Title: Best Apartments in Windsor, WI for Your Vacation from $136 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx180667)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d180667.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d180667.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d180667.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d180667.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d180667.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=180667&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor apartments ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/7369ac14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/3efd103e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/06426659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74640000/74637500/74637492/aa0e675c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Nature with Full Comfort! [](https://www.expedia.com/Verona-Hotels-Enjoy-Nature-With-Full-Comfort.h74637492.Hotel-Information) Verona 9.2/10 Wonderful (39 reviews) "Clean very friendly nice spot" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Oliver H. $139 nightly $147 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Verona-Hotels-Enjoy-Nature-With-Full-Comfort.h74637492.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/83622a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/6d5da384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/d3d01fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, hair dryer, towels](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111089/91aed0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cannery Square Short Term Rentals -102 by Patriot [](https://www.expedia.com/Madison-Hotels-Cannery-Square-Short-Term-Rentals-102-By-Patriot.h78111089.Hotel-Information) Sun Prairie 8.0/10 Very Good (12 reviews) "Was cute neighborhood and everything was very clean and close by" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bri $244 nightly $275 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Cannery-Square-Short-Term-Rentals-102-By-Patriot.h78111089.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/ec91cc9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/cd9099b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/0f817c46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/89000000/88420000/88410700/88410689/24cf5025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom - Main Street Sun Prairie WI [](https://www.expedia.com/Madison-Hotels-2-Bedroom-Main-Street-Sun-Prairie-WI.h88410689.Hotel-Information) Sun Prairie 9.6/10 Exceptional (38 reviews) "Great location! It worked for what we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanie B. $359 nightly $404 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-2-Bedroom-Main-Street-Sun-Prairie-WI.h88410689.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/48c40e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/070b417b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/ef80e055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83140000/83137300/83137225/10ff1c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool with Slide. Great for Business Travelers! [](https://www.expedia.com/Madison-Hotels-Pool-With-Slide-Great-For-Business-Travelers.h83137225.Hotel-Information) Fitchburg $120 nightly $136 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Pool-With-Slide-Great-For-Business-Travelers.h83137225.Hotel-Information) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/2f2d26f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/f9754302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/2e310a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/121000000/120680000/120679100/120679093/4906c5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat [](https://www.expedia.com/Middleton-Hotels-Chic-Apartment-In-Amazing-Middleton-With-Fitness-Equipment.h120679093.Hotel-Information) Middleton 10/10 Exceptional (2 reviews) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessi P. $315 nightly $348 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Middleton-Hotels-Chic-Apartment-In-Amazing-Middleton-With-Fitness-Equipment.h120679093.Hotel-Information) ![](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/46d11777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/c49b6ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/6e441c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/70000000/69720000/69715700/69715655/ea776218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cannery Square Short Term Rentals -104 by Patriot [](https://www.expedia.com/Madison-Hotels-Cannery-Square-Short-Term-Rentals-104-By-Patriot.h69715655.Hotel-Information) Sun Prairie 9.6/10 Exceptional (47 reviews) "Roomy. Kitchen had basics. Good beds and pillows. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan $380 nightly $428 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Madison-Hotels-Cannery-Square-Short-Term-Rentals-104-By-Patriot.h69715655.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07®ionId=180667&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_180667) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America®ionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America®ionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America®ionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America®ionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America®ionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE) Cabins [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Wisconsin%2C+United+States+of+America®ionId=180667&latLong=43.218327%2C-89.341507&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Apartments.d180667-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Apartments.d180667-aaApartments.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![The Madison Concourse Hotel and Governor's Club](https://images.trvl-media.com/lodging/1000000/30000/28500/28447/fb616a0c_y.jpg) ### The Madison Concourse Hotel and Governor's Club 10/10 Excellent "Clean room and great service. Pool, hot tub and sauna were great! Location was amazing. " [](https://expedia.com/Madison-Hotels-The-Madison-Concourse-Hotel-And-Governors-Club.h28447.Hotel-Information) ![Hyatt Place Madison Downtown](https://images.trvl-media.com/lodging/4000000/3350000/3348100/3348068/w3840h2557x0y3-cfd232da_y.jpg) ### Hyatt Place Madison Downtown 10/10 Excellent "Everything was good" [](https://expedia.com/Madison-Hotels-Hyatt-Place-Madison-Downtown.h3348068.Hotel-Information) ![Hampton Inn & Suites Madison-West](https://images.trvl-media.com/lodging/3000000/2140000/2135000/2134982/w3835h2385x4y4-ff0bb2ca_y.jpg) ### Hampton Inn & Suites Madison-West 10/10 Excellent "Staff is very nice " [](https://expedia.com/Madison-Hotels-Hampton-Inn-Suites-Madison-West.h2134982.Hotel-Information) ![Best Western Premier Park Hotel](https://images.trvl-media.com/lodging/8000000/7050000/7043100/7043069/4f17c333_y.jpg) ### Best Western Premier Park Hotel 10/10 Excellent "It is an attractive hotel in the perfect location across from the Capital building. The room and hotel is very clean and the staff is very accomodating. The restaurant (Post) is reasonably priced for the quality of food and once again the staff is very attentive. " [](https://expedia.com/Madison-Hotels-Best-Western-Premier-Park-Hotel.h7043069.Hotel-Information) ![Moxy Madison Downtown](https://images.trvl-media.com/lodging/104000000/103390000/103384000/103383944/d74ad07e_y.jpg) ### Moxy Madison Downtown 10/10 Excellent "Great ambiance! Welcoming staff! Bar/restaurant onsite. Unique rooms! Valet parking. " [](https://expedia.com/Madison-Hotels-Moxy-Madison-Downtown.h103383944.Hotel-Information) ![Tru by Hilton Madison West, WI](https://images.trvl-media.com/lodging/23000000/22170000/22166300/22166216/dd80421a_y.jpg) ### Tru by Hilton Madison West, WI 10/10 Excellent "No comment" [](https://expedia.com/Madison-Hotels-Tru-By-Hilton-Madison-West.h22166216.Hotel-Information) ![Comfort Suites Madison West - Middleton](https://images.trvl-media.com/lodging/1000000/10000/2200/2198/8c21e8f7_y.jpg) ### Comfort Suites Madison West - Middleton 10/10 Excellent "Room was nice, breakfast was tasty! " [](https://expedia.com/Madison-Hotels-Comfort-Suites-Madison.h2198.Hotel-Information) ![The Edgewater](https://images.trvl-media.com/lodging/1000000/20000/14900/14843/927bfdc3_y.jpg) ### The Edgewater 10/10 Excellent "The room was great with a beautiful view of the lake. We had a sweet surprise left in the fridge for us as an added bonus of a delicious dessert!" [](https://expedia.com/Madison-Hotels-The-Edgewater.h14843.Hotel-Information) ![Holiday Inn Hotel & Suites Madison West - Middleton by IHG](https://images.trvl-media.com/lodging/1000000/550000/548500/548482/dee9f1bc_y.jpg) ### Holiday Inn Hotel & Suites Madison West - Middleton by IHG 10/10 Excellent "Courteous staff clean rooms" [](https://expedia.com/Madison-Hotels-Holiday-Inn-Hotel-Suites-Madison-West.h548482.Hotel-Information) ## Find out more about Windsor ## Windsor Apartments information | Number of reviews | 99 | | ----------------- | ------------- | | Accommodation | 23 Apartments | | Lowest Price | $136 | | Highest Price | $428 | ## Frequently asked questions ### What's it like to stay at an apartment in Windsor? ### How do you know if an apartment is a good option for your stay? ### What's a favorite apartment for a stay in Windsor? ### What can I expect from the weather in Windsor? ### What are the must-see places to visit in Windsor? ### What's the best way to get to and around Windsor? ## Explore a world of travel with Expedia - 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[Flights from Los Angeles (LAX) to Madison (MSN) ](https://www.expedia.com/lp/flights/lax/msn/los-angeles-to-madison) - [Flights from New York (LGA) to Madison (MSN) ](https://www.expedia.com/lp/flights/lga/msn/new-york-to-madison) - [Flights from Phoenix (PHX) to Madison (MSN) ](https://www.expedia.com/lp/flights/phx/msn/phoenix-to-madison) - [Flights from Minneapolis (MSP) to Madison (MSN) ](https://www.expedia.com/lp/flights/msp/msn/minneapolis-to-madison) - [Flights from Dallas (DFW) to Madison (MSN) ](https://www.expedia.com/lp/flights/dfw/msn/dallas-to-madison) - [Flights from Orlando (MCO) to Madison (MSN) ](https://www.expedia.com/lp/flights/mco/msn/orlando-to-madison) - [Flights from Washington (DCA) to Madison (MSN) ](https://www.expedia.com/lp/flights/dca/msn/washington-to-madison) - [Flights from Boston (BOS) to Madison (MSN) ](https://www.expedia.com/lp/flights/bos/msn/boston-to-madison) - [Flights from Detroit (DTW) to Madison (MSN) ](https://www.expedia.com/lp/flights/dtw/msn/detroit-to-madison) - [Flights from Philadelphia (PHL) to Madison (MSN) ](https://www.expedia.com/lp/flights/phl/msn/philadelphia-to-madison) - [Flights from Atlanta (ATL) to Madison (MSN) ](https://www.expedia.com/lp/flights/atl/msn/atlanta-to-madison) - [Flights from San Francisco (SFO) to Madison (MSN) ](https://www.expedia.com/lp/flights/sfo/msn/san-francisco-to-madison) - [Flights from Seattle (SEA) to Madison (MSN) ](https://www.expedia.com/lp/flights/sea/msn/seattle-to-madison) - [Flights from St. Louis (STL) to Madison (MSN) ](https://www.expedia.com/lp/flights/stl/msn/st-louis-to-madison) - [Flights from Columbus (CMH) to Madison (MSN) ](https://www.expedia.com/lp/flights/cmh/msn/columbus-to-madison) - [Flights from Charlotte (CLT) to Madison (MSN) ](https://www.expedia.com/lp/flights/clt/msn/charlotte-to-madison) - [Flights from Milwaukee (MKE) to Madison (MSN) ](https://www.expedia.com/lp/flights/mke/msn/milwaukee-to-madison) - [Flights from San Diego (SAN) to Madison (MSN) ](https://www.expedia.com/lp/flights/san/msn/san-diego-to-madison) - 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