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Compare 26 Apartments in Windsor with updated reviews, rates, and availability.

Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

9.6 out of 10, Exceptional, (15)
"Paoli Nest was great and perfect for my group (ages 28-65). Michelle and Dave were very attentive and very welcoming! We will definitely be back. "
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.

10min to Capitol + Prime Location + Pets Welcome

9.8 out of 10, Exceptional, (18)
"Everything went well at Tim's place. Easy to get to Capitol, UW campus, shopping. A few minor touches will make this place even better!"
10min to Capitol + Prime Location + Pets Welcome

Cannery Square Short Term Rentals -104 by Patriot

9.6 out of 10, Exceptional, (36)
"This property was a great place to stay for a visit to Madison and the surrounding area. We booked for our trip to Sun Prairie as well as a day of skiing at Cascade Mountain in Portage. Sun Prairie is a great place to stay that gives easy access to many of the attractions in the area and provides a great home base. The propery itself was exactly as described and has plenty of room for a family. With two bedrooms and bathrooms to make sure everyone is comfortable. It was clean and Chris was...
The price is AED 404
AED 1,036 total
includes taxes & fees
27 Jan - 28 Jan
Cannery Square Short Term Rentals -104 by Patriot

Liberty Valley Short Term Rental - 29

10.0 out of 10, Exceptional, (3)
"Place was nice. Property manager was responsive and very helpful and inviting"
Liberty Valley Short Term Rental - 29

Enjoy Nature with Full Comfort!

9.6 out of 10, Exceptional, (24)
"The location was rural but very close to town. The room had a separate entrance and I felt very welcome even with my two dogs. It was a very cosy arrangement and there were a lot of thoughtful additions such as a clean bathrobe and (brand new) slippers. There was even an extra dog bed if I would have needed it. I really enjoyed my stay."
The price is AED 331
AED 504 total
includes taxes & fees
26 Jan - 27 Jan
Enjoy Nature with Full Comfort!

2 Bedroom - Main Street Sun Prairie WI

9.6 out of 10, Exceptional, (25)
"Very clean and welcoming. Kitchen was well stocked. Great location near great restaurants and coffee shops. Convenient parking spot right in front. Would definitely recommend and would love to come back. Host was very communicative and checked in to make sure we had everything we needed. "
2 Bedroom - Main Street Sun Prairie WI

Clean and charming home in great location near Epic and downtown Verona!

10.0 out of 10, Exceptional, (15)
"We had a nice stay at Paoli Place. Very comfortable and clean. This was also a very convenient location for some events we were attending in Madison and nearby. I would stay there again. Very nice place. "
Clean and charming home in great location near Epic and downtown Verona!

Pool with Slide. Great for Business Travelers!

The price is AED 493
AED 630 total
includes taxes & fees
31 Jan - 1 Feb
Pool with Slide. Great for Business Travelers!

Cannery Square Unit - 106 by Patriot Properties

9.4 out of 10, Exceptional, (25)
"Had a great time very nice apartment. "
Cannery Square Unit - 106 by Patriot Properties

Cannery Square Short Term Rentals -102 by Patriot

8.0 out of 10, Very Good, (10)
"What you see is what you get here. There are no fancy decor pieces .. but it is functional. The bathroom is a great size and having laundry is a huge plus. Kitchen had everything I needed and things were in good shape. Location in downtown Sun PRairie is really convenient to get into Madison. Bed was comfortable. The closet is a large walk in closet but there are no drawers or shelves to unpack so you have get creative or live out of your suitcase for some things. The area is quiet with...
The price is AED 345
AED 844 total
includes taxes & fees
26 Jan - 27 Jan
Cannery Square Short Term Rentals -102 by Patriot

King | 5min Hosp | 10min Airport | 300 Mbps

King | 5min Hosp | 10min Airport | 300 Mbps

Near Downtown | Kid & Pet Friendly | Garage | W/D

10.0 out of 10, Exceptional, (1)
"My family and our dog stayed here for 2 months while our home was remodeled. We enjoyed so much the spacious apt, pet friendly community, and flexibility of a short term lease given shifting timelines during renovations. Sunsets were beautiful too!"
Near Downtown | Kid & Pet Friendly | Garage | W/D

King | Kid & Pet Friendly | W/D | Gym | 300 Wi-Fi

King | Kid & Pet Friendly | W/D | Gym | 300 Wi-Fi

Studio 104 at Foxboro

2.0 star property
Studio 104 at Foxboro

Liberty Valley Short Term Rental - 27

Liberty Valley Short Term Rental - 27

Near Downtown | Kid & Pet Friendly | Garage | W/D

Near Downtown | Kid & Pet Friendly | Garage | W/D

Studio l Queen l New Build l Garage l Patio | W/D

Studio l Queen l New Build l Garage l Patio | W/D

Beautiful, Newly-Updated Madison Apartment

Beautiful, Newly-Updated Madison Apartment

•King•W/D•Smart TV•Gym•300Mbps•Full Kitchen•Garage•

•King•W/D•Smart TV•Gym•300Mbps•Full Kitchen•Garage•

Fresh, JUST Renovated Madison Apartment

Fresh, JUST Renovated Madison Apartment
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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Other property types in Windsor

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (224)
"Our recent stay in Sun Prairie was wonderful. Randy and Connie are outstanding hosts. They greeted us when we arrived. Showed us all the features of the home and were available to answer any questions. They suggested places to take our grandchildren. The house was conveniently located to everything we wanted to do in Sun Prairie and is a short drive to Madison. Our grand daughter told us she wants to come back and stay in this our again."
The price is AED 826
AED 1,058 total
includes taxes & fees
26 Jan - 27 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts

Quietwater Cottage- Scenic, On the Water, Nature&Birds, Peaceful, Nearby Skiing!

9.8 out of 10, Exceptional, (233)
"We stayed here 12 years ago. Not much has changed. Oven needs to be replaced. If we were to come again I think my camping furniture would be more comfortable than the couch. Maybe time for some updates. Great view. Bird watching was excellent and the little Christmas tree was a nice addition. "
Quietwater Cottage- Scenic, On the Water, Nature&Birds, Peaceful, Nearby Skiing!

‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!

10.0 out of 10, Exceptional, (45)
"You could not imagine a more perfect location to stay. The privacy, views of the lake and the well appointed home were all provided the perfect makings for a glorious vacation. "
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
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

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 297 lodging choices including 56 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: Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.: Situated in Verona, 19 mi/30.5 km from the heart of Windsor. Includes free WiFi, private patios, and Smart TVs. 10min to Capitol + Prime Location + Pets Welcome: Located 7.7 mi/12.4 km away in Madison. Amenities include private balconies. Access to a water park is available on site. Enjoy Nature with Full Comfort!: Located in Verona, 19.5 mi/31.4 km away. Includes free WiFi, private patios, and Smart TVs. Access to an outdoor pool is available on site. Cannery Square Short Term Rentals -104 by Patriot: 7 mi/11.3 km away in Sun Prairie. Amenities include private balconies.
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.