Title: Windsor Cottages from CA $95 | 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 $95 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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 three 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) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6127335&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Windsor Cottages ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75640000/75634300/75634250/68cf9eda.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) ![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) ![Beach](https://images.trvl-media.com/lodging/76000000/75640000/75634300/75634250/7ae5f59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor down on your private Beachfront Cottage Essex 10/10 Exceptional (11) "Very comfortable, clean and well appointed. Supplied with all we needed. Tessa was always fast to respond to our needs. A perfect getaway for a few days." CA $199 CA $516 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Town-Of-Essex-Hotels-Anchor-Down-On-Your-Private-Beachfront-Cottage.h75634250.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100870000/100863900/100863848/df76c0e2.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100870000/100863900/100863848/dd9dc0e7.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) ### Peaceful waterfront cottage - fishing, kayaks, fire-pit, game room, near beach Kingsville 10/10 Exceptional (12) "Excellent property!! Beautiful location and very peaceful and relaxing. Would definitely stay there again!! " CA $165 CA $369 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/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.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20®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 ![DoubleTree by Hilton Windsor Hotel & Suites](//images.trvl-media.com/lodging/1000000/20000/10500/10499/29cfa5f3_y.jpg) ### DoubleTree by Hilton Windsor Hotel & Suites 10/10 Excellent "River front view overlooking Detroit from the 12th floor was amazing for our 2 night stay. The room was very clean and tidy. The bed was probably the most comfortable cozy bed my wife and I ever slept in. We texted the front desk for extra pillows and was delivered to our room within a few minutes. Onsite parking was very convenient with a walkway connecting hotel to the parking garage. Will definitely be back. We highly recommend staying here if you’re visiting Windsor for a night or two. " [](https://expedia.ca/Windsor-Hotels-DoubleTree-By-Hilton-Windsor-Hotel-Suites.h10499.Hotel-Information) ![Holiday Inn Express Windsor Waterfront by IHG](//images.trvl-media.com/lodging/1000000/30000/21500/21423/61671e42_y.jpg) ### Holiday Inn Express Windsor Waterfront by IHG 10/10 Excellent "Excellent" [](https://expedia.ca/Windsor-Hotels-Holiday-Inn-Express-Windsor-Waterfront.h21423.Hotel-Information) ![Comfort Inn Windsor](//images.trvl-media.com/lodging/1000000/20000/16000/15971/bd4e549c_y.jpg) ### Comfort Inn Windsor 10/10 Excellent "The staff were exceptionally professional and courteous. The hotel overall was clean, conveniently located and safe. Good value for the money." [](https://expedia.ca/Windsor-Hotels-Comfort-Inn-Windsor.h15971.Hotel-Information) ![Hampton Inn & Suites by Hilton Windsor](//images.trvl-media.com/lodging/1000000/970000/967500/967490/c3ff1029_y.jpg) ### Hampton Inn & Suites by Hilton Windsor 10/10 Excellent "Very friendly staff; fair-sized heated swimming pool open from 5am to 11pm so very convenient. Good fitness room with a Peloton bike, A very nice breakfast with a wide variety of hot and cold items. The washrooms are very clean and comfortable and the rooms and beds are clean also" [](https://expedia.ca/Windsor-Hotels-Hampton-Inn-Suites-By-Hilton-Windsor.h967490.Hotel-Information) ![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 "Staff were awesome very helpful" [](https://expedia.ca/Windsor-Hotels-Best-Western-Plus-Waterfront-Hotel.h10954.Hotel-Information) ![Stonecroft Inn](//images.trvl-media.com/lodging/42000000/41570000/41562700/41562635/6d81b26b_y.jpg) ### Stonecroft Inn 10/10 Excellent "Rooms and property were immaculate" [](https://expedia.ca/Windsor-Hotels-Stonecroft-Inn.h41562635.Hotel-Information) ![SureStay Plus by Best Western Windsor](//images.trvl-media.com/lodging/3000000/2780000/2777000/2776931/e4f96d60_y.jpg) ### SureStay Plus by Best Western Windsor 10/10 Excellent "Clean " [](https://expedia.ca/Windsor-Hotels-SureStay-Plus-By-Best-Western-Windsor.h2776931.Hotel-Information) ![Hyatt Place Windsor](//images.trvl-media.com/lodging/107000000/106110000/106101900/106101897/cd064b45_y.jpg) ### Hyatt Place Windsor 10/10 Excellent "Great experience! Comfortable bed, clean room and good food. The staff went the extra mile to make sure we were comfortable. " [](https://expedia.ca/Windsor-Hotels-Hyatt-Place-Windsor.h106101897.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 "Helen was great , polite and very friendly very impressed. " [](https://expedia.ca/Windsor-Hotels-Comfort-Inn-Suites-Ambassador-Bridge.h3660.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 17,539 | | --- | --- | | Accommodation | 41 Cottages | | Lowest Price | CA $95 | | Highest Price | CA $432 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [4 Star Hotels in City Centre](https://www.expedia.ca/4Star-City-Centre-Windsor-Hotels.s40-n911358648941645824-0.Travel-Guide-Filter-Hotels) - [Hotels near Adventure Bay Family Water Park](https://www.expedia.ca/Adventure-Bay-Family-Water-Park-Hotels.0-l553248635974614570-0.Travel-Guide-Filter-Hotels) - [Country Houses in Amherstburg](https://www.expedia.ca/Amherstburg-Country-House.d59243-aaCountryHouse.Travel-Guide-Accommodation) - [Inns in Amherstburg](https://www.expedia.ca/Amherstburg-Inns.d59243-aaInns.Travel-Guide-Accommodation) - [Hotels near Art Gallery of Windsor](https://www.expedia.ca/Art-Gallery-Of-Windsor-Hotels.0-l553248635974614384-0.Travel-Guide-Filter-Hotels) - 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