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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
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In four months
27 Mar - 29 Mar

Apartments in Windsor

Outdoor dining
Enjoy Nature with Full Comfort!

Apartment in Verona

9.2 out of 10, Wonderful, (37)
"Well-appointed, very clean space on a stunning property! Easy check-in. Everything we needed. Good communication with the host. We hope to return!"
United States
Thea S.
The price is SAR 338
SAR 515 total
includes taxes & fees
7 Jan - 8 January 2026
Enjoy Nature with Full Comfort!
Fridge, microwave, oven, stovetop
Cannery Square Unit - 106 by Patriot Properties

Apartment in Sun Prairie

9.4 out of 10, Exceptional, (26)
"Great place "
United States
Armando
The price is SAR 492
SAR 1,212 total
includes taxes & fees
4 Jan - 5 January 2026
Cannery Square Unit - 106 by Patriot Properties
Lobby
Pool with Slide. Great for Business Travelers!

Apartment in Fitchburg

The price is SAR 466
SAR 611 total
includes taxes & fees
14 Dec - 15 Dec
Pool with Slide. Great for Business Travelers!
Exterior detail
Cannery Square Short Term Rentals -104 by Patriot

Apartment in Sun Prairie

9.8 out of 10, Exceptional, (42)
"Walkable restaurants. "
United States
Mike H.
The price is SAR 492
SAR 1,212 total
includes taxes & fees
4 Jan - 5 January 2026
Cannery Square Short Term Rentals -104 by Patriot
TV, offices
2 Bedroom - Main Street Sun Prairie WI

Apartment in Sun Prairie

9.6 out of 10, Exceptional, (35)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is SAR 469
SAR 1,182 total
includes taxes & fees
4 Jan - 5 January 2026
2 Bedroom - Main Street Sun Prairie WI
Fridge, microwave, oven, stovetop
1 Bedroom - 1220 Canterbury Ct

Apartment in Sun Prairie

The price is SAR 552
SAR 1,060 total
includes taxes & fees
8 Dec - 9 Dec
1 Bedroom - 1220 Canterbury Ct
Interior
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Apartment in Middleton

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
The price is SAR 537
SAR 1,137 total
includes taxes & fees
4 Jan - 5 January 2026
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Fridge, microwave, oven, stovetop
Cannery Square Short Term Rentals -102 by Patriot

Apartment in Sun Prairie

8.0 out of 10, Very Good, (12)
"Was cute neighborhood and everything was very clean and close by"
United States
Bri
The price is SAR 435
SAR 1,030 total
includes taxes & fees
21 Dec - 22 Dec
Cannery Square Short Term Rentals -102 by Patriot
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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"Staff was friendly and the room was clean, for hotel breakfast it was really good"
Josh 1-night trip
Posted 15 hours ago
Hampton Inn & Suites Madison / Downtown

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 281 lodging choices including 32 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?
Below are some of the more popular apartments in the area to choose from: Pool with Slide. Great for Business Travelers!: Located in Madison, 15.8 mi/25.4 km from the heart of Windsor. Includes free WiFi. Free breakfast and onsite laundry facilities are on site. Cannery Square Short Term Rentals -104 by Patriot: Located 7 mi/11.3 km away in Sun Prairie. Amenities include private balconies. Access to onsite laundry facilities is available on site. Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat: Located in Middleton, 14.2 mi/22.9 km away. Includes private patios, WiFi, and Smart TVs. A fitness center and onsite laundry facilities are on site. 2 Bedroom - Main Street Sun Prairie WI: Located 7.1 mi/11.4 km away in Sun Prairie. Amenities include private balconies. Access to onsite laundry facilities is available on site. Clean and spacioius flat in great location near Epic and downtown Verona!: Located in Verona, 19 mi/30.5 km from Windsor. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
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 Madison Area Technical College 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.