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) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/101000000/100870000/100863900/100863848/a0903116.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. $246 nightly $278 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=2026-04-04&endDate=2026-04-05®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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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=2026-06-19&d1=2026-06-19&endDate=2026-06-22&d2=2026-06-22&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 "Great experience all around!" [](https://expedia.com/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.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) ![Best Western Plus Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/20000/11000/10954/9552c1c3_y.jpg) ### Best Western Plus Waterfront Hotel 10/10 Excellent "Room was clean, friend staff, beautiful views, close to lots of restaurants with walking distance." [](https://expedia.com/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.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 "Very nice place " [](https://expedia.com/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ![Holiday Inn Express Windsor Waterfront by IHG](https://images.trvl-media.com/lodging/1000000/30000/21500/21423/eea1d82f_y.jpg) ### Holiday Inn Express Windsor Waterfront by IHG 10/10 Excellent "great staff, very friendly and helpful." [](https://expedia.com/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Hampton Inn & Suites by Hilton Windsor](https://images.trvl-media.com/lodging/1000000/970000/967500/967490/318adad7_y.jpg) ### Hampton Inn & Suites by Hilton Windsor 10/10 Excellent "What a nice hotel. It was super clean and the room was well stocked . The beds were a dream for sleeping :) Breakfast was very good with a variety of both hot and cold items: Fruit, cereal, waffles, eggs, meat, cheese, toast, bagels, muffins, yogurt , juice etc. Lots to choose from The staff at the front desk were very friendly and helpful. Ryley made sure everything was to our liking . There was also a young man at the front desk each morning ( I regret I didn’t get his name ) was also very kind and helpful. We didnt use the pool or exercise room so I can’t comment on that. I’m sure it would be great as well! I was really impressed with this hotel and would definitely stay again . " [](https://expedia.com/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![TownePlace Suites by Marriott Windsor](https://images.trvl-media.com/lodging/1000000/20000/13900/13858/cfe7270d_y.jpg) ### TownePlace Suites by Marriott Windsor 10/10 Excellent "It was very quaint. Staff very polite and helpful. I would stay here again. Rooms were beautiful and spacious not to mention very clean" [](https://expedia.com/Windsor-Hotels-TownePlace-Suites-By-Marriott-Windsor.h13858.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 10/10 Excellent "Everything was fantastic " [](https://expedia.com/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 13,406 | | ----------------- | ----------- | | 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) - 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