Search Holiday Rentals in Windsor

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Top Holiday Rentals in Windsor

Hickory Hollow Resort
Basic Cabin, Resort View | Private kitchen

Hickory Hollow Resort

2.0 star property
8.2 out of 10, Very good, (11)
"Roomy quiet, "
The price is 2.347.874 ₫
2.762.234 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Hickory Hollow Resort
Lake of the Ozarks Cabin w/ Private Dock + Kayaks
House (1 Bedroom) | Interior

Lake of the Ozarks Cabin w/ Private Dock + Kayaks

3.0 star property
10.0 out of 10, Exceptional, (1)
Lake of the Ozarks Cabin w/ Private Dock + Kayaks
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Westbridge Inn and Suites

Westbridge Inn and Suites

10/10 Excellent
"Everything was lively. Very clean and well appointed. Though my friends said their room had to many tables "
Denise 1-night trip
Posted 1 day ago
Westbridge Inn and Suites

Frequently asked questions

Are there holiday rentals 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 can I see and do in Windsor?

Explore the area and family-friendly sights such as Leisure Park, or get out into nature at a spot like Truman Lake. In the wider area, you’ll find Whiteman Air Force Base and State Fair Community College.

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 provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.