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Holiday rentals in Windsor, Ontario

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Travel insights for holiday rentals in Windsor

Use these up-to-date, data-driven insights about booking a holiday 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 ($64). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $111.

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, ON

Find the perfect holiday rental for your stay in Windsor, ON. There are 177 hotels in Windsor, ON and price data was last updated on 15 June 2025. The average price for a hotel in Windsor, ON is .
Show all 177 stays
Residence & Conference Centre - Windsor
Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

3995 Geraedts Drive, Windsor, ON, Canada
7.5 km from city centre
Free Wi-Fi
Parking
$70
Avg. per night
View Deal
TownePlace Suites by Marriott Windsor
TownePlace Suites by Marriott Windsor

TownePlace Suites by Marriott Windsor

250 Dougall Avenue, Windsor, ON, Canada
0.4 km from city centre
Free Wi-Fi
$174
Avg. per night
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Holiday Inn Express Windsor Waterfront
Holiday Inn Express Windsor Waterfront

Holiday Inn Express Windsor Waterfront

33 Riverside Drive East, Windsor, ON, Canada
0.5 km from city centre
Pool
Free Wi-Fi
$126
Avg. per night
View Deal
Ivy Rose Motor Inn
Ivy Rose Motor Inn

Ivy Rose Motor Inn

2885 Howard Avenue, Windsor, ON, Canada
4.7 km from city centre
Free Wi-Fi
Air conditioning
$63
Avg. per night
View Deal

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 15 June 2025.
Navigate to the areas in Windsor you plan to visit to find vacation rentals that are close by. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 15 June 2025.

  • How much does a holiday rental in Windsor cost?

    The average cost for a holiday rental in Windsor is $98/night. A good holiday rental deal in Windsor would be for $70/night or less. The cheapest rental deal found recently by our users was $18/night. If you’re flexible with your travel dates, then try to avoid booking March, the most expensive month of the year. Booking May is the cheapest month to book a holiday rental in Windsor.

  • Are there any Inn holiday rentals in Windsor?

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

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