Title: Windsor Cottages from CA $499 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d175567.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d175567.Travel-Guide-VacationRentals)[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/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Windsor Cottage Rentals from CA $499 - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2026-02-13&endDate=2026-02-15&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=175567&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Cottages ![Exterior](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/315e3228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/02937673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/08e235ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84100000/84093500/84093479/f3290258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8 Sullivan 10/10 Exceptional (46) "This is a great location for a weekend getaway !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie M. CA $245 CA $499 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Sullivan-Hotels-Prairieview-Cottage-Retreat-Home-Away-From-Home.h84093479.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.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03®ionId=175567&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=APARTMENT) 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=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&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=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=COTTAGE) 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=2026-02-16&d1=2026-02-16&endDate=2026-02-19&d2=2026-02-19&lodging=VACATION_HOME) ![](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-Cottages.d175567-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d175567-aaCottages.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ### Cozy Country Cabin - Sleeps 6 - with Hot Tub 10/10 Excellent "Very clean accomodations & well appointed home with comfy beds & a wonderful, peaceful setting. It was exactly what we needed! We especially enjoyed relaxing in the hot tub and also our quiet morning cup of coffee sitting on the porch & watching the birds. We were thrilled to have your sweet dog Chase come by to say hello!❤️ We gave him lots of love." [](https://expedia.ca/Sullivan-Hotels-Cozy-Country-Cabin-Sleeps-4-With-Hot-Tub.h106920960.Hotel-Information) ### Best Western Heartland Inn 10/10 Excellent "Rooms were clean. Breakfast was good and place was clean " [](https://expedia.ca/Mattoon-Hotels-Best-Western-Heartland-Inn.h42026.Hotel-Information) ### Comfort Suites Mattoon East 10/10 Excellent "Clean hotel. Good breakfast, pool area was clean, super helpful staff. " [](https://expedia.ca/Effingham-Hotels-Comfort-Suites-Mattoon.h474235.Hotel-Information) ### Quality Inn & Suites Mattoon South 10/10 Excellent "Clean room. Excellent staff" [](https://expedia.ca/Effingham-Hotels-Quality-Inn-Suites.h3844154.Hotel-Information) ### Clarion Pointe Mattoon near University 10/10 Excellent "I was so impressed and pleased with my stay at Clarion Pointe Mattoon. From our check in until our departure, the staff was very kind and helpful. Our room was so clean and updated. We stayed 2 nights and it was a very peaceful experience. We have stayed down the road at the pricier hotel and this stay was comparable to it, only the price was better! If I had to have something to mention, the exhaust fan in the bathroom does not have its own control. " [](https://expedia.ca/Mattoon-Hotels-Baymont-By-Wyndham-Mattoon.h10742.Hotel-Information) ### Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8 10/10 Excellent "Reasonably priced! The house was very clean. We had plenty of towels & wash cloths. It was great for our girls trip, so we could all stay together in one place. Having a kitchen and everything we needed to make some of our meals was awesome! " [](https://expedia.ca/Sullivan-Hotels-Prairieview-Cottage-Retreat-Home-Away-From-Home.h84093479.Hotel-Information) ### Hilton Garden Inn Mattoon, Il 10/10 Excellent "The room was spotless and very spacious. The staff was friendly and attentive. I would definitely stay here again." [](https://expedia.ca/Mattoon-Hotels-Hilton-Garden-Inn-Mattoon.h78285150.Hotel-Information) ### Suite Dreams Motel By Capital O Mattoon I - 57 10/10 Excellent "Room was ok" [](https://expedia.ca/Effingham-Hotels-Suite-Dreams-Hotel.h15340340.Hotel-Information) ### Super 8 by Wyndham Mattoon 10/10 Excellent "Easy parking, clean room, " [](https://expedia.ca/Effingham-Hotels-Super-8-By-Wyndham-Mattoon.h49707.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 46 | | --- | --- | | Accommodation | 3 Cottages | | Lowest Price | CA $499 | | Highest Price | CA $499 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Chesterville](https://www.expedia.ca/3Star-Chesterville-Hotels.s30-0-d553248635975872813.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Neoga](https://www.expedia.ca/4Star-Neoga-Hotels.s40-0-d3000346460.Travel-Guide-Filter-Hotels) - [Allenville Hotels](https://www.expedia.ca/Allenville-Hotels.d553248634983477899.Travel-Guide-Hotels) - 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