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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 (S$ 64). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 120.

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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 27 January 2026. 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
S$ 138
Avg. per night
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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
S$ 173
Avg. per night
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Holiday Inn Express Windsor Waterfront By IHG
Holiday Inn Express Windsor Waterfront By IHG

Holiday Inn Express Windsor Waterfront By IHG

33 Riverside Drive East, Windsor, ON, Canada
0.4 km from city centre
Pool
Free Wi-Fi
S$ 142
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 27 January 2026.
Scroll through the map to find vacation rentals close to the Windsor neighborhood(s) you plan on visiting. You can find more information on a particular vacation rental within the map by clicking on its name.

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 27 January 2026.

  • How much does a holiday rental in Windsor cost?

    On average, it costs S$ 96 per night for a Windsor holiday rental, but S$ 71 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Windsor was for S$ 23 per night. If you can, try to avoid booking your rental February (as this is the most expensive month). Booking October (the cheapest month) may end up saving you money.

  • Are there any Inn holiday rentals in Windsor?

    There is 1 holiday rental in Windsor that fall under the Inn category, the most popular is Stonecroft Inn.

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