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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 ($75). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $228.
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Other accommodations in Windsor, ON

Find the perfect holiday rental for your stay in Windsor, ON. There are 171 hotels in Windsor, ON and price data was last updated on 5 December 2025. 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
$86
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
$98
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
$92
Avg. per night
View Deal
Stonecroft Inn
Stonecroft Inn

Stonecroft Inn

3032 Dougall Avenue, Windsor, ON, Canada
5.2 km from city centre
Free Wi-Fi
Air conditioning
$166
Avg. per night
View Deal
Lexington Inn & Suites-Windsor
Lexington Inn & Suites-Windsor

Lexington Inn & Suites-Windsor

2130 Division Road, Windsor, ON, Canada
8.0 km from city centre
Free Wi-Fi
Air conditioning
$86
Avg. per night
View Deal
Comfort Inn
Comfort Inn

Comfort Inn

2955 Dougall Avenue, Windsor, ON, Canada
5.0 km from city centre
Free Wi-Fi
Air conditioning
$129
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
$156
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
$151
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 5 December 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 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 5 December 2025.

  • How much does a holiday rental in Windsor cost?

    $98 per night is how much a holiday rental in Windsor costs, on average. $28 per night was the cheapest price recently found by our users, though anything for $84 per night or less is a good deal. Keep in mind that Windsor holiday rental prices fluctuate throughout the year: the most expensive month to book is June, and the cheapest time to book is October.

  • Are there any Inn holiday rentals in Windsor?

    If you’re looking to book a Inn holiday rental in Windsor, then you have 1 to choose from. We recommend looking at Stonecroft Inn as it’s currently the most popular Inn rental among our users.

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