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14 Best Farm Stays in Massachusetts

There are over 7,000 farms spanning close to 500,000 acres of land in Massachusetts to produce vegetables, cranberries, milk, and other agricultural products. To get in touch with the state’s rural side, you can book a farm stay through Airbnb or Vrbo and learn more about livestock and plants while enjoying a serene atmosphere out in the countryside. To guide your experience, here are the best farm stays in Massachusetts to choose from.

Farm Stay in a Historic Ski Lodge Turned Barn, Holden A unique structure with serene views
Credit: A unique structure with serene views by Airbnb.com

Farm Stay in a Historic Ski Lodge Turned Barn, Holden

For a unique farm stay, consider this historic building that accommodates four guests with one bedroom and one bathroom. Before becoming an Airbnb, it was a ski lodge and horse barn, but today, you’ll be on a working lavender farm with sheep, horses, pigs, and chickens. Guests enjoy the sunrises, sunsets, and starry night skies while staying here. You can hike along the mile-long nature trail and help feed the animals here between the spring and fall. Guests will be in a second-story living area with a private entrance. Hiking on conservation land, cross-country skiing, and mountain biking are all popular in this area.

Farm Living in the Country, Rutland Farm Living in the Country
Credit: Farm Living in the Country by airbnb.com

Farm Living in the Country, Rutland

Five people can book this Airbnb farm stay in a quiet country setting with horses, cows, goats, pigs, rabbits, chickens, dogs, ducks, and wildlife. This is a pet-friendly and family-friendly vacation rental with a travel crib available. The rental unit is an in-law suite with a separate entrance, living room, cable TV, bathroom, laundry machines, kitchen, Wi-Fi, and A/C. You can walk around the premises and hang out around the fire pit or on the private patio to relax. The host can set you up with kayak and canoe rentals, as well as horse riding lessons. Local state parks are just a few minutes away.

Horse Farm with Panoramic Mountain Views, Hancock A beautiful farm during all seasons
Credit: A beautiful farm during all seasons by Vrbo.com

Horse Farm with Panoramic Mountain Views, Hancock

There are numerous Vrbo farm stays available in Massachusetts, including this 1,000-square-foot barn that sleeps four people. It’s a country suite on the second floor of a horse barn that is cozy and comes with a queen-size bed in the bedroom and a queen sleeper sofa. Other features of the rental are an open-concept living room, full kitchen, large bathroom with laundry machines, and deck with outside seating. The interior has a pellet stove for warmth and ambiance, while there is also a Roku smart TV with various entertainment options. This is a great place to stay during any time of the year, and up to two dogs of any size can stay with you here.

Scandinavian Wigwam with Sauna and Forest Baths, Southbridge Off the grid for your private retreat
Credit: Off the grid for your private retreat by Airbnb.com

Scandinavian Wigwam with Sauna and Forest Baths, Southbridge

Consider this farm stay when you want to get off the grid and be out in nature. This wigwam is on a farm and welcomes kids and dogs. It is a secluded spot with horse pastures and forests. The bathroom and car park area are short walks away from the wigwam. There is no electricity or running water inside, but there are solar lanterns, gallons of water, and an outhouse/compost toilet provided. Add-on experiences you can purchase here include a forest bath and a Finnish sauna.

Big Farmhouse in the Foothills of the Berkshires, Russell A renovated space that's great for families
Credit: A renovated space that's great for families by Vrbo.com

Big Farmhouse in the Foothills of the Berkshires, Russell

With 1,600 square feet of space, three bedrooms, and two bathrooms, here’s a Vrbo farm stay that is in an early 1800s farmhouse. The space has been renovated to accommodate up to eight people and also comes with a full kitchen, laundry machines, and a large backyard. The farmhouse is great for family gatherings and in a quiet neighborhood with few neighbors. You can go to Westfield about 10 minutes away for basic services. Pets are allowed if you keep them off the furniture and in a kennel if you leave them alone.

Farmhouse Suite on Berkshire Farm, Becket Your own suite in a great farm location
Credit: Your own suite in a great farm location by Airbnb.com

Farmhouse Suite on Berkshire Farm, Becket

Two travelers can stay in this farm suite that is in a 1900s-era farmhouse and paneled in pine. It has a full-size bed, bar sink, fridge, and antique furnishings, as well as a small private bathroom. You’ll enjoy the sun porch and being about 30 minutes from the Berkshire attractions. The room is on the first floor of the farmhouse and has a private entrance. Head out to the barnyard to see the horses, gather eggs, and hike on the trails that lead out right from the backyard. There is no Wi-Fi or TV reception here, so come here to disconnect and relax.

Equestrian Retreat, Pittsfield Your own side of the house near location attractions
Credit: Your own side of the house near location attractions by Airbnb.com

Equestrian Retreat, Pittsfield

You can stay in a quiet farmhouse that is across from a horse farm when you want to spend time in the country on a trip to the Berkshires. It is easy to access local attractions and ski areas here. The home is divided between the host’s area and the guest area, so you’ll have two bedrooms and a shared bathroom with your rental. One bedroom has a queen-size bed, and the other has a double bed. This is a pet-friendly vacation rental with Wi-Fi available.

Four-Bedroom Contemporary Farm House, Westport Just a mile from the beach for your vacation
Credit: Just a mile from the beach for your vacation by Vrbo.com

Four-Bedroom Contemporary Farm House, Westport

Up to 10 people can stay in this 2,700-square-foot farmhouse in Massachusetts that offers four bedrooms, five beds, and two bathrooms. It is just a mile from the beach and has ocean views from the living room. Other features are the fireplace in the living room, dining room, large kitchen, den, and screened porch. The home is on 1.5 acres of landscaped property, and there are three decks onsite to enjoy some time outdoors. You can rent this house for just the weekend, weekly, or monthly. Small dogs that are crate-trained can stay here with you upon approval from the owner.

Berkshire Farm Sanctuary, Peru Take a break here from everyday life
Credit: Take a break here from everyday life by Airbnb.com

Berkshire Farm Sanctuary, Peru

With three bedrooms and 2.5 baths, this Massachusetts farm stay is a retreat from everyday stresses and a farm sanctuary for rescued animals. You’ll stay on a 22-acre, nonprofit sanctuary with this Airbnb rental and know that 100 percent of the proceeds of your stay are going towards the care of the animals on site. The property is easily accessible from Route 143 and has plenty of car parking spots. Up to two dogs can stay here with you upon prior approval.

Hadley Farm Apartment, Hadley Vegetables and animals onsite at the farm
Credit: Vegetables and animals onsite at the farm by Airbnb.com

Hadley Farm Apartment, Hadley

This farm stay rental is an apartment for one or two people that is near Route 9 and the Norwottuck Rail Trail. The rental is on a working vegetable farm with chickens, pigs, and goats too. You’ll have your own private space here but share a porch with the main house. There are two children living onsite, and the animals living here can be a bit noisy at times. There is a smart TV here that you can use, while the host also provides eggs, pastries, coffee, and milk for breakfast.

A Fun Farmhouse for All, Great Barrington A charming location near mountains and parks
Credit: A charming location near mountains and parks by Vrbo.com

A Fun Farmhouse for All, Great Barrington

Travelers looking for a farm experience can book this Vrbo rental that is a 3,300-square-foot house with four bedrooms and three bathrooms. It is in a charming and outdoorsy area of Massachusetts that’s easy to fall in love with. There are many amenities offered at this farmhouse, including a heated pool in the summer, ping pong and air hockey tables, video games, a grill, outdoor swings, a grill, and opportunities for snowshoeing and sledding.

Beautiful Berkshire Farm House on 160+ Acres, Alford Right along the river, woods, and fields
Credit: Right along the river, woods, and fields by Vrbo.com

Beautiful Berkshire Farm House on 160+ Acres, Alford

Large groups of up to 16 people can stay in this farmhouse that has seven bedrooms, 13 beds, and 4.5 baths. The home is along 1,000 feet of the Green River, which is great for trout fishing. Unique features of this 4,000-square-foot house are the large indoor gym with a full basketball court and opportunities for indoor skating and rollerblading too. You’ll have a flowing stream and pond right outside your door with this house rental that’s great during all seasons. This is a pet-friendly Vrbo rental.

Bird Hill Farm - The Quabbin Room, Ware A nice little spot by Grenville Park
Credit: A nice little spot by Grenville Park by Airbnb.com

Bird Hill Farm - The Quabbin Room, Ware

Available to rent on Airbnb, this two-person guest room is in an 1825 farmhouse that’s charming and cozy. It’s a peaceful spot with eclectic décor and right next to Grenville Park. The home has a pellet stove in the common room and off-street parking is available. There are two guest rooms available to rent in this home that have separate Airbnb listings. The Palmer Motor Sports Park, Sturbridge Village, and Quabbin Reservoir are nearby attractions.

Sweet Queen Bedroom on Small Farm, West Stockbridge A sunny room to make yourself at home
Credit: A sunny room to make yourself at home by Airbnb.com

Sweet Queen Bedroom on Small Farm, West Stockbridge

You’ll be in a room inside a farmhouse on 10 acres of land when you book this Airbnb that’s four miles south of West Stockbridge. The host provides coffee and tea, and there is room in the shared refrigerator for your items. Guests have access to their private bedroom, private bathroom, shared kitchen, shared dining room, and shared back porch that’s covered and lovely in the summertime. The property borders the Williams River and is close to hiking, cycling, and local music opportunities. There is an indoor/outdoor cat that lives on the property but is not allowed in the guest bedroom.

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