kitchen with groceries and stay in and not need to leave. Primary bedroom is large a cozy, comfortable mattress and linens. Enjoyed the tub both days and water gets nice and hot. Loved that we could bring all 3 little doggos and they loved running around the yard. Will be back when the warm weather hits!
Top guest favorite
The exterior of the inn displays a spacious backyard featuring a gravel seating area with red and white Adirondack chairs. A blue umbrella shades a picnic table, while two patio umbrellas stand near additional seating. The home is complemented by solar panels on the roof and a hot tub nearby.
Home in Hancock
4.97 out of 5 average rating, 35 reviews

Berkshire Retreat: Huge Home W/Hot Tub & Yard

KaylaRating, 5 stars1 month ago
John was the best host! He was super responsive and the photos/ description were spot on! Had a great weekend there and only a 4 minute drive to Jiminey Peak! Definitely will stay again!
The exterior of a timber frame farmhouse is featured, illuminated softly under twilight. A spacious porch with seating invites relaxation, framed by landscaped gardens. Mounted lights provide a warm glow, highlighting the inviting entrance and the surrounding trees, while a vast sky stretches in the background.
Home in New Marlborough
5 out of 5 average rating, 6 reviews

Contemporary Country Farm

VictoriaRating, 5 stars20 months ago
Our stay was incredibly relaxing… after sunsets and star gazing the peaceful sounds of nature sang us to sleep. The kitchen was clean and well equipped for us to make a great family meal. The bedding is comfortable and clean so everyone had a restful nights sleep. Be sure to enjoy the outdoor shower!
Guest favorite
A charming farmhouse is set amidst a grassy lawn, featuring a sloped roof with two dormer windows. A covered porch with seating provides entry, framed by lush greenery and sunlight filtering through the trees.
Home in Salisbury
4.95 out of 5 average rating, 38 reviews

Scenic 3BDRM Farmhouse - Modern Updates/EV Charger

GwenRating, 5 stars3 months ago
Stayed with my best friends from Hotchkiss as a little sweet reunion—adorable house, super clean, and fantastic location. The sweet Williams pastries for breakfast were the sweetest touch! Really a wonderful place to stay.

Farmstay rentals with a washer and dryer

Guest favorite
The spacious interior showcases an open floor plan with exposed wooden beams and a high loft. A fully equipped kitchen with light cabinetry is visible, alongside a dining table. Comfortable seating areas provide ample space for relaxation, while natural light fills the room through large windows.
Farm stay in New Lebanon
4.95 out of 5 average rating, 220 reviews

Barn Stay at Shadowbrook Farm

CarolRating, 5 stars1 month ago
This was our second stay, and we will be going back again and again. The barn is gorgeous, as is the entire property. We love to cook in that beautiful kitchen as we enjoy the fireplace. Perfect relaxing getaway for us!
Guest favorite
The entrance to River Cottage is framed by lush hydrangea plants filled with clusters of pale green flowers. A welcoming door is positioned at the center, with a striped mat lying on the steps and a wooden chair positioned to one side.
Home in Great Barrington
4.96 out of 5 average rating, 47 reviews

River Cottage: Riverfront Home, Walkable Community

MikeRating, 5 stars3 months ago
We enjoyed a relaxing weekend in Great Barrington at this great house. We loved walking a few minutes into town for coffee from our choice of cafes and appreciated how many shops and restaurants we could access without needing to drive. The house was comfortable and clean and the kids loved playing in the big backyard while the snow was coming down - a quintessential Western MA experience!
Superhost
Cottage in Hillsdale
4.85 out of 5 average rating, 67 reviews

Secluded Country Getaway on 22 acres

JimRating, 5 stars7 months ago
I cannot thank Joyce enough for opening her lovely home to us. We felt relaxed and refreshed from the minute we arrived. Whether it was sipping coffee and reading by the pond or watching our beagle explore the grounds, I don't think the smile left my face. Joyce was so helpful with recommendations and available to answer any questions we might have had. The proximity to Great Barrington and Stockbridge was fantastic but the local Hillsdale attractions should be missed. We'll absolutely stay here again! Love this house.
Guest favorite
Home in Sheffield
4.97 out of 5 average rating, 72 reviews

Little House in the Woods by Evergreen Home

MinRating, 5 stars10 months ago
We had a lovely stay in this home and hope to come back! Even though we arrived late in the evening, the host provided detailed instructions and made it very easy to check in. The house was very clean and had everything that we needed. It is such a peaceful place - we especially loved the screened-in porch. We wish we could have stayed longer. Thank you for your hospitality!
Top guest favorite
A charming two-story retreat is framed by vibrant greenery and blooming pink hibiscus flowers. The welcoming entrance features a covered porch with large glass doors that invite natural light, while a chimney rises from the side, enhancing the home's inviting appeal.
Home in Adams
4.99 out of 5 average rating, 71 reviews

Mountain Escape - hike, bike, museums, and more!

NathanielRating, 5 stars2 weeks ago
The home is in a great location - middle of town but feels very private and quiet. Well-appointed and kitchen was very functional. House was very comfortable and has a lot of character. Amar was very communicative from the booking until we left. When we had a small issue he responded immediately and it was easily resolved. Beds were comfortable and the entire place was very clean. We really enjoyed our stay!
Guest favorite
An outdoor scene features a clear blue sky above a heated saltwater pool set within a spacious green yard. Surrounding trees provide a natural backdrop, and a small shed is visible next to the pool, which is enclosed by a wooden fence.
Home in New Lebanon
4.98 out of 5 average rating, 59 reviews

Berkshire Mountain home views, pool, Queechy Lake

GeorgeRating, 5 stars2 months ago
The house was very spacious, the kids ranging from 6-10 loved the games, especially cue ball and fuzz ball. The adults loved the fact there was a lower half where the kids can watch movies and play, while the adults did grown up chatting in the living space. A memorable ski weekend that everyone enjoyed to the fulliest and sad it went so fast. We look forward returning one day in the spring or summer to see a different aspect of the area. Thank you!
Superhost
A charming white farmhouse is framed by a decorative white gate adorned with greenery. A pebbled pathway leads to the entrance, surrounded by a well-kept lawn and trees that create a serene, inviting atmosphere.
Guesthouse in Lee
4.83 out of 5 average rating, 36 reviews

1815 Modern Farmhouse - 3min to Stockbridge

MartyRating, 5 stars8 months ago
Abigail and Paulo’s attention, responsiveness and caring about their guests makes your visit to a wonderful place much more wonderful and much more comfortable.
Guest favorite
Home in Pittsfield
4.95 out of 5 average rating, 62 reviews

Family Fun at Hygge House on Richmond Pond

KatrinaRating, 5 stars6 months ago
The Hygge House was a lovely spot to spend my birthday weekend with my family and friends. We took advantage of so many close-by activities. But the highlights were at the house itself - paddling the canoe and kayak through the water, outdoor dinner, and s’mores at the fire pit. Jessica was also so easy to communicate with and super accommodating during a personal emergency we experienced. We loved our stay and would love to come back again soon.

Destinations to explore