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

10min to Capitol + Prime Location + Pets Welcome
This is your view as you enter the home.

10min to Capitol + Prime Location + Pets Welcome

9.8 out of 10, Exceptional, (18)
"Cute house was nice and clean."
10min to Capitol + Prime Location + Pets Welcome
Cannery Square Short Term Rentals -104 by Patriot
Living area

Cannery Square Short Term Rentals -104 by Patriot

9.6 out of 10, Exceptional, (34)
"This was a great spot for us. The location was ideal and the farmer's market right outside our door and awesome coffee shop made it even better. Chris's communication was timely and clear. "
The price is AED 404
AED 1,021 total
includes taxes & fees
5 Jan - 6 January 2025
Cannery Square Short Term Rentals -104 by Patriot
Liberty Valley Short Term Rental - 29
Living area

Liberty Valley Short Term Rental - 29

10.0 out of 10, Exceptional, (3)
"I had a wonderful one-month stay in this apartment while I was in Madison. The location is great, with plenty of stores nearby and is just about 15 minutes from downtown, which made getting around easy. The apartment itself is simple and cozy. It had everything I needed for a comfortable stay, including shared laundry downstairs. Highly recommend to anyone needing a calm and convenient spot in Madison!"
Liberty Valley Short Term Rental - 29
Enjoy Nature with Full Comfort!
Room

Enjoy Nature with Full Comfort!

9.8 out of 10, Exceptional, (23)
"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 Dec - 27 Dec
Enjoy Nature with Full Comfort!
2 Bedroom - Main Street Sun Prairie WI
Living area

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. "
The price is AED 386
AED 1,001 total
includes taxes & fees
5 Jan - 6 January 2025
2 Bedroom - Main Street Sun Prairie WI
Clean and charming home in great location near Epic and downtown Verona!
Living area

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

10.0 out of 10, Exceptional, (14)
"This VRBO is nothing short of spectacular! It was very, very clean, and had so many nice touches, supplied by the hosts. It was in a wonderful location, with a bike/walk path just behind the backyard. The space was absolutely perfect for my husband & I in the King size bed/bedroom that had a nice "barn" door for privacy. My two friends each had their own bedrooms with Queen size beds. We all slept amazingly! The kitchen had so many terrific cooking utensils, pots, pans...coffee machines,...
Clean and charming home in great location near Epic and downtown Verona!
Pool with Slide. Great for Business Travelers!
Take a dip in the pool.

Pool with Slide. Great for Business Travelers!

The price is AED 454
AED 587 total
includes taxes & fees
31 Dec - 1 January 2025
Pool with Slide. Great for Business Travelers!
Cannery Square Unit - 106 by Patriot Properties
Living area

Cannery Square Unit - 106 by Patriot Properties

9.4 out of 10, Exceptional, (25)
"Had a great time very nice apartment. "
The price is AED 444
AED 1,071 total
includes taxes & fees
5 Jan - 6 January 2025
Cannery Square Unit - 106 by Patriot Properties
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
Cozy living room with television and open concept to kitchen.

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

9.6 out of 10, Exceptional, (14)
"The home was nice and had more space than described in the listing. We stayed in late November and were able to enjoy the 3-season living area. There were actually 3 bedrooms though it was listed as 2 with a shared bed/living area. Hosts were responsive and friendly. Provided extras like snacks and coffee. Not brand new, but suited our family's needs. "
Look out at the treetops at the cozy Paoli Nest. Near Epic Systems and Madison.
Cannery Square Short Term Rentals -102 by Patriot
Living area

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
5 Jan - 6 January 2025
Cannery Square Short Term Rentals -102 by Patriot
King | 5min Hosp | 10min Airport | 300 Mbps
Room

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

King | 5min Hosp | 10min Airport | 300 Mbps
Near Downtown | Kid & Pet Friendly | Garage | W/D
Room

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
Room

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

King | Kid & Pet Friendly | W/D | Gym | 300 Wi-Fi
Studio 104 at Foxboro
Living area

Studio 104 at Foxboro

2.0 star property
Studio 104 at Foxboro
Liberty Valley Short Term Rental - 27
Interior

Liberty Valley Short Term Rental - 27

Liberty Valley Short Term Rental - 27
Near Downtown | Kid & Pet Friendly | Garage | W/D
Room

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
Room

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
Living area

Beautiful, Newly-Updated Madison Apartment

Beautiful, Newly-Updated Madison Apartment
•King•W/D•Smart TV•Gym•300Mbps•Full Kitchen•Garage•
Room

•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
Living area

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
Street view of front yard

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (220)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is AED 826
AED 1,058 total
includes taxes & fees
5 Jan - 6 January 2025
A Pleasant Retreat- No Cleaning Fee & New Discounts
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
Lodi Vacation Rental | 2BR | 2BA | 1,300 Sq Ft | Stairs Required for Access

‘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!
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Outdoor dining

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (31)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is AED 937
AED 1,905 total
includes taxes & fees
1 Jan - 2 January 2025
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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 286 lodging choices including 51 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 favorite apartments in the area: Cannery Square Short Term Rentals -104 by Patriot: Located 7 mi/11.3 km away in Sun Prairie. Amenities include private balconies. 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 from Windsor. Includes free WiFi, private patios, and Smart TVs. Access to an outdoor pool 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.