Photo by William E Berry Jr.

Windsor Vacation Rentals

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Nov 15 - Nov 16
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Nov 16 - Nov 17
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Nov 21 - Nov 23
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Nov 28 - Nov 30

Vacation Rentals in Windsor

Indoor pool
Mountain Green

Mountain Green

2.0 star property
Killington
6.6 out of 10, (13)
"Wasnt clean and the front of the building looked terrible with the construction going on."
United States
Matthew
The price is P12,275
P16,466 total
includes taxes & fees
Nov 18 - Nov 19
Mountain Green
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
Killington
9.0 out of 10, Wonderful, (53)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Property grounds
Winterplace at Okemo

Winterplace at Okemo

4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (25)
"I think it needs some wall touch ups and new shower liners , other than that is was a pleasant stay. "
United States
Jocelin
Winterplace at Okemo
Private kitchen
Solitude Village at Okemo

Solitude Village at Okemo

4.0 star property
Clock Tower Base Area
8.0 out of 10, Very Good, (31)
"Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also."
United States
Larry
Solitude Village at Okemo
Exterior
Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 star property
Clock Tower Base Area
7.8 out of 10, Good, (28)
"Great room, clean, roomy. Just wish the booking explained that pool and jacuzzi were not on site and we'd have to go to another hotel to use it. We ended up not even going to the pool because of this."
United States
Michele
Okemo Mountain Lodging
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 Hotel Reviews

Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins

10/10 Excellent
"The fat sheep farm is such a a cute cozy place. We partook in morning chores with Jay, she is absolutely amazing. She made everyone feel at home with interacting with the sheep. She was very knowledge and you can tell she genuinely loves the animals. Todd and Suzy are amazing as well. We breifly met Todd upon arrival, he brought us fresh eggs and scones, both were so yummy. We were able to chat with Suzy for a bit such a nice person. They have two dogs Rocky and Coco. Coco is so friendly. The cabin was cute, cozy and most of all quiet. This place is so peacful. We sat there and watched the sun rise and sunsets. There was a full moon which was breathtaking. I did not want to leave the farm!! We are already planning our next trip. "
Jennifer 2-night trip
Posted 4 days ago
Fat Sheep Farm & Cabins

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
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Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, we offer vacation rentals in Windsor close to The Sustainable Farmer, or you can select a more secluded option if you're looking for extra privacy while you relax. Windsor is known for its breweries and golf courses. Make sure you have time to check out the forests while you're in the area.

How many vacation rentals are there in Windsor?

With 12 Expedia vacation rentals, you're sure to find just the right place for your Windsor stay.

What can I see and do in Windsor?

Connecticut River and Paradise Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Sustainable Farmer. Other places in town to visit include American Precision Museum and Harpoon Brewery.

What are vacation rentals like in Windsor?

Vacation rentals are private properties you can stay in for several days or more in Windsor. Vacation rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family gatherings.