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Top Holiday Rentals in Windsor

Our top choices for Windsor holiday rentals

Waterside Resort

3.5 star property
9.6 out of 10, Exceptional, (24)
"Absolutely gorgeous condo! Staff were very helpful and hospitable."
Waterside Resort

8 Mi to Dtwn Greenville: Pet-friendly Family Home!

3.0 star property
8 Mi to Dtwn Greenville: Pet-friendly Family Home!

8 Mi to Dtwn Greenville: Bethel Home w/ Yard

3.0 star property
8 Mi to Dtwn Greenville: Bethel Home w/ Yard
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

Find out more about Windsor

Find out more about Windsor

Holiday Rentals in 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 close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Roanoke River Lighthouse and Maritime Museum, or get out into nature at a spot like Kekukee Park. In the wider area, you’ll find Senator Bob Martin Eastern Agricultural Center and Rocky Hock Playhouse.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.