Farmstay vacation rentals in Cheshire County

Find and book unique farmstay rentals on Airbnb

Top-rated farmstay rentals in Cheshire County

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious living area is highlighted by wood-beamed ceilings and natural light streaming through large windows. Comfortable leather seating surrounds a glass coffee table, with a decorative area rug beneath. A fireplace is flanked by shelves displaying various items, creating a cozy ambiance.

Home in Harrisville

4.97 out of 5 average rating, 68 reviews

Spacious Sunny Home Nestled in Field and Forest

In the heart of the Monadnock Region, our home offers serenity & adventure with spacious views in all directions. Sleeps 6+ with plenty of room to spread out and relax. Enjoy the tranquility overlooking our field and active flower farm while sitting on the deck or move to the screened back porch for dinner looking over the quiet pond. Bring along kayaks or canoes to take advantage of the water access or nearby lakes. Fully equipped cooks kitchen; fire pit; gas grill; great hiking; AC and more...

Top guest favorite

A serene landscape showcases a view of Mt. Monadnock in the distance, surrounded by a lush tapestry of trees displaying varying shades of green. The foreground features an open grassy area bordered by a rustic fence, contributing to the sense of tranquility.

Apartment in Peterborough

4.92 out of 5 average rating, 192 reviews

Private Apartment with a Mt. view

*We may make special exceptions for a dog. $30.00 fee per night. *The water from our well is excellent Comfortable, private apartment in a Mid-Century Modern house with stunning views of Mt. Monadnock and farm. 1 Bedroom with Queen Bed w/AC sleeps 2. NOTE: $50 fee for each bed after main bed. Fully equipped Kitchenette, Huge bathroom & Living room -Queen Hide-a-bed sleeps 2. NOTE: We have internet TV, but no cable. So please remember to bring your sign in information for Netflix and Amazon.

Top guest favorite

A rustic building with wooden siding is partially surrounded by a foggy landscape. An elevated deck with rocking chairs invites relaxation. The entrance features glass doors flanked by large windows, allowing natural light to illuminate the interior. Surrounding greenery creates a serene atmosphere.

Home in Putney

4.94 out of 5 average rating, 403 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Guest favorite

A living area features hardwood flooring and exposed wooden beams. A gray sofa is positioned alongside a wooden coffee table, with a decorative plant nearby. Two lamps provide ambient lighting, and the room is adorned with a red area rug. A dining table is visible, creating a cozy space.

Cottage in Putney

4.96 out of 5 average rating, 103 reviews

Spacious 2BR Private Cottage in Putney, VT

Spacious 2-BR, 2-bath cottage located in Putney, VT. Three queen sized beds. Complete with full galley kitchen and backyard deck to relax and enjoy the outdoors. Easy drive to downtown Putney General Store and Co-Op, as well as the Putney Diner and Gleanery restaurant. The Putney School, Greenwood School, and Landmark College are close by. Stop by Hidden Springs for maple syrup and ice cream and Green Mountain Orchard for apple picking and farm store. Hiking, biking, swimming near by.

Top guest favorite

A two-story building features a light yellow facade with a sloped metal roof. The structure includes multiple red doors and accompanying windows. Lush greenery and a gravel pathway surround the dwelling, enhancing the outdoor space that invites exploration.

Guest suite in Westminster

4.96 out of 5 average rating, 56 reviews

COZY FARMHOUSE SUITE

Take it easy at this unique and tranquil getaway nestled in a revolutionary historically significant village. You can experience farm living while still close to Rte 91, an Amtrak station and the Connecticut river for fun water activities. This recently renovated studio has a private entrance with parking right outside. Fully equipped kitchen. Bathroom with tiled shower stall, easily accessible. The beautiful sleeping nook is perfect for two. Adorable sitting and dining/work areas.

Top guest favorite

A single-story building with a dark exterior is surrounded by lush greenery and colorful flowers. The structure features multiple windows and a wooden front door. A gravel path leads up to the entrance, enhancing the inviting farmhouse setting.

Guest suite in Jaffrey

5 out of 5 average rating, 68 reviews

Relax with the View at the Farm at Woodbury Hill

Consider relaxing in our spacious upstairs apartment with a spectacular view of Mt. Monadnock. An open floor plan features a queen size bed and futon. A fully equipped kitchen will be stocked with 6 fresh farm eggs to enjoy as you like. Brew your own coffee or tea. All the needed linens and bathroom towels are supplied. Highspeed WiFi and Roku TV is available. You are welcome to walk the farm and enjoy the chickens or gardens. Or simply relax on your own private outside deck.

Top guest favorite

A vibrant red barn stands against a blue sky with fluffy clouds, complemented by lush greenery. Two white chairs are positioned on a well-maintained lawn, providing a serene spot to enjoy the surroundings. A flowering bush adds a touch of color nearby.

Farm stay in Walpole

4.84 out of 5 average rating, 25 reviews

Cottage with outdoor space 20 min to Brattleboro

Kilburn Cottage is perfect for families & friends. Enjoy a quiet country setting while being in the perfect location to explore southern NH and VT. Visit our own Farm-to-Table restaurant, The Hungry Diner, 5 miles away. We also provide local coffee and a homemade baked good upon check-in. There are endless activities for any season–biking, hiking, apple picking (apple orchard next door), wineries & breweries, fly fishing, fall foliage, antiques, sledding, skiing and much more.

Top guest favorite

A cozy seating area features a dark wooden daybed adorned with soft, neutral-colored pillows. A round mirror reflects light from a window, and natural wood beams add warmth. Nearby, a door leads to a bathroom, enhancing the functional design of the space.

Guest suite in Putney

4.96 out of 5 average rating, 73 reviews

Peaceful Country Retreat on 15 Secluded Acres

Quiet and pristine guest suite, nature lover’s paradise. This is a private home on 15 acres . Hiking trails nearby. A 7 minute drive to downtown Putney, 20 minutes to Brattleboro and 50 minutes to mount snow ski resort. Fall foliage and apple picking or summer hiking and blueberries, farmers markets and swimming holes. Local entertainment venues include Next Stage performing arts, Yellow Barn and Putney is home to the Sandglass Theatre 🎭 Come experience Vermont: rest and rejuvenat

Top guest favorite

The charming colonial farmhouse is showcased with a yellow exterior, featuring large windows and an inviting front porch. A neatly manicured lawn surrounds the property, with trees and greenery in the background, enhancing the serene atmosphere of the home.

Home in Swanzey

4.96 out of 5 average rating, 55 reviews

Hillside Haven: Serene Farm Escape | 5BR-2 Kings

Unwind at this stunning colonial farmhouse. Lovingly built with wide pine floors, high-beamed ceilings, and antique details for a comfortable and charming feel. Enjoy nature out every window, horses roaming across the street, and the sound of the river nearby. Located just a few miles from Keene. Swanzey has 4 covered bridges to explore, world class hiking, shops, restaurants, skiing, etc. a few miles away. The area is peaceful and secluded giving you the rest you deserve.

Guest favorite

A cozy bedroom features a queen bed with a decorative iron frame, dressed in white linens. Beside the bed, a warm wooden nightstand is seen, along with a comfortable armchair. The cabin's wooden walls and ceiling create a rustic atmosphere, enhanced by soft lighting.

Guesthouse in Fitzwilliam

4.86 out of 5 average rating, 362 reviews

Detox Healing Sanctuary with Wood-Fired Sauna

Escape the city & take a break from hectic schedules & life's demands. We invite you to embrace life at a relaxed pace surrounded by nature on our 1810 farm. Enjoy the fire pit, walk the trails, forage for treasures & unwind in the wood fired sauna! Rest and reset your life & cultivate space for stillness & healing We've created a place for you to unwind & restore your soul, & detox & recharge your body. For the full retreat ask about day pass to Covey House Spa

Top guest favorite

A bright living area is filled with natural light from large wooden windows framed by greenery outside. A cozy couch is adorned with decorative cushions. A round coffee table features a candle and a vase of sunflowers, inviting relaxation in a serene setting.

Cabin in Putney

4.98 out of 5 average rating, 425 reviews

Luxe Vermont Retreat Cabin|Woodfired Tub in Nature

A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Gorgeous Cabins of the East Coast ☽ Outdoor wood fired tub, surrounded by nature ☽ Elevated design; thoughtful lighting; deeply romantic ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with our favorite spots ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products

Guest favorite

The exterior of a two-story wooden home is shown, surrounded by a lush green lawn. A large tree provides shade, while the blue sky features scattered clouds. A relaxed seating area is visible on the grass, enhancing the scenic countryside setting.

Home in Putney

4.9 out of 5 average rating, 106 reviews

Peaceful Beautiful Mountain Home Spectacular Views

15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.