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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 Wednesday ($145). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $292.

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 $78 per night.
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Other accommodations in Windsor, ON

Find the perfect holiday rental for your stay in Windsor, ON. There are 226 hotels in Windsor, ON and price data was last updated on 24 July 2025. The average price for a hotel in Windsor, ON is .
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
$170
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
$73
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
$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
$112
Avg. per night
View Deal
Super 8 by Wyndham Windsor/Dougall
Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

2498 Dougall Avenue, Windsor, ON, Canada
3.5 km from city centre
Free Wi-Fi
Parking
$119
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
$275
Avg. per night
View Deal
Holiday Inn Express Windsor Waterfront
Holiday Inn Express Windsor Waterfront

Holiday Inn Express Windsor Waterfront

33 Riverside Drive East, Windsor, ON, Canada
0.4 km from city centre
Pool
Free Wi-Fi
$194
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 24 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 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 24 July 2025.

  • How much does a holiday rental in Windsor cost?

    $162/night is a typical cost for a holiday rental in Windsor throughout the year. Rental prices do vary though, and you’ll find that March is the most expensive month to book, and April 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 $119 or less is a good deal.

  • 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 Lexington Inn & Suites-Windsor.

Find better results for your stay in Windsor, ON

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