
Farmstay vacation rentals in Cheshire County
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Top-rated farmstay rentals in Cheshire County
Guests agree: these farmstay rentals are highly rated for location, cleanliness, and more.

New Hampshire Farm House with Swimming Pond
This family home has recently been passed down to our family to own, care and share (2019). See previous listing for historical reference. https://www.airbnb.com/rooms/15126293 Hill Pond Farm is a charmingly preserved colonial cape on thirty-two acres of rolling pasture with a lovely swimming pond. Hidden in the hills of undiscovered southwestern New Hampshire, a 2-hour drive from Boston and a 4-hour drive from NYC, your country retreat awaits. Enjoy hiking, swimming, antiques, skiing and more.
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Sunnyside Farmhouse with lots of outdoor spaces
The Sunnyside Farmhouse 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.
LocationValueWalkability

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.
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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
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Farm Stand Lodge
A truly unique lodging experience in Walpole, NH This Farm Stand Lodge is located in the heart of Alyson’s Orchard. This spectacular space features panoramic views of the property and the mountains and valleys which surround us. Adjacent to a beautiful pond, a petting zoo, and the farm store, you'll enjoy a one of a kind experience. The Farm Stand Lodge boasts a beautiful kitchen, a private upstairs deck, and the opportunity to experience the rhythm of farm life in all seasons.
LocationFamilyShared spaces

Comfy Quarters Suite 1
Suite sleeps 2-4. Décor has a cozy, warm feeling. It's bright but there are dimmers in the bedroom and living room. Comfy quarters is an open concept. The kitchenette flows into the living room which flows into the bedroom. Its has a private 3\4 bathroom. We are between the towns of Jaffrey and Peterborough. Beautiful view of Mt. Monadnock. Very private acres. We love to meet and greet our guest interact, but will respect their privacy. There is hiking, shopping and great dining.
LocationValueHiking

The Birches Cabin, at home in the woods!
Discover The Birches, a peaceful cabin in Marlow, offering a unique escape on 10 private acres. This modern cabin features a fully equipped kitchen, a cozy fire pit, and comfortable bedrooms. Located near Keene and the Sunapee region, you can enjoy skiing, hiking, and water activities. Whether you're seeking adventure or relaxation, The Birches provides the perfect setting for a memorable vacation. Enjoy the stars, cook a meal, and create lasting memories.
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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) 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.
LocationValueHiking

Bucolic New Hampshire Farm Cottage at Mayfair Farm
Want a relaxing, country getaway? Mayfair Cottage is the perfect place for nature lovers, whether you want a quiet retreat, family vacation, or romantic escape. Visit the farm animals, shop for local goods in our farm store, unwind, and watch the sunset over Mt. Monadnock. Mayfair Farm is nestled in the hills of Southern New Hampshire, five minutes from the historic village of Harrisville and less than two hours north of Boston.
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Country Bed & Breakfast, Cold River Room
Get away from the hustle and bustle of the urban life and enjoy a relaxing country setting in rural New Hampshire at His & Hers Farm. For those looking for an authentic and comfortable country experience, this is your place! The Gowen's Guest House is a restored and updated historic 1850s/early 1900s farmhouse that is a licensed Bed & Breakfast and has four (4) unique guest rooms each with their own private bath.
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The Geo-Dome at Quarry Brook
Let us share our little piece of Vermont with you! Miles of trails accessible from your site. Located off a dirt road, tucked into a corner of our working homestead and farm, you'll find a space to relax, unwind, and reconnect. The dome has electricity and 7 gallons of potable water are provided. WiFi available. There is an outhouse with a dry sawdust composting bucket arrangement.
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Walpole NH Peaceful Farmhouse Getaway-VT/NH Border
Classic farmhouse in the quintessential New England village of Walpole, NH, perched atop a ridge overlooking the CT River valley into VT. Lovely views, peaceful country surroundings, charming village with all the amenities. Fast WiFi , download speeds up to 1GB-perfect for Zoom, streaming, etc.
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Popular amenities for Cheshire County farmstay rentals
Family-friendly farm stay rentals

Stewart Room at the Tartan Fox Inn
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Entire Cottage-lots of open space 15 min to Keene
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Cottage with outdoor space 20 min to Brattleboro
LocationValueHospitality

Vermont Botanical Studio Apartment
FamilyValueAir conditioning

A Vermont Carriage House
ValueFamilyHeating

Relax with the View at the Farm at Woodbury Hill
LocationFamilyGrill

The Geo-Dome at Quarry Brook
LocationFamilyAccess

Sunnyside Farmhouse with lots of outdoor spaces
FamilyValueLong stay
Farm stay rentals with a patio

Country Bed & Breakfast, Green Meadow Room
LocationSleep qualityBreakfast

Country Bed & Breakfast, 2 Bedroom Hillside Suite
LocationFamilyQuiet

Country Bed & Breakfast, White Birch Room
BathroomHospitalityRiver

Country Bed & Breakfast, Cold River Room
LocationNearbyIndoor spaces
Farmstay rentals with a washer and dryer

3 Bedroom House in Walpole with Beautiful Views
CleanlinessHospitalityDecor

The Foster House
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Sunnyside Farmhouse with lots of outdoor spaces
FamilyLocationOutdoor spaces

Peaceful Country Retreat on 15 Secluded Acres
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New Hampshire Farm House with Swimming Pond
LocationFamilyHospitality

Farm Stand Lodge
FamilyValueGetting around

Bucolic New Hampshire Farm Cottage at Mayfair Farm
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Cozy, comfortable Ranch Home
FamilyLocationWifi
Destinations to explore
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- Farmstay rentals New Hampshire
- Farmstay rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Snhu Arena
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Bear Brook State Park
- Mount Monadnock
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Mount Sunapee Resort
- Mount Holyoke College
- Camp Plymouth State Park
- Quechee Gorge
- Jamaica State Park
- Bridge of Flowers
- Crotched Mountain Ski and Ride
- Magic Wings Butterfly Conservatory and Gardens




