Photo by Joel Holland

Windsor Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Windsor

Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Windsor you may be interested in

Days Inn by Wyndham Madison NE/Windsor
2.0 star property
7.2 out of 10, Good, (806)
"Property was clean. Toilet is the shortest we have ever used. "
The price is S$97
includes taxes & fees
10 Oct - 11 Oct
Days Inn by Wyndham Madison NE/Windsor
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (1974)
"We stayed here for one night and I was throughly impressed with how cute the hotel was. I’d never stayed in a hotel that gave you a keycard for in-and-out privilege for the remainder of your stay. It came in really handy when we came back from the concert we attended and no food places were open other than McDonald’s haha. They even tried to help up find somewhere that was open in the area. The clerks at the front desk were genuinely kind and made sure to ask us if we had any questions, if we...
The price is S$280
includes taxes & fees
7 Oct - 8 Oct
The Madison Concourse Hotel and Governor's Club
Best Western Plus InnTowner Madison
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Highly recommended. Friendly staff, excellent dining facilities (and very good free breakfast), comfortable and well-appointed bedroom (if a bit snug re. the bathroom and wash bowl), good HVAC, reasonable room cost, fairly convenient to U.Wis. campus."
The price is S$213
includes taxes & fees
29 Oct - 30 Oct
Best Western Plus InnTowner Madison
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.

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to Mousehouse Cheesehaus, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Windsor has a good selection of restaurants. Make sure you have time to check out the shopping and sporting events during your trip.

What can I see and do in Windsor?

Explore the area and family-friendly sights such as Mousehouse Cheesehaus, or get out into nature at a spot like Olbrich Botanical Gardens. In the wider area, you’ll find East Towne Mall and Madison Area Technical 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 feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.