Photo by Joel Holland

Windsor Vacation 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

Vacation 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, (824)
"Front desk person was VERY accommodating. Comfortable and super clean room. Quiet - which I needed after a very busy day. Excellent location as well. "
The price is P3,560
P3,756 total
includes taxes & fees
Nov 26 - Nov 27
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, (2090)
"This is our second time staying here. Our room was huge and clean. Comfy bed. Excellent breakfast via room service. Great location. The 11:00 checkout is nice. No rushing in the morning . We were in town for Mens WI Badger Basketball game. We will definitely stay here again. "
The price is P6,552
P7,568 total
includes taxes & fees
Dec 1 - Dec 2
The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East
4.0 star property
9.4 out of 10, Exceptional, (801)
"Wonderful place to stay. Room was very clean and it was extremely quiet. Easy access to the highway as well."
The price is P6,081
P7,024 total
includes taxes & fees
Dec 1 - Dec 2
DoubleTree by Hilton Madison East
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 vacation rental in Windsor?

Yes, we give you a choice of vacation rentals in Windsor close to Mousehouse Cheesehaus, or you can go with a more remote option if you'd like a relaxing place to stay. Our travelers 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 larger area, you’ll find East Towne Mall and Madison Area Technical College.

What are vacation rentals like in Windsor?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Windsor. Vacation rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.