Title: Windsor Cottages from CA $365 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx6127335)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d6127335.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d6127335.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d6127335.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d6127335.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d6127335.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d6127335.Destination-Travel-Guides) ![Windsor which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/83000/83064-Windsor-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Windsor Cottage Rentals from CA $365 ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select 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/e7341bc0.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) ### Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room Kingsville 10/10 Exceptional (15) "Excellent property!! Beautiful location and very peaceful and relaxing. Would definitely stay there again!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon D. CA $164 CA $365 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Kingsville-Hotels-Creekside-Cottage-Waterfront-Retreat-Steps-To-Beach-With-Kayaks-Game-Room.h100863848.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75640000/75634300/75634250/68cf9eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75640000/75634300/75634250/8d5f5360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75634300/75634250/2ee39c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75640000/75634300/75634250/3ac1ad04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor down on your private Beachfront Cottage Essex 10/10 Exceptional (18) "5 star...very clean, all the amenities you need, helpful host - we had a wonderful stsy & would book again " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Hughine S. CA $159 CA $464 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Town-Of-Essex-Hotels-Anchor-Down-On-Your-Private-Beachfront-Cottage.h75634250.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=2025-11-13&endDate=2025-11-14®ionId=6127335&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](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.d6127335-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d6127335-aaCottages.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Best Western Plus Waterfront Hotel](//images.trvl-media.com/lodging/1000000/20000/11000/10954/a3d331c0_y.jpg) ### Best Western Plus Waterfront Hotel 10/10 Excellent "View from room was spectacular! Staff was super friendly! I enjoyed it" [](https://expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![Quality Inn & Suites Downtown](//images.trvl-media.com/lodging/1000000/40000/36900/36867/3c8676d1_y.jpg) ### Quality Inn & Suites Downtown 10/10 Excellent "Staff and manager were extremely helpful and gave suggestions for our stay in Windsor. What we should go and see while there. The room was nice. Very spacious. We would definitely book again. " [](https://expedia.ca/Windsor-Hotels-Quality-Inn-Suites-Downtown.h36867.Hotel-Information) ![Comfort Inn & Suites Ambassador Bridge](//images.trvl-media.com/lodging/1000000/10000/3700/3660/9276fdc7_y.jpg) ### Comfort Inn & Suites Ambassador Bridge 10/10 Excellent "Room was spacious and very clean! Staff at the hotel are so friendly and kind! " [](https://expedia.ca/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ![Holiday Inn & Suites Windsor Ambassador Bridge by IHG](//images.trvl-media.com/lodging/1000000/10000/2900/2832/0f670362_y.jpg) ### Holiday Inn & Suites Windsor Ambassador Bridge by IHG 10/10 Excellent "It was so peaceful and relaxing " [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Suites-Windsor-Ambassador-Bridge.h2832.Hotel-Information) ![Caesars Windsor - A Caesars Rewards Destination](//images.trvl-media.com/lodging/3000000/2240000/2232500/2232457/8112ff17_y.jpg) ### Caesars Windsor - A Caesars Rewards Destination 10/10 Excellent "Great concert venue, very clean and hospitable hotel and staff." [](https://expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) ![Comfort Inn Windsor](//images.trvl-media.com/lodging/1000000/20000/16000/15971/bd4e549c_y.jpg) ### Comfort Inn Windsor 10/10 Excellent "Amazing hotel, friendly staff, clean. Comfortable beds, shower has amazing water pressure as well!" [](https://expedia.ca/Windsor-Hotels-Comfort-Inn-Windsor.h15971.Hotel-Information) ![Travelodge by Wyndham Windsor](//images.trvl-media.com/lodging/1000000/120000/116400/116384/47b875cd_y.jpg) ### Travelodge by Wyndham Windsor 10/10 Excellent "The toilet had brown stuff in it and looked dirty" [](https://expedia.ca/Windsor-Hotels-Travelodge-By-Wyndham-Windsor.h116384.Hotel-Information) ![Stonecroft Inn](//images.trvl-media.com/lodging/42000000/41570000/41562700/41562635/6d81b26b_y.jpg) ### Stonecroft Inn 10/10 Excellent "Clean, comfortable, easy parking. Beds were fantastic, room was welcoming and clean, price was decent. Would stay here again." [](https://expedia.ca/Windsor-Hotels-Stonecroft-Inn.h41562635.Hotel-Information) ![Motel 6 Windsor, ON](//images.trvl-media.com/lodging/1000000/50000/41200/41163/06f9db8f_y.jpg) ### Motel 6 Windsor, ON 10/10 Excellent "No complaints" [](https://expedia.ca/Windsor-Hotels-Motel-6-Windsor.h41163.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 31 | | --- | --- | | Accommodation | 41 Cottages | | Lowest Price | CA $365 | | Highest Price | CA $464 | ## Frequently asked questions ### Why book your cottage in Windsor with Expedia? > Booking a cottage in Windsor is as easy as deciding on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost properties and cottages that offer amenities like a kitchenette, Expedia has something for all tastes and styles. As for epic deals? We've got them too! ### How can I find cheap cottages in Windsor? > With Expedia's handy filter tool, comparing cheap cottages in Windsor is a snap. To discover accommodations that are friendly on the wallet, refine your search by budget, star rating and amenities. ### What is there to do in Windsor near my cottage? > Windsor has enough experiences and sights to keep you on the go for weeks, beginning with [Detroit Windsor Tunnel](https://www.expedia.ca/Detroit-Windsor-Tunnel-Windsor.d6125870.Vacation-Attraction). [Caesars Casino](https://www.expedia.ca/Caesars-Casino-Windsor.d553248621532864684.Vacation-Attraction), [Caesars Windsor](https://www.expedia.ca/Caesars-Windsor-Windsor.d553248621533087505.Vacation-Attraction) and [Adventure Bay Family Water Park](https://www.expedia.ca/Adventure-Bay-Family-Water-Park-Windsor.d553248635974614570.Vacation-Attraction) are other awesome attractions. 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[Car rentals near South Central](https://www.expedia.ca/Car-Rentals-In-South-Central.d553248635976397476.Car-Rental-Guide) - [Pickup Car Rentals near Detroit Windsor Tunnel](https://www.expedia.ca/Pickup-Car-Rentals-In-Detroit-Windsor-Tunnel.d6125870-tPickup.Car-Rental-Guide-Class)