Photo by William E Berry Jr.

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Compare 17 Farmstay in Windsor with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (26)
"This is the perfect place to stay if you want to explore Woodstock, Vermont! Centrally located to all you want to see & do; this property is big enough for a family or group of friends and cozy enough for a couple. The host couldn’t be nicer or more attentive! "
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

Historic Plank House Near Mount Sunapee

9.8 out of 10, Exceptional, (17)
"My family needed a place we could stay together for a wedding at Whaleback so we took a chance on this house in Goshen just a short ride away. We're all very glad we did. The house is charming and adorable with a great vibe to it. Close to Newport which has some great shops and restaurants. Beds are super comfortable and the house has everything you could possibly need. Impeccably clean and loaded with country charm. Hosts were great and very responsive. If you're in the area I highly recommend...
Historic Plank House Near Mount Sunapee

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

10.0 out of 10, Exceptional, (58)
"We booked this house for our friends & family to stay for our wedding and the place was perfect! It was clean and had more than enough space to house multiple family & friend groups. The hot tub & living room areas were wonderful. Our wedding cake was even baked in their kitchen!"
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Charming In Village Farmhouse - steps to Historic Grafton Inn

10.0 out of 10, Exceptional, (9)
"We had a great time at this cozy Vt home !!! We especially loved the location and enjoyed relaxing on the porches ! The house was very clean and the beds so comfortable ! It was great to have a bedroom on the first floor and we really liked that each bedroom had its own bathroom !! The owners were very welcoming and responsive to our questions and needs ! We would highly encourage anyone looking for a place to stay in the area, to stay here !! We are looking forward to another visit !!! "
Charming In Village Farmhouse - steps to Historic Grafton Inn

Stunning farmhouse-Historic village-Mins to Skiing

9.2 out of 10, Wonderful, (10)
"Fantastic house, everything was perfect, great communication with owner"
Stunning farmhouse-Historic village-Mins to Skiing

Rustic 150-year-old farmhouse, Jacuzzi included

10.0 out of 10, Exceptional, (4)
"We had a wonderful visit with family and The Farmhouse offered a comfortable place for us to gather."
Rustic 150-year-old farmhouse, Jacuzzi included

Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

9.8 out of 10, Exceptional, (6)
"It is a great house. It’s been updated so it’s very confortable and everything works well, but the charm’s still intact!!! The spaces are all good and it has a great flow. The backyard is beautiful and the views are stunning!!! The host had left on the kitchen counter basics all locally produced and all kinds of Vermont goodies, cheeses and wine! She was very attentive to provide us with recommendations for local activities. We had a wonderful stay and would come back!"
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

Fat Sheep Farm & Cabins

3.0 star property
9.6 out of 10, Exceptional, (8)
"Excellent. It had everything we needed"
The price is AED 584
AED 817 total
includes taxes & fees
26 Nov - 27 Nov
Fat Sheep Farm & Cabins

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

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

Lighthouse Inn the Woods 🐓because you deserve it!

10.0 out of 10, Exceptional, (1)
"We went up to this area to do some skiing at Mount Sunapee. This cottage is close to the mountain, We wanted a dog friendly listing. This was perfect for our 3 labs and their crates and 3 adults. The mud room entrance is awesome for keeping the cottage clean and storing ski/snowboard boots. The cottage is beautifully decorated (like out of a magazine) and seems “like-new”. The beds are very comfortable and we had a great time cooking, playing games and watching movies. The host provided us...
Lighthouse Inn the Woods 🐓because you deserve it!

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR

Country living at its best

10.0 out of 10, Exceptional, (3)
"Property is located in a perfectly secluded spot. Quiet and beautiful. The house was well equipped, owners even left wood to use the wood burning furnace. Owner also gave an amazing dinner recommendation (Three Tomatoes in Lebanon). Would totally come back!"
Country living at its best

3 bdrm Stillwater Farmhouse near 4 ski resorts

3 bdrm Stillwater Farmhouse near 4 ski resorts

Welcome to The Homestead at Winterfound Fields – A Vintage Vermont Experience

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had three generations staying at the farm for several nights. The house and property come with a lot to keep everyone content (rocking chairs, hot tub, cows, pond, toys, fire pit, etc.) - including space to spread out. Matt is wonderful, as is the property management team."
Welcome to The Homestead at Winterfound Fields – A Vintage Vermont Experience

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

9.8 out of 10, Exceptional, (25)
"Usually if something's charming it is small but this is big on charm and spacious. We stayed in the upstairs unit. The view in the winter was unbelievable!"
5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental

House- Near Woodstock VT

2.0 star property
House- Near Woodstock VT
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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Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Beautiful Myrtle Beach Condo with Amenities Galore

8.8 out of 10, Excellent, (161)
"This was a really nice spacious property. It was very clean and in a nice location. "
Beautiful Myrtle Beach Condo with Amenities Galore
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.