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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 Monday ($85). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $161.

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Other accommodations in Windsor, ON

Find the perfect holiday rental for your stay in Windsor, ON. There are 164 hotels in Windsor, ON and price data was last updated on 22 January 2026. The average price for a hotel in Windsor, ON is .
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
$99
Avg. per night
View Deal
Kenora Motel
Kenora Motel

Kenora Motel

2030 Huron Church Road, Windsor, ON, Canada
4.2 km from city centre
Free Wi-Fi
Parking
$105
Avg. per night
View Deal
Motel 6 Windsor On
Motel 6 Windsor On

Motel 6 Windsor On

2000 Huron Church Road, Windsor, ON, Canada
4.2 km from city centre
Free Wi-Fi
Parking
$100
Avg. per night
View Deal
Ye Olde Walkerville Bed & Breakfast
Ye Olde Walkerville Bed & Breakfast

Ye Olde Walkerville Bed & Breakfast

1104 Monmouth Road, Windsor, ON, Canada
2.7 km from city centre
Free Wi-Fi
Air conditioning
$185
Avg. per night
View Deal
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
$175
Avg. per night
View Deal

Where to stay in Windsor

Explore different neighbourhoods and areas within Windsor, ON to find the perfect location for your stay. Map data was last updated on 22 January 2026.
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 holiday rental they're interesting in to find helpful information and deals for that holiday 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 22 January 2026.

  • How much does a holiday rental in Windsor cost?

    $124/night is a typical cost for a holiday rental in Windsor throughout the year. Rental prices do vary though, and you’ll find that June is the most expensive month to book, and October is the cheapest month to book. HotelsCombined users recently found Windsor holiday rentals for as low as $31/night. In general, any Windsor rental for $108 or less is a good deal.

  • What part of Windsor is best to stay in?

    City Centre is the most popular area of Windsor to stay in. In the past year, 98% of HotelsCombined users looking for Windsor holiday rentals searched within City Centre. Based on user data, the 5 Bedrooms Modern Oasis In Downtown Area is one of the most popular holiday rentals in City Centre.

  • Are there any Inn holiday rentals in Windsor?

    At the moment, there is 1 property listed as a Inn holiday rental in Windsor. A popular Inn in Windsor amongst our users is Stonecroft Inn.

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