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 Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

9.8 out of 10, Exceptional, (7)
"Wonderful stay at this charming house! Plenty of room for two families and a grandma. Centrally located, surrounded by neautoful views and close to downtown Woodstock. Managers were great and left us a lovely note and some choice food. If youve got extended family and are in the area its a lovely stay. "
Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

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

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

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

10.0 out of 10, Exceptional, (2)
"During this season of gratitude we felt so lucky to stay at such a well appointed and lovely home. Unlike many rental homes that are stripped of personality, this home was full of charm and lovingly designed touches. From the cookware to the bedding the home was welcoming and comfortable. The kitchen and living room in particular were of good size for our entire group to eat and relax comfortably each with its own fireplace. "
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

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
7 Jan - 8 January 2025
Fat Sheep Farm & Cabins

Charming In Village Farmhouse - steps to Historic Grafton Inn

10.0 out of 10, Exceptional, (10)
"Mid-December weekend wedding in town. Close to everything we need in including venue (Riverledge Farm). Walking distance to Phelps Barn Pub and the Grafton Inn. When I say walking I mean only a small block away. Very nice and friendly town. Host was very responsive prior to, during and after are stay. "
Charming In Village Farmhouse - steps to Historic Grafton Inn

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

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

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

4BR/3.5BA in Ludlow,VT n/t Jackson-Gore/Okemo

4BR/3.5BA in Ludlow,VT n/t Jackson-Gore/Okemo

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, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

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

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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.