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Find Farmstay in Windsor County, VT from $213

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Top Cities in Windsor County

Farmstay in Windsor County

Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

West Woodstock
10.0 out of 10, Exceptional, (37)
"Great vacation. My gkids loved the river. "
United States
Marita M.
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

Historic 150-year-old farmhouse, Jacuzzi included

Chester Depot
9.8 out of 10, Exceptional, (10)
"This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!"
United States
Amy S.
$384 nightly
The price is $430
Dec 8 - Dec 9
Total with taxes and fees
Historic 150-year-old farmhouse, Jacuzzi included

Fat Sheep Farm & Cabins

3.0 star property
Windsor
9.8 out of 10, Exceptional, (12)
"An absolutely stunning property! The cabin was clean, well stocked and perfectly located to see the gorgeous sunrise. So very grateful for our quick trip at Fat Sheep Farm. Looking forward to returning! "
United States
Jasmine
$195 nightly
The price is $213
Dec 7 - Dec 8
Total with taxes and fees
Fat Sheep Farm & Cabins

Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

Bridgewater
10.0 out of 10, Exceptional, (15)
"Gorgeous updated farmhouse on a picturesque lot of land with river access. Plenty of room for our family to gather and enjoy each other's company. Easy access to Woodstock and Killington. Our host was very responsive to any questions and very welcoming. "
United States
Kelly S.
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

Breathtaking Riverfront Farmhouse w/Mountain Views

Bridgewater
9.8 out of 10, Exceptional, (8)
"This was a lovely and comfortable place to stay! I’d recommend it to anyone coming to the area. Very unique! FYI the fridge water dispenser is flashing to replace the filter"
United States
Margaret B.
Breathtaking Riverfront Farmhouse w/Mountain Views

Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres

Ludlow
9.8 out of 10, Exceptional, (34)
"Everything was as described. Would stay again!"
United States
Kerem Y.
Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres

Beautiful Historic Country Estate – Modern Comfort in Okemo Valley

Cavendish
10.0 out of 10, Exceptional, (29)
"Our group of 5 couples stayed at Stone Walls for 3 nights in January 2023. Hosts were incredibly responsive and helpful, home was clean and well-stocked, location was very close to Okemo and Ludlow Village. I would definitely stay again!"
United States
George Y.
Beautiful Historic Country Estate – Modern Comfort in Okemo Valley

5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental

Cavendish
9.8 out of 10, Exceptional, (26)
"Beautiful property, very convenient base to ski at Okemo!"
United States
Irina D.
5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental

3 bdrm Stillwater Farmhouse near 4 ski resorts

Weston
10.0 out of 10, Exceptional, (1)
"Charming antique farmhouse full of spaces to gather. Very comfortable overall … and the owners have put a lot of heart into this home. Highly recommended."
United States
Bill M.
3 bdrm Stillwater Farmhouse near 4 ski resorts

Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Bridgewater
10.0 out of 10, Exceptional, (63)
"Our large group loved our stay at the Farmhouse. The location was great, it made for an easy commute to the slopes at Killington. We all fit in the house comfortably and appreciated the receptiveness and communication of the hosts. Would recommend!! "
United States
Luke M.
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Starry Nights at Comet Farm: A Scenic Haven Near Woodstock and Okemo

Reading
10.0 out of 10, Exceptional, (1)
Starry Nights at Comet Farm: A Scenic Haven Near Woodstock and Okemo

Country house minutes from Killington and Okemo

Plymouth
10.0 out of 10, Exceptional, (6)
"We loved our stay in this wonderful home for the second year in a row! Close to Killington and Okemo, minutes from beautiful Woodstock, and many activities nearby for little ones when they get too cold for the mountains. The home is so cozy with lots of space to spread out and play games, read books, and relax. The hosts are so considerate and responsive. A true gem! "
United States
John F.
Country house minutes from Killington and Okemo

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

Andover
10.0 out of 10, Exceptional, (3)
"We loved staying in Amelia’s wonderful home! It was a short 20 min from Okemo ski resort and provided all of features we needed. Thank you for everything and for being so attentive!"
United States
Enrique I.
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

Live the Vermont Life in 1840 Classic Renovated Cape

Sharon
Live the Vermont Life in 1840 Classic Renovated Cape

House- Near Woodstock VT

2.0 star property
North Pomfret
House- Near Woodstock VT

One of a Kind Farmhouse with Incredible Okemo & Sunset Views

Ludlow
One of a Kind Farmhouse with Incredible Okemo & Sunset Views

Cozy Ludlow, Vermont Farmhouse Ski Retreat with hot tub and fire pit

2.0 star property
Ludlow
Cozy Ludlow, Vermont Farmhouse Ski Retreat with hot tub and fire pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor County Hotel Reviews

Find out more about Windsor County

Windsor County Farmstay information

Number of reviews
167
Accommodation
17 Farmstay
Lowest Price
$213
Highest Price
$430

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