Windsor Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Windsor

Waterside Resort

3.5 star property
9.6 out of 10, Exceptional, (25)
"Absolutely gorgeous condo! Staff were very helpful and hospitable."
Waterside Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, you can find vacation rentals close to the most popular local attractions in Windsor, or you can select a more remote option if you'd like a relaxing place to 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 larger area, you’ll find Senator Bob Martin Eastern Agricultural Center and Rocky Hock Playhouse.

What’s a vacation rental in Windsor like?

A vacation rental is a private property where you can stay for several days or longer in Windsor. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.