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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 Tuesday ($63). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is $96.

How far ahead should you book a vacation rental in Windsor?

Save money by booking a vacation rental at least 31 days before your trip to Windsor. The lowest price found when booking 31 days ahead was $37 per night.

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Other accommodations in Windsor, ON

Find the perfect holiday rental for your stay in Windsor, ON. There are 243 hotels in Windsor, ON and price data was last updated on 29 July 2026. 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
$51
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
$106
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
$58
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
$63
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
$100
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
$128
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 29 July 2026.
Navigate to the areas in Windsor you plan to visit to find vacation rentals that are close by. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

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 29 July 2026.

  • How much does a holiday rental in Windsor cost?

    The average cost for a holiday rental in Windsor is $69/night. A good holiday rental deal in Windsor would be for $59/night or less. The cheapest rental deal found recently by our users was $18/night. If you’re flexible with your travel dates, then try to avoid booking March, the most expensive month of the year. Booking August is the cheapest month to book a holiday rental in Windsor.

  • What part of Windsor is best to stay in?

    City Centre is the best part of Windsor to stay in based on our user data. Out of all our users who looked at Windsor holiday rentals, 99% of them looked for stays in the City Centre neighbourhood in the last year. The 5 Bedrooms Modern Oasis In Downtown Area happens to be the most popular holiday rental in the City Centre neighbourhood of Windsor.

  • Are there any Inn holiday rentals in Windsor?

    Yes, there are 5 Inn holiday rentals in Windsor. According to our data, Stonecroft Inn is currently the most popular Inn rental in the city.

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