Title: Windsor Vacation Rentals from CA $203: Short-Term Rentals for 2026 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175567.Travel-Guide-Hotels)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d175567.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d175567.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Illinois%2C+United+States+of+America®ionId=175567&latLong=39.440869%2C-88.59478&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Illinois%2C+United+States+of+America®ionId=175567&latLong=39.440869%2C-88.59478&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Illinois%2C+United+States+of+America®ionId=175567&latLong=39.440869%2C-88.59478&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Illinois%2C+United+States+of+America®ionId=175567&latLong=39.440869%2C-88.59478&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d175567.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d175567.Travel-Guide-VacationRentals) ## Top Windsor Hotel Reviews ![Clarion Pointe Mattoon near University](https://images.trvl-media.com/lodging/1000000/20000/10800/10742/6dee7d6c_y.jpg) ### Clarion Pointe Mattoon near University 10/10 Excellent "Room was clean and smelled nice. Staff was friendly. Breakfast was less than anything exciting but great for a quick grab and go. Stayed during a busy weekend for a sporting event. " [](https://expedia.ca/Mattoon-Hotels-Baymont-By-Wyndham-Mattoon.h10742.Hotel-Information) ![Cozy Country Cabin - Sleeps 6 - with Hot Tub](https://images.trvl-media.com/lodging/107000000/106930000/106921000/106920960/b40c7188_y.jpg) ### Cozy Country Cabin - Sleeps 6 - with Hot Tub 10/10 Excellent "An enjoyable, pleasant and clean place to stay. The kitchen was well stocked. The host was responsive. " [](https://expedia.ca/Sullivan-Hotels-Cozy-Country-Cabin-Sleeps-4-With-Hot-Tub.h106920960.Hotel-Information) ![Hilton Garden Inn Mattoon, Il](https://images.trvl-media.com/lodging/79000000/78290000/78285200/78285150/12c48720_y.jpg) ### Hilton Garden Inn Mattoon, Il 10/10 Excellent "Clean room and helpful staff " [](https://expedia.ca/Mattoon-Hotels-Hilton-Garden-Inn-Mattoon.h78285150.Hotel-Information) ![Comfort Suites Mattoon East](https://images.trvl-media.com/lodging/1000000/480000/474300/474235/6759fc3e_y.jpg) ### Comfort Suites Mattoon East 10/10 Excellent "Great stay!" [](https://expedia.ca/Effingham-Hotels-Comfort-Suites-Mattoon.h474235.Hotel-Information) ![The Shelby Inn](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502050/257400e9_y.jpg) ### The Shelby Inn 10/10 Excellent "The room was clean. " [](https://expedia.ca/Effingham-Hotels-The-Shelby-Inn.h1502050.Hotel-Information) ![Super 8 by Wyndham Mattoon](https://images.trvl-media.com/lodging/1000000/50000/49800/49707/2e073a1e_y.jpg) ### Super 8 by Wyndham Mattoon 10/10 Excellent "The staff went above and beyond to accommodate me and my family " [](https://expedia.ca/Effingham-Hotels-Super-8-By-Wyndham-Mattoon.h49707.Hotel-Information) ![Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/9cfeccb9_y.jpg) ### Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8 10/10 Excellent "Great experience. " [](https://expedia.ca/Sullivan-Hotels-Prairieview-Cottage-Retreat-Home-Away-From-Home.h84093479.Hotel-Information) ![Holiday Inn Express & Suites Mattoon by IHG](https://images.trvl-media.com/lodging/2000000/1860000/1850700/1850633/c6bf8414_y.jpg) ### Holiday Inn Express & Suites Mattoon by IHG 10/10 Excellent "Great stay" [](https://expedia.ca/Effingham-Hotels-Holiday-Inn-Express-Suites-Mattoon.h1850633.Hotel-Information) ![Best Western Heartland Inn](https://images.trvl-media.com/lodging/1000000/50000/42100/42026/e957049a_y.jpg) ### Best Western Heartland Inn 10/10 Excellent "Clean room, kind workers and excellent coffee!" [](https://expedia.ca/Mattoon-Hotels-Best-Western-Heartland-Inn.h42026.Hotel-Information) ## Find out more about Windsor You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Windsor ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Windsor ](https://expedia.ca/Windsor-Private-Vacation-Homes.d175567-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Windsor ](https://expedia.ca/Windsor-Apartments.d175567-aaApartments.Travel-Guide-Accommodation) - [Motels in Windsor ](https://expedia.ca/Windsor-Motels.d175567-aaMotels.Travel-Guide-Accommodation) - [Cottages in Windsor ](https://expedia.ca/Windsor-Cottages.d175567-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Windsor ](https://expedia.ca/Windsor-Cabins.d175567-aaCabins.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Windsor? ### What are some of the best vacation home rentals in Windsor? ### What can I see and do in Windsor? ### What are vacation rentals like in Windsor? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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