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Vacation rentals in Windsor, ON

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Travel insights for vacation rentals in Windsor

Use these up-to-date, data-driven insights about booking a vacation rental in Windsor including ideal times to book, pricing trends, and more.

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

The cheapest day to stay in Windsor is Tuesday (C$ 102). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 606.

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 C$ 64 per night.

Other accommodations in Windsor, ON

Find the perfect vacation rental for your stay in Windsor, ON. There are 183 hotels in Windsor, ON and price data was last updated on 8 July 2025. The average price for a hotel in Windsor, ON is .
250 Dougall Avenue, Windsor, ON, Canada
0.4 km from city centre
Free Wi-Fi
C$ 228
Avg. per night
33 Riverside Drive East, Windsor, ON, Canada
0.4 km from city centre
Pool
Free Wi-Fi
C$ 164
Avg. per night

Where to stay in Windsor, ON

Explore different neighbourhoods and areas within Windsor to find the perfect location for your stay. Map data was last updated on 8 July 2025.
Scroll to and zoom in on the areas in Windsor you plan on visiting to find nearby properties. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that 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 8 July 2025.
  • How much does a vacation rental in Windsor cost?

    Windsor vacation rentals are C$ 102/night on average. However, you may find that prices fluctuate depending on the time of year. For example, June is the most expensive month to book a vacation rental in Windsor, and June is often the cheapest month to book. Recently, our users found rentals for C$ 26/night - which is currently the cheapest price. Keep in mind that anything C$ 95/night or less is still considered a good deal.

  • What part of Windsor is best to stay in?

    City Centre is the best part of Windsor to stay in based on our user data. Out of all our users who looked at Windsor vacation rentals, 5% of them looked for stays in the City Centre neighbourhood in the last year. The 5 Bedrooms Modern Oasis In Downtown Area happens to be the most popular vacation rental in the City Centre neighbourhood of Windsor.

  • Are there any Inn vacation rentals in Windsor?

    Yes, there is 1 Inn vacation rental in Windsor. According to our data, Stonecroft Inn is currently the most popular Inn rental in the city.

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