Photo by Jennifer Hill

Windsor villas

We found 29 villas — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a villa rental in Windsor?
Exactly where you stay, what time of year you travel and the length of your trip will determine how much you pay for a villa rental in Windsor. Enter your travel details on Vrbo to compare properties and then lock in one that's right for you.
When is the best time to rent a villa in Windsor?
With average temperatures of between 12 ºC (54 ºF) and 29 ºC (84 ºF), September is when the majority of Vrbo guests book a villa rental in this part of Chalk Hill. If you'd like to travel to Windsor at this popular time, book ahead for the best available options.
Where can I rent a Windsor villa with great views?
A simple way to search for a Windsor villa with views is to use our convenient filter tool. Refine your search by "Location" or select "Guest rating" to view places other people rate highly. After all, why get a room with a view when you can have a villa rental with beautiful vistas?
Can I book a luxury villa in Windsor?
Choose a premium villa rental in Windsor and enjoy the VIP holiday experience. These properties often include high-end furniture and modern technology features like whole-home surround sound systems. Search for villas with a private pool, or with a secluded courtyard where you can soak up the sun. With ample room to spread out, they're perfect for getaways with the family, friends or corporate retreats.
What are the top things to do in Windsor?
With attractions like Petrified Forest, Bohemian Grove and Safari West, you'll have no problem discovering fun and exciting things for the entire family to see together during your Windsor escape. You'll also need a cosy place to retreat to in between adventures. That's where we come in. We have a range of villa rentals here with all you need for a comfortable trip.
Why should I book my villa holiday with Vrbo?
Whether you prefer a spacious villa rental by the sea, in the mountains or someplace else, we've got properties in beautiful settings. Simply use our filter tool to browse for a place that matches your needs and preferences. Whatever you choose, one thing will never change — you'll always have the villa to yourself. Toss in our Book with Confidence Guarantee and flexible cancellation policies and you've got a holiday that's worry-free from start to finish.