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Vacation rentals in Windsor, ON

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Travel insights for vacation rentals in Windsor

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Windsor.

What is the cheapest month to book a vacation rental in Windsor?

The cheapest month to book a vacation rental in Windsor is November ($52). Conversely, the most expensive month to stay in Windsor is March ($254).

What is the cheapest day to stay in a vacation rental in Windsor?

The cheapest day to stay in Windsor is Thursday ($45). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $99.

How far ahead should you book a vacation rental in Windsor?

Save money by booking a vacation rental at least 35 days before your trip to Windsor. The lowest price found when booking 35 days ahead was $47 per night.
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Other accommodations in Windsor

Find the perfect vacation rental for your stay in Windsor, ON. There are 226 hotels in Windsor, ON and price data was last updated on August 14, 2025. The average price for a hotel in Windsor, ON is $88/night.
Stonecroft Inn
Stonecroft Inn

Stonecroft Inn

3032 Dougall Avenue, Windsor, ON, Canada
3.2 mi from city centre
Free Wi-Fi
Air Conditioning
$126
Avg. per night
View Deal
Lexington Inn & Suites-Windsor
Lexington Inn & Suites-Windsor

Lexington Inn & Suites-Windsor

2130 Division Road, Windsor, ON, Canada
5.0 mi from city centre
Free Wi-Fi
Air Conditioning
$71
Avg. per night
View Deal
Comfort Inn Windsor
Comfort Inn Windsor

Comfort Inn Windsor

2955 Dougall Avenue, Windsor, ON, Canada
3.1 mi from city centre
Free Wi-Fi
Air Conditioning
$106
Avg. per night
View Deal

Where to stay in Windsor

Explore different neighborhoods and areas within Windsor, ON to find the perfect location for your stay. Map data was last updated on August 14, 2025.
Scroll to and zoom in on the areas in Windsor you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

Facts about staying in Windsor, ON

Find useful tips and insights about staying in Windsor to help you make the most of your experience. FAQs were last updated on August 14, 2025.

  • How much does a vacation rental in Windsor cost?

    $88 per night is how much a vacation rental in Windsor costs, on average. $19 per night was the cheapest price recently found by our users, though anything for $64 per night or less is a good deal. Keep in mind that Windsor vacation rental prices fluctuate throughout the year: the most expensive month to book is March, and the cheapest time to book is April.

  • What part of Windsor is best to stay in?

    The best neighborhood to stay in Windsor is City Centre, according to our user data. 7% of our users who looked for vacation rentals in Windsor searched for properties in the City Centre area. If you’re also interested in booking a vacation rental in City Centre, consider the 5 Bedrooms Modern Oasis In Downtown Area - the neighborhood’s most popular rental property.

  • Are there any Inn vacation rentals in Windsor?

    At the moment, there is 1 property listed as a Inn vacation rental in Windsor. A popular Inn in Windsor amongst our users is Lexington Inn & Suites-Windsor.

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