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Holiday rentals in Windsor, Ontario

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Travel insights for holiday rentals in Windsor

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Windsor.

What is the cheapest day to stay in a vacation rental in Windsor?

The cheapest day to stay in Windsor is Wednesday (£29). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is £58.

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 £35 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 .
TownePlace Suites by Marriott Windsor
TownePlace Suites by Marriott Windsor

TownePlace Suites by Marriott Windsor

250 Dougall Avenue, Windsor, ON, Canada
0.2 mi from city centre
Free Wi-Fi
£123
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
0.3 mi from city centre
Pool
Free Wi-Fi
£87
Avg. per night
View Deal
Stonecroft Inn
Stonecroft Inn

Stonecroft Inn

3032 Dougall Avenue, Windsor, ON, Canada
3.2 mi from city centre
Free Wi-Fi
Air conditioning
£94
Avg. per night
View Deal
Lexington Inn & Suites-Windsor
Lexington Inn & Suites-Windsor

Lexington Inn & Suites-Windsor

2130 Division Road, Windsor, ON, Canada
5.0 mi from city centre
Free Wi-Fi
Air conditioning
£49
Avg. per night
View Deal
Comfort Inn Windsor
Comfort Inn Windsor

Comfort Inn Windsor

2955 Dougall Avenue, Windsor, ON, Canada
3.1 mi from city centre
Free Wi-Fi
Air conditioning
£75
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. 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 25 July 2025.

  • How much does a holiday rental in Windsor cost?

    Windsor holiday rentals are £72/night on average. However, you may find that prices fluctuate depending on the time of year. For example, March is the most expensive month to book a holiday rental in Windsor, and April is often the cheapest month to book. Recently, our users found rentals for £14/night - which is currently the cheapest price. Keep in mind that anything £53/night or less is still considered a good deal.

  • What part of Windsor is best to stay in?

    Consider staying in City Centre when looking for Windsor holiday rentals. City Centre is the most popular neighbourhood in the city according to our users. In fact, out of all users who looked for holiday rentals in Windsor in the past year, 64% of them searched for rentals in City Centre. If it’s available, we recommend staying at the 5 Bedrooms Modern Oasis In Downtown Area, a HotelsCombined favourite when it comes to holiday rentals in Windsor’s City Centre neighbourhood.

  • 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.

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 £37 and Hotels Under £74. Discover hotel discounts now and make your hotel reservation today.