Photo by William E Berry Jr.

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

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

10.0 out of 10, Exceptional, (59)
"Wonderful time away. Very close to a multitude of ski resorts and brewery. Comfortable and cozy, very easy check-in and check out. We will certainly return. "
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Historic Riverfront House: 5 Bedrooms 3.5 Baths on 5 Acres

9.8 out of 10, Exceptional, (10)
"My wife, our five grown children and two of their spouses/fiancee, and 1 nearly 3 year old grandchild - total of 10 - stayed for a long weekend - Thursday to Monday. House was great for such a group. Plenty of space. Bedrooms good sizes, beds comfortable. Bathrooms updated and clean. Kitchen well-equipped. Location close and convenient to Killington. All in all a great set up. All in the group said they would go back. "
The price is AED 3,673
AED 5,994 total
includes taxes & fees
18 Feb - 19 Feb
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, (9)
"Honestly as soon as I got there I knew I had made a good choice. Then I stepped into the cabin and knew I had made an excellent choice. It’s by far the cleanest place Ive stayed. I went looking for peace and quiet and I got just that. It’s silent, it’s beautiful, it’s private. Even though it’s deep winter I still got to hang in the barn, feed the animals, go on quiet hikes. The animals are extremely friendly, they’re are used to people and enjoy being petted. There’s this super nice lady who...
The price is AED 584
AED 817 total
includes taxes & fees
5 Feb - 6 Feb
Fat Sheep Farm & Cabins

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

10.0 out of 10, Exceptional, (28)
"What an inviting home. Our children and their cousins loved the place and enjoyed our in-laws having dinner (quality kitchenware) with us, enough room for 9 people. We enjoyed Billings Farm, Ben & Jerry’s, teaching our children to ski at Okema, and remembering my husband’s childhood in Woodstock. "
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, (18)
"Good "
Historic Plank House Near Mount Sunapee

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

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

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

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!

Charming In Village Farmhouse - steps to Historic Grafton Inn

10.0 out of 10, Exceptional, (12)
"Vanessa was a tremendous help. I had inadvertently selected dates in 2026 but she was able to accommodate me on very short notice. A very enjoyable stay with some treats awaiting my arrival. I highly recommend this rental and especially the hostess."
Charming In Village Farmhouse - steps to Historic Grafton Inn

3 bdrm Stillwater Farmhouse near 4 ski resorts

3 bdrm Stillwater Farmhouse near 4 ski resorts

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

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

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

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

9.8 out of 10, Exceptional, (26)
"Exactly as it looks and great fit for easy ski weekend with family. Sheryl was easy to communicate with. "
5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental

Country house minutes from Killington and Okemo

10.0 out of 10, Exceptional, (5)
"Our family loved this wonderful home. Even more perfect than the pictures! The house is so cozy and the expansive layout enabled the grownups to enjoy the game room, fireplace, and hot tub while the kiddos napped. Marielba and her family are the best hosts we have ever stayed with - so thoughtful and communicative. We felt not simply welcomed, but cared for. We stayed for 10 days to ski at Killington/Pico and Okemo, each just minutes away. And we loved exploring picturesque Woodstock. We...
Country house minutes from Killington and Okemo

Farmhouse on Star lake. 10 minutes to OKEMO

Farmhouse on Star lake. 10 minutes to OKEMO

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

Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

9.8 out of 10, Exceptional, (63)
"Everything was great! Very clean & cozy. Perfect spot for a ski trip!"
The price is AED 533
AED 1,148 total
includes taxes & fees
11 Feb - 12 Feb
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.

Ski In/Out Studio at Okemo on Sachem Trail

9.6 out of 10, Exceptional, (10)
"Everything was fantastic! Owner was amazing and so helpful and understanding. We had plenty of room as a family of 5 full over full bunk with full trundle - fireplace was great for ambiance. Ski on ski off so easy access gor a lunch break! Would definitely stay again."
Ski In/Out Studio at Okemo on Sachem Trail

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
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.