
Farmstay holiday rentals in Windsor County
Find and book unique farmstay rentals on Airbnb
Top-rated farm stay rentals in Windsor County
Guests agree: these farm stay rentals are highly rated for location, cleanliness and more.

Spacious King Spa Suite Weston Hills
Spacious 750 sqft guest suite king bed, table & chairs, kitchenette & sitting area & large, private spa bathroom featuring walk through mosaic shower area 4 shower heads, jets, wands & two person roman jacuzzi tub featuring aroma & chroma therapy & heated back rests. Ensuite bidet, elongated toilet & urinal. Pull-out sofa & comfy king bed with views from 5 glass doors to private deck. Xfinity high speed Internet and streaming TV. Private entrance from deck or shared entrance via front door.

Quechee Haus: hot tub, sauna, & mountain views
Hathaway House: an 1850s barn perched atop a hill remade into a stunning modern farmhouse w/ Green Mountain views west, hot tub, sauna, chef's kitchen, separate study, & fiber internet. Play games on the huge lawn, or ping pong & foosball in barn game room. Enjoy the gardens or dinner by the fire. Grill & eat al fresco on the huge deck with hot tub, cold plunge. This private retreat is surrounded by nature yet 5 min to Quechee, 15 to Hanover, Woodstock, Lebanon; 35 to Killington & Lake Sunpee.

Fat Cat Barn - Close Okemo & Magic, Vermont
Welcome to Fat Cat Barn! This is an incredibly unique, family oriented 1850's Mennonite built Post & Beam barn on 10+ acres in the pastoral hills of Andover, VT. We are wedged between the wonderful villages of Weston, Ludlow & Chester. Just 15 minutes from Okemo and Magic ski mountains with Stratton, Bromley & Killington all within 40 minutes. This is a wonderful four season property with plenty of options for fun right outside our door step. The Stratton mountain views and sunsets are stunning

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way
Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Fresh Snow- Luxury Cabin near Ski Areas
On a cold winter morning Wake up in a luxurious bed in a stylish cabin with panoramic Vermont views. Hot coffee mug warming your hand, step out to the porch, look at faraway hills. Snowshoe/slide/talk/play with your favorite people/animals. Or jump in your car to Okemo/Magic Montain/Killington for a day on the slopes. Take a scenic drive to Woodstock, Simon Pearce, Okemo, or the Harpooon Brewery. Kick back with a night around the firepit stargazing Our Red House welcomes you.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

Killington Retreat | Deck-Fire Pit-Mountain Views!
Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

5 miles from Woodstock-Dog Friendly w/FIOS
Just 5 miles from Woodstock, the Cottage at StillwoodVT is a bright and cozy two-story home set on a peaceful 20-acre oasis of woods, pasture, and hill views. Two bedrooms (queen upstairs, full downstairs), one bath with shower, and open kitchen/living/dining area. Private, quiet, and surrounded by nature. One-bedroom use receives 10% back after checkout (not combinable with other discounts).

Cozy Guest Suite in VT Farmhouse
Your private two story guest suite is attached to the (main house) with a private FRONT DOOR entry. Downstairs you will find your very own first floor library/TV room and 1/2 bath. Upstairs is a comfy bedroom suite with a private modern bathroom that includes a shower and Jacuzzi tub. Also upstairs is where you will find the microwave, coffee bar, mini fridge and toaster.

Private Hilltop farm apartment
Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!
Popular amenities for farm stay rentals in Windsor County
Family-friendly farm stay rentals

Real Farm! - The Barn at Winterfound Farm

Charming Brick Cape near Windsor Grasslands area.

Roomy 2-floor apt near Killington/Mt. Top

Valley View Escape

Spectacular 'Cape Cod' in Vermont!

100% Private! Pool, Views, Skiing, Theatre!

The Peaceable Kingdom

Corncrib Tiny House Glamping Cabin
Farm stay rentals with a patio

MT Top Inn-6 Minute Walk-4+ BR-Pets OK & Grill-Ski

Cheerful, Restored 1940s Cape- 5 mins to Woodstock

Private post & beam log cabin on Macintosh Pond.

The Cabin on the Pond

Green Mountain Collection: Spacious VT Getaway

Cottage in the middle of family horse farm

The Westerdale | Woodstock Retreat | Pet Friendly

Brand New Creekside Cabin at Killington
Farmstay rentals with a washing machine and dryer

BEST Views! Close to Silver Lake + Woodstock VT

The Upper Valley Retreat

A million-dollar view near Killington on 60 acres.

Breeze Hill Cottage

Modern Farmhouse on 25 Acres - Superb Views

Vermont 1828 Reunion House, near Okemo

Hearth House Farm

Classic Cape in VT's #1 Four Season Playground
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- Farm stay rentals Vermont
- Farm stay rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Crotched Mountain Ski and Ride
- Montshire Museum of Science
- Dartmouth College
- Mount Sunapee Resort
- Middlebury College
- Emerald Lake State Park
- Southern Vermont Arts Center
- Warren Falls
- Mount Monadnock
- Quechee Gorge
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