
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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for farm stay rentals in Windsor County
Family-friendly farm stay rentals

Charming Brick Cape near Windsor Grasslands area.

5BR Chalet in Historic Town bet Killington & Okemo

Beautiful Art Studio with hot tub/sauna #1 Airbnb

Close to Okemo, 25 Acre Mountain Playground

A million-dollar view near Killington on 60 acres.

Vermont 1828 Reunion House, sleeps 16, near Okemo

Colonial-style solid-timber home--sanctuary.

Killington Retreat | Deck-Fire Pit-Mountain Views!
Farm stay rentals with a patio

Peace & quiet at Comet Farm

The Creek Cabin at Sky Hollow

500 Acre Farm Retreat: OQ Farm's Priory

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST

Stylish Ascutney Cabin •View •Chef’s Kitchen •Pets

Stylish factory-farmhouse deluxe loft

Cottage in the middle of family horse farm

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

Vermont Country Paradise minutes from Resorts

Modern Farmhouse on 25 Acres - Superb Views

Stunning Converted Barn Home 3-bed 2 bath

Cottage in the Heart of the Green Mountains

100 Acres Views & Creek near Woodstock/Killington

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

Quechee Hathaway House: gardens, hot tub & views

Private, 1 bedroom boutique tiny home
Destinations to explore
- Rentals with an accessible-height bed Windsor County
- Rentals with a kayak Windsor County
- Beachfront rentals Windsor County
- Townhouse rentals Windsor County
- Rentals with a washing machine and dryer Windsor County
- Pet-friendly rentals Windsor County
- Flat rentals Windsor County
- Waterfront rentals Windsor County
- Rentals with pools Windsor County
- Cottage rentals Windsor County
- Rentals with a patio Windsor County
- Family-friendly rentals Windsor County
- Guest house rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Rentals with a hot tub Windsor County
- Rentals with a sauna Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Apartment rentals Windsor County
- Family-friendly rentals Windsor County
- Villa rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Rentals with breakfast Windsor County
- Rentals with outdoor seating Windsor County
- Rentals with an EV charger Windsor County
- Fitness-friendly rentals Windsor County
- Tiny house rentals Windsor County
- Rentals with lake access Windsor County
- Rentals with beach access Windsor County
- Bed and breakfasts Windsor County
- Rentals with an accessible-height toilet Windsor County
- Rentals with a fireplace Windsor County
- Rentals with a firepit Windsor County
- Farm stay rentals Vermont
- Farm stay rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dorset Field Club
- Autumn Mountain Winery
- Fort Ticonderoga
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Bretwood Golf Course
- Brattleboro Ski Hill
- Hooper Golf Course
- Fox Run Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Things to do Windsor County
- Food and drink Windsor County
- Things to do Vermont
- Food and drink Vermont
- Nature and outdoors Vermont
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Tours United States
- Art and culture United States
- Entertainment United States
- Wellness United States