Photo by William E Berry Jr.

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
21 Nov - 23 Nov
In two months
2 Jan - 4 Jan
In three months
30 Jan - 1 Feb
In four months
27 Feb - 1 Mar

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 RM869
RM1,165 total
includes taxes & fees
10 Nov - 11 Nov
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

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"Everything was great except for the mattress was shot it caved in the center ,yes I would return ."
Jeffrey 2-night trip
Posted 5 days ago
North Star Lodge and Resort

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia.co.uk! 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
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to Path of Life Garden, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals are there in Windsor?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Windsor stay.

What can I see and do in Windsor?

Connecticut River and Path of Life Garden 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 Harpoon Brewery and Mt Ascutney State Park.

What are holiday rentals like in Windsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.