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Home/Canada/Ontario/Windsor

Vacation Rentals in Windsor, Canada

Search the perfect vacation rental

Property type

Popular amenities

Choose from 1,154 vacation rentals located in Windsor, Ontario. Top filters in Windsor include Non-smoking, Family friendly, and No pets allowed. Prices range from £29 to £8,842 per night. Our most popular vacation rental types near Windsor are Hotel and RV.

Top vacation rentals in Windsor

Property view
9.2 / 10
Outstanding(878 Ratings)
Stonecroft Inn
Inn
 in Windsor
2 guests · 1 bedroom · 1 bath

Indulge in a peaceful retreat at Stonecroft Inn, our elegant Inn in Windsor. Enjoy amenities including ;, and more.

££££
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Facade/entrance
8.9 / 10
Excellent(1,288 Ratings)
Atheneum Suite Hotel
Hotel
 in Detroit
3star
2 guests · 1 bedroom · 1 bath

Nestled in Windsor, this Hotel is perfect for your next vacation. Enjoy Atheneum Suite Hotel's top-rated amenities, including ;, and more.

££££
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Property building
8.4 / 10
Excellent(1,343 Ratings)
Fort Pontchartrain Detroit, a Wyndham Hotel
Hotel
 in Detroit
4star
2 guests · 1 bedroom · 1 bath

This Hotel in Windsor, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

££££
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Property view
7.2 / 10
Good
The Inn at 97 Winder
Hotel
 in Detroit
4star

This Hotel for £185 in Windsor, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

££££
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city photo
Windsor

Windsor travel guide

Let us help you plan your perfect Windsor vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Windsor, and more.

Frequently asked questions

What is the price range for rentals in Windsor?

Vacation rentals in Windsor have a price range between £29-£8,842. The average price for rentals in Windsor is £176 per night.

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.

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.

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.

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!

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 are the most popular vacation rental amenities in Windsor?

  • Non-smoking
  • Family friendly
  • No pets allowed

Explore near Windsor

Rentals near top attractions

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