A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Search and Rent Windsor Condos

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windsor condo rentals

A chalkboard sign with a welcome message and room instructions.

1. Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (23 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
$533 nightly
The price is $600
Sep 23 - Sep 24
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
A bedroom with a dark grey wall, a bed with a striped bedspread, multiple pillows, a small side table with a vase and a lamp, and two framed botanical prints on the wall.

2. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place"
United States
Penny C.
$592 nightly
The price is $666
Sep 23 - Sep 24
Total with taxes and fees
Capital City- 6 Miles from Madison with fireplace
An outdoor patio with a brick grill and seating area.

3. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
$157 nightly
The price is $179
Oct 4 - Oct 5
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

4. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$365 nightly
The price is $423
Oct 4 - Oct 5
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
A hotel room with a bed, a desk, a lamp, a framed picture, a kitchen area with cabinets and a microwave, and a carpeted floor.

5. Free Breakfast Pool & Hot Tub. Near East Towne Mall!

Free Breakfast Pool & Hot Tub. Near East Towne Mall!
Madison
10.0 out of 10, Exceptional, (1 review)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
$365 nightly
The price is $423
Oct 4 - Oct 5
Total with taxes and fees
Free Breakfast Pool & Hot Tub. Near East Towne Mall!
A hotel lobby with a fireplace, a reception desk, and shelves stocked with snacks.

6. King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
$195 nightly
The price is $221
Oct 11 - Oct 12
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
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.
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Top Windsor Hotel Reviews

Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

8/10 Good
"Staff was amazing and very family friendly! Not too great activity happening throughout the hotel crowd wise. Room had a strong mildew scent. Other than that pool was great for the kids and breakfast was nice!"
Anna 2-night trip
Posted 5 hours ago
Baymont by Wyndham Madison West/Middleton WI West

Find out more about Windsor

Windsor Condo Rentals information

Number of reviews
10,089
Accommodation
12 Condo Rentals
Lowest Price
$71
Highest Price
$157

Frequently asked questions

Why book your condo in Windsor with Expedia?
Vacationing shouldn't be complicated, so if you're on the lookout for condos at a competitive rate, Expedia is here to help. Stick to the budget and go for something small and cozy, or book a luxury condo and really spoil your crew. Use our convenient search filters to secure a stay in Windsor that meets your needs.
How can I find cheap condos in Windsor?
Expedia can help you search for cheap condos in Windsor. To find your dream stay in a few quick clicks, try out our convenient filter tool to refine your search by budget, star rating and amenities.
What is there to do in Windsor near my condo?
If you're ready to explore the best of Windsor, be sure to stop by Mousehouse Cheesehaus. It's popular among travelers and locals alike.

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