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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 ($121). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $244.

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 $71 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 25 July 2025. The average price for a hotel in Windsor, ON is .
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
$67
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
$251
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
$178
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
$192
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
$100
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 25 July 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 25 July 2025.

  • How much does a holiday rental in Windsor cost?

    $148 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 $109 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 March, and the cheapest time to book is April.

  • 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 Lexington Inn & Suites-Windsor as it’s currently the most popular Inn rental among our users.

Find better results for your stay in Windsor, ON

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under $76 and Hotels Under $151. Discover hotel discounts now and make your hotel reservation today.