Farmstay holiday rentals in Windham County

Find and book unique farmstay rentals on Airbnb

Top-rated farm stay rentals in Windham County

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

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Superhost
A charming treehouse sits elevated on wooden stilts, surrounded by lush greenery. Soft lighting decorates the deck area, creating a warm environment. A gravel path leads to the entrance, while the tranquil pond reflects the evening sky in the background.
Home in South Londonderry
4.84 out of 5 average rating, 183 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

Top guest favourite
An outdoor deck features a round table surrounded by four black metal chairs, offering a panoramic view of rolling hills and trees. The clear blue sky complements the lush greenery of the landscape.
Flat in Townshend
4.93 out of 5 average rating, 267 reviews

Private Apt. on Farm, Hot Tub with views!

Relax in a spacious private apartment on our 38-acre hillside farm with sweeping Vermont views. Two queen bedrooms, a queen loft, full kitchen, and private deck with keypad entry. Enjoy gardens, orchard, heritage livestock, and a shared hot tub. Observatory features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Centrally located near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.

Guest favourite
A serene pond reflects the surrounding greenery, with ducks gracefully gliding across the water. Flowering plants, including irises and daisies, border the water's edge, while a two-story white house is visible in the background amidst the lush landscape.
Home in Guilford
4.97 out of 5 average rating, 30 reviews

Jabulani Luxury Rural Stay

Jabulani means happiness in Zulu, and that’s what we expect you to experience here. Jabulani offers guests a luxurious stay on 60 acres, minutes from the quaint town of Brattleboro with its excellent restaurants and fabulous food coop. You are close to many recreational choices and about 45 minutes from several major ski areas. Enjoy stunning views, total comfort, gourmet kitchen, huge dining table, bar area and many indoor and outdoor sitting areas. Outside a bonfire and sledding slope await.

Guest favourite
The outdoor pool is surrounded by a chain-link fence and features a concrete deck. Sun lounges and chairs are positioned nearby, with a colorful beach towel draped over a lounge chair. Lush greenery frames the area, providing a serene setting.
Home in Wilmington
4.88 out of 5 average rating, 186 reviews

Adams Farm-"The Little Farmhouse"

A Clean Ranch style home with hardwood floors located on a 100-acre Historic Vermont Farm. Retired farmers live in separate farmhouse & are available throughout your stay. Conveniently located just minutes away from MT Snow Ski Resort, Hermitage Resort, Stratton Mt. for Skiing, Snowboarding, Tubing, Hiking & Mountain Biking. 3 miles from downtown Wilmington. Minutes to public beaches and lakes. Use our trails for snowshoeing, X-Country Skiing or hiking. Our Pool is avail July -Labor day

Guest favourite
Chalet in Wilmington
4.86 out of 5 average rating, 44 reviews

House of Deeds - Historically Restored Chalet

Amazing 4 season views of the Green Mountains from this authentic chalet! Restored in 2021 to the original 1962 design adding a new kitchen, bonus room and back deck. The House of Deeds is conveniently located right on Rte 100, surrounded by more than an acre at the base of Gilbert Hill. -Downtown Wilmington is less than a mile away. -Mt Snow is 6.5 miles away -Stratton is 40 minutes away -Bromley is 50 minutes away Booking must be made by a person 21+, and on premises for dates booked.

Guest favourite
Private room in Newfane
4.92 out of 5 average rating, 185 reviews

Still Water Bindery & Workshops in Newfane Village

Two bedroom suite, in a historic 1820s farm house, located in the National Historic Registered village of Newfane, VT. Located on 2.5 acres of land, this post & beam house welcomes you to Vermont country life ~ with meadows, flower beds, fruit trees & berries, gardens, a working book bindery. Take a 5-minute stroll along the West River Rail Bed to the local gourmet eateries. Read about Still Water Bindery online ~ visit "Finding Silver Pennies" and 8 Farmhouse Tips for an Inviting Home!

Top guest favourite
The rustic barn structure features a combination of dark wood siding and a gabled roof, highlighted by a central chimney. Large wooden doors and multiple small windows create an inviting appearance, while the surrounding natural landscape includes lush trees and open fields.
Barn in Jamaica
4.97 out of 5 average rating, 115 reviews

The Rafters Lodge

A unique VT experience! This 1860s barn was converted into a Girl Scout camp in the 1950s and served many years training leaders and scouts. Today, the Rafters continues to be a special part of many families lives, who come to enjoy the rustic camping experience and beautiful ninety acre farm. The lodge has accommodated large youth groups, families and even the occasional wedding party. With the close proximity to Stratton and Bromley, visitors enjoy countless recreational opportunities.

Superhost
A rustic cabin is set against a backdrop of greenery, displaying large windows that invite natural light inside. The cabin features a spacious porch, supported by posts, overlooking the lush area of ferns and grass that surrounds it.
Farm stay in Grafton
4.62 out of 5 average rating, 76 reviews

Cabin #1

For many decades in the 50’s, Heritage Acreage operated here a camp; then Beaver Spring Horse Farm took over for more than two decades; In 2016 we create a vineyard and camp and gave it the name Grafton Vineyard and Gorji’s camp; we have created three cabins , one loft , and one apartment with three bedrooms and two bunker beds so far; each has a queen size bed with private bath rooms and showers and kitchen for light cooking. The camp has an area of 100 acres with two very large ponds.

Superhost
A spacious room features a plush king bed with neutral bedding against a rustic wooden headboard. Two small tables and a desk are arranged with a lamp beside the bed. Light streams in through multiple glass doors leading to a balcony, adding brightness to the warm wooden floor.
Private room in Dover
5 out of 5 average rating, 6 reviews

Luxury King with balcony in Historic Inn, rm 10

Our oversized Deluxe King room with balcony is located upstairs in our historic Inn. Plush king bed and full bath with double sinks, bathtub and shower. Inn Room 10 comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and coffee maker. We provide Keurig K-cups, tea, sugars and complimentary snacks. This room sleeps 2. Inn room 10 is not pet friendly.

Guest favourite
Clusters of pinkish flowers are seen atop tall, green stems in a lush field. The greenery is vibrant and abundant, with a variety of grasses and plants surrounding the blossoms. Trees can be faintly seen in the background, blending into the landscape.
Private room in Putney
4.92 out of 5 average rating, 103 reviews

Large tent platform at wood's edge

It's October and there's still marvelous color. We're down to the oaks and beeches. Weather's fine. To camp this season you need to be experienced and fully equipped. We appreciate guests who don’t need much beyond water off the deck, parking and scavenging wood. ALSO services available, if we can and if you give me notice, for late arrivals. Text me directly is fastest. You will get CI once we confirm. The site will calculate a discount for stays of more than 3 days.

Top guest favourite
A quaint cottage is framed by vibrant autumn leaves, with a green metal roof contrasting the warm tones of the surrounding trees. A gravel driveway leads to the home, inviting guests to explore the peaceful nature setting.
Cottage in Dover
4.95 out of 5 average rating, 253 reviews

Cozy summer cottage in the woods of S. Vermont

-The Ice Pond Camp, East Dover, VT A small well equipped summer cottage, surrounded by nature & quaint beauty. Enjoy southern Vermont as you relax, disconnect, recharge & spend your time living a slower pace in nature & rural beauty. Close to Mt. Snow with its host of warm weather enjoyment, Wilmington (shopping, events & good food), Putney and Brattleboro to name a few. Enjoy scenic villages, farms, brooks, ponds and lakes, walking trails & country scenery.

Top guest favourite
A well-lit dining area features a small table set with dishes and glasses, illuminated by natural light from large windows. Two chairs are placed alongside the table, while a vintage painting hangs on the wall, adding a touch of charm to the space.
Cabin in Guilford
4.97 out of 5 average rating, 579 reviews

Serenity Now - Couples Retreat or Writer's Dream

COUPLES RETREAT or SOLO EXCURSION NEAR BRATTLEBORO Perfect setting to swoon your partner or write the novel of your dreams. A romantic destination for Engagements, Honeymoons & Anniversaries. Guilford Vermont - **No Cleaning Fee - Easy drive from Boston & NYC ROMANCE SPECIAL - Guests staying 4-nights or more, receive Vermont Made hard cider, cheese crackers and chocolate ($55.00 value) Ask me about ELOPEMENT & VOW RENEWAL CEREMONIES

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