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

Search Apartment Rentals in Windsor

  • 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

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Windsor apartments

Fitness facility

1. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great little town to stay the night. Woke early 5:30 am to tow truck towing cars in front lot. We luckily parked in back lot as instructed. Other than the noise of this unfortunate event, we enjoyed our stay. Loved the town and many places to walk to. Pizza place was amazing!"
United States
Cheryl B.
The price is CA $161
CA $385 total
includes taxes & fees
Sep 8 - Sep 9
Studio Apartment at Cannery Square
Living area

2. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is CA $133
CA $394 total
includes taxes & fees
Oct 6 - Oct 7
Studio Apartment at Cannery Square
Interior

3. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (29 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is CA $179
CA $497 total
includes taxes & fees
Sep 8 - Sep 9
2 Bed, 2 Bath Apartment at Cannery Square
Interior

4. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.8 out of 10, Exceptional, (54 reviews)
"This was our third or fourth year staying there while visiting family for the holidays. Comfy beds, great location!"
United States
Sara M.
The price is CA $256
CA $596 total
includes taxes & fees
Sep 15 - Sep 16
2 Bed, 2 Bath Apartment at Cannery Square
Private kitchen

5. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (41 reviews)
"This is the third time we have rented this property. Love the full kitchen and laundry! Comfy bed. Experience was great. Especially like the pizza shop on main level and coffe shop across the street!"
United States
Robert M.
The price is CA $267
CA $567 total
includes taxes & fees
Sep 8 - Sep 9
2 Bedroom Apartment Downtown Sun Prairie!
Living area

6. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (14 reviews)
"This property is the nicest property we have stayed in. Everything was there for our convenience. It was extremely pet friendly and very nicely furnished. We hope to stay there again."
United States
Donald V.
The price is CA $181
CA $314 total
includes taxes & fees
Sep 10 - Sep 11
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Outdoor dining

7. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is CA $122
CA $187 total
includes taxes & fees
Sep 8 - Sep 9
A Room with a View
Lobby

8. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is CA $193
CA $251 total
includes taxes & fees
Sep 10 - Sep 11
Pool with Slide. Great for Business Travelers!
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Loved it."
Jason 2-night trip
Posted 8 hours ago
The Madison Concourse Hotel and Governor's Club

Find out more about Windsor

Windsor Apartments information

Number of reviews
208
Accommodation
26 Apartments
Lowest Price
CA $187
Highest Price
CA $596

Frequently asked questions

What's it like to stay at an apartment in Windsor?
There are plenty of places to stay with in the larger Madison area, with 313 lodging choices including 57 apartments. Any visit to a new destination can be a culinary trip so why not visit the local restaurants?
How do you know if an apartment is a good option for your stay?
An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families who want the conveniences of home.
What's a favorite apartment for a stay in Windsor?
Here is a top apartment in the area to consider: A Room with a View: Situated in Verona, 19.5 mi/31.4 km from the heart of Windsor. Includes free WiFi and Smart TVs.
What can I expect from the weather in Windsor?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Windsor. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, December, March, and November, with each month seeing an average of 9 inches of snowfall.
What are the must-see places to visit in Windsor?
Windsor is known for its restaurants. While exploring the area, visit family-friendly sights like Mousehouse Cheesehaus, or get outside and enjoy nature at Olbrich Botanical Gardens. East Towne Mall and Barrymore Theatre are a couple of places you'll find in the larger area.
What's the best way to get to and around Windsor?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Dane County Regional Airport (MSN), which is located 5.6 mi (9.1 km) away from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia