Title: Windsor Cottage Rentals from $58 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx6127335)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d6127335.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d6127335.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d6127335.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.com/Things-To-Do-In-Windsor.d6127335.Travel-Guide-Activities)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d6127335.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d6127335.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6127335/f39cebcc-370a-4f14-97d4-0a7edba3b478.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6127335/f39cebcc-370a-4f14-97d4-0a7edba3b478.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 [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6127335&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 two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6127335&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 three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6127335&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) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6127335&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor cottages ![Property grounds](https://images.trvl-media.com/lodging/101000000/100870000/100863900/100863848/df76c0e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100870000/100863900/100863848/578f29b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100870000/100863900/100863848/1af00d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/101000000/100870000/100863900/100863848/e7341bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Kingsville [](https://www.expedia.com/Kingsville-Hotels-Creekside-Cottage-Waterfront-Retreat-Steps-To-Beach-With-Kayaks-Game-Room.h100863848.Hotel-Information) 10/10 Exceptional (17 reviews) "Very pleasantly surprised by how bright and inviting the cottage is. Was worth the drive from Toronto to Kingsville for sure! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Richard S. $245 nightly $277 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Kingsville-Hotels-Creekside-Cottage-Waterfront-Retreat-Steps-To-Beach-With-Kayaks-Game-Room.h100863848.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=2026-04-05&endDate=2026-04-06®ionId=6127335&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada®ionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada®ionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada®ionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada®ionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CONDO) Residences [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Ontario%2C+Canada®ionId=6127335&latLong=42.314938%2C-83.036362&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=RESIDENCE) ![](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-Cottages.d6127335-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d6127335-aaCottages.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Hyatt Place Windsor](https://images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/794cbe31_y.jpg) ### Hyatt Place Windsor 10/10 Excellent "Very nice hotel, so clean, accommodating staff and close to everything will go there again!" [](https://expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.Hotel-Information) ![DoubleTree by Hilton Windsor Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/10500/10499/e43558f7_y.jpg) ### DoubleTree by Hilton Windsor Hotel & Suites 8/10 Good "Hotel room was great. Pool room not as clean as I hoped." [](https://expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Quality Inn & Suites Downtown Windsor](https://images.trvl-media.com/lodging/1000000/40000/36900/36867/7bc3157b_y.jpg) ### Quality Inn & Suites Downtown Windsor 10/10 Excellent "Great stay" [](https://expedia.com/Windsor-Hotels-Quality-Inn-Suites-Downtown.h36867.Hotel-Information) ![Kenora Motel](https://images.trvl-media.com/lodging/18000000/17420000/17414800/17414754/ce5e92fd_y.jpg) ### Kenora Motel 10/10 Excellent "Great place to stay!" [](https://expedia.com/Windsor-Hotels-Kenora-Motel.h17414754.Hotel-Information) ![Comfort Inn & Suites Ambassador Bridge](https://images.trvl-media.com/lodging/1000000/10000/3700/3660/529f4232_y.jpg) ### Comfort Inn & Suites Ambassador Bridge 10/10 Excellent "The suite I stayed was outdated but clean. The staff were amazing just to mention few. Breakfast was excellent. Stayed there 3 nights with my 3 kids and they loved it and would love to come back next time. Just an amazing stay I would say. Koodos to all the staffs for making us feel home. Here is to the receptionist Michelle, a big thanks to you for making our check-in memorable. Very kind hearted person and hope to see you guys soon…" [](https://expedia.com/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ![Travelodge by Wyndham Windsor](https://images.trvl-media.com/lodging/1000000/120000/116400/116384/d68e2e5d_y.jpg) ### Travelodge by Wyndham Windsor 8/10 Good "Clean room, fast check in, ample parking, " [](https://expedia.com/Windsor-Hotels-Travelodge-By-Wyndham-Windsor.h116384.Hotel-Information) ![SureStay Plus by Best Western Windsor](https://images.trvl-media.com/lodging/3000000/2780000/2777000/2776931/87b9c437_y.jpg) ### SureStay Plus by Best Western Windsor 2/10 Terrible "Room was freezing, the bathroom was a freezer. Felt like a prison, the heater turned off and on. And no directions when wanting to leave in the building. " [](https://expedia.com/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.Hotel-Information) ![Stonecroft Inn](https://images.trvl-media.com/lodging/42000000/41570000/41562700/41562635/6d81b26b_y.jpg) ### Stonecroft Inn 2/10 Terrible "Worst experience I've ever had. Bio hazard incident and then no form of understanding or willingness from hotel management to make it right. Still fighting for my refund when we vacated the room after not even being in there more than 15 minutes because we instantly started feeling itchy all over our body. Hotel management confirmed that the room looked completely unused - so, why was I charged for one night? It's obvious that they did not believe us which is crazy because what would we gain from this??? Long story short, stay at the Hyatt when you visit Windsor. Great experience and service all around." [](https://expedia.com/Windsor-Hotels-Stonecroft-Inn.h41562635.Hotel-Information) ![Holiday Inn & Suites Windsor Ambassador Bridge by IHG](https://images.trvl-media.com/lodging/1000000/10000/2900/2832/655a4ccd_y.jpg) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG 10/10 Excellent "It is great place to stay if you are going to US or come back from US. " [](https://expedia.com/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 13,472 | | ----------------- | ----------- | | Accommodation | 39 Cottages | | Lowest Price | $58 | | Highest Price | $304 | ## Frequently asked questions ### Why book your cottage in Windsor with Expedia? ### How can I find cheap cottages in Windsor? ### What is there to do in Windsor near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Detroit Windsor Tunnel ](https://www.expedia.com/Detroit-Windsor-Tunnel-Hotels.0-l6125870-0.Travel-Guide-Filter-Hotels) - [Hotels near Chinatown ](https://www.expedia.com/Chinatown-Windsor-Hotels.0-n713674670643798016-0.Travel-Guide-Filter-Hotels) - [Hotels near Caesars Windsor ](https://www.expedia.com/Caesars-Windsor-Hotels.0-l553248621533087505-0.Travel-Guide-Filter-Hotels) - [Hotels near Caesars Casino ](https://www.expedia.com/Caesars-Casino-Hotels.0-l553248621532864684-0.Travel-Guide-Filter-Hotels) - 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