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We believe finding a vacation rental in Windsor should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Windsor

There are 110 vacation rentals available in Windsor, and we’re confident you’ll find a property that falls within your budget for your next getaway. VacationRenter offers a wide selection of homes from top travel websites like Vrbo, HomeAway,, and many more. Affordable vacation rentals in Windsor start at a nightly rate of $39, with 20% of properties priced under $60 per night. Whether you’re travelling on your own, spending quality time with your significant other, or planning a trip for a group of 10 family members or friends, we can match you with a rental in Windsor that meets your needs. Plus, staying in Windsor will give you close access to popular local attractions like Windsor's Community Museum and Spirit of Windsor Canadian National # 5588. Finding your dream vacation rental at a reasonable cost has never been this easy! Start planning the trip you’ve been itching to go on with VacationRenter.

Where Is Windsor, Canada?

On the south bank of the Detroit River stands the Canadian city of Windsor. Perpendicular to the American state of Michigan, the city is located in Essex County and stands as the southernmost city in Canada. Marking the southwestern end of the Quebec City-Windsor Corridor, there are several towns and cities that surround the city of Windsor, including London and Kitchener.

What Is Windsor, Canada Known For?

The Detroit-Windsor urban area is well known for being the most easily accessible and popular commercial method to cross the border between Canada and the United States. As a major contributor to the car industry and famous for its industrial and manufacturing heritage, the city is otherwise known as the “Automotive Capital of Canada.” Always developing with no sign of stopping, the city of Windsor provides a multitude of experiences, opportunities, and good times!

Popular Attractions in Windsor

  • Caesar’s Windsor: Despite being a well-known sight on Vegas’ Strip, you can still have a taste of a slice of Sin City in Windsor. Sitting pretty on the idyllic waterfront overlooking Detroit, Caesar’s Windsor is the only place in town to splash the cash on the casino’s many poker tables, blackjack tables, craps tables, slot machines and even sports games in the sports bar. With over six million visitors each year, Caesar’s is also a luxurious Roman Empire themed 4-star hotel, with an elegant waterfront bar and restaurant and deluxe rooms and suites.

  • Adventure Bay Holiday Park: Let out your inner child by having fun at this indoor waterpark! With five waterslides, a lazy river, a wave pool, an activity pool, a surfing simulator and much more, you can have fun splashing about, no matter whether it’s the most sweltering summer afternoon, or the most freezing winter morning. Spanning over 10,000 square meters, most of the park is open year-round, with some exceptions only opening during the summer. No matter how old you are, a trip to Adventure Bay is always a good idea!

  • Dieppe Gardens: With beautiful flowers and lush greenery on display, Dieppe Gardens is a wonderful place to walk around and soak up all the beauty of nature. Once upon a time, these gardens were by the Detroit-Windsor ferries before the bridge and tunnel, built in 1929 and 1930 respectively. Today, they are now used as gorgeous route for a walk along the riverfront, equipped with the best views of the smoke-and-mirrors Detroit skyline.

Popular Destinations Near Windsor

  • Point Pelee National Park: As the southernmost point of mainland Canada, Point Pelee occupies a unique space, in terms of geography and beauty. Point Pelee consists of a peninsula of marsh and woodland, that bites into the contours of the placid lake. For any birdwatching buffs or suckers for stargazing, Point Pelee provides unmatched views within the birding area and Dark Sky Preserve respectively. Hop on board the shuttle bus from the Visitor Center and take a selfie whilst you’re standing on Canada’s southernmost tip.

  • Fort Malden National Historic Park: Located 56 kilometers away from Windsor in Amherstburg, Fort Malden provides the perfect interactive journey into the past. Choose your fighter — rebel or soldier — then walk into the Escape Room and get ready to be thrown into the cusps of battle! With your team, solve the riddles and try to escape the fort barracks unharmed. Afterwards, tour the grounds and get a taste of a typical soldier’s life as you chow down on bowls of freshly made stew and bread.

Best Neighborhoods in Windsor

  • Riverside: With tree lined streets, high-quality vintage homes, and a name to match, the streets of Riverside look more like something out of a suburban sitcom set in the 1950s than anything else. With a unique and oddly rebellious history, Riverside also provides plenty of amenities and activities including parks, trails, and a strip of quaint shops to explore.

  • Walkerville: Fancy and upmarket, Walkerville is attractive in its high-end nature. Historically, Walkerville has played an eminent role within the history of the city. The neighborhood is home to some of the grandest and most beautiful houses in Windsor, some of which have received historical distinction from the Canadian government, including Devonshire Manor and Willistead Manor. Despite its high-class residential roots, Walkerville also provides plenty of things to do. For a taste of the good life, take a trip down to Walkerville.

Home-types in Windsor

Windsor has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Windsor: