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Vacation rentals in Winnipeg

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Winnipeg, Canada
7 May — 8 May2
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Travel insights for holiday rentals in Winnipeg

Use these up-to-date, data-driven insights about booking a holiday rental in Winnipeg including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Winnipeg?

The cheapest month to book a vacation rental in Winnipeg is April (S$ 100). Conversely, the most expensive month to stay in Winnipeg is May (S$ 577).

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

The cheapest day to stay in Winnipeg is Wednesday (S$ 101). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 181.

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

Save money by booking a vacation rental at least 28 days before your trip to Winnipeg. The lowest price found when booking 28 days ahead was S$ 63 per night.

Other accommodations in Winnipeg

Find the perfect holiday rental for your stay in Winnipeg. There are 599 hotels in Winnipeg and price data was last updated on 30 April 2025. The average price for a hotel in Winnipeg is S$ 130/night.
Show all 599 stays
370 Langside Street, Winnipeg, MB, Canada
1.6 km from city centre
Free Wi-Fi
S$ 81
Avg. per night
1979 Wellington Avenue, Winnipeg, MB, Canada
6.7 km from city centre
Free Wi-Fi
S$ 224
Avg. per night
900 Regent Avenue, Winnipeg, MB, Canada
7.4 km from city centre
Pool
Free Wi-Fi
Parking
S$ 180
Avg. per night
1999 Wellington Avenue, Winnipeg, MB, Canada
6.7 km from city centre
Free Wi-Fi
S$ 158
Avg. per night
1975 Portage Avenue, Winnipeg, MB, Canada
6.7 km from city centre
Free Wi-Fi
Parking
S$ 94
Avg. per night

Where to stay in Winnipeg

Explore different neighbourhoods and areas within Winnipeg to find the perfect location for your stay. Map data was last updated on 30 April 2025.
Use the map to find vacation rentals in Winnipeg that are close to the points of interest you'll be frequenting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

Facts about staying in Winnipeg

Find useful tips and insights about staying in Winnipeg to help you make the most of your experience. FAQs were last updated on 30 April 2025.
  • How much does a holiday rental in Winnipeg cost?

    On average, it costs S$ 130 per night for a Winnipeg holiday rental, but S$ 120 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Winnipeg was for S$ 20 per night. If you can, try to avoid booking your rental May (as this is the most expensive month). Booking September (the cheapest month) may end up saving you money.

  • Are there any Guest house holiday rentals in Winnipeg?

    There are 21 holiday rentals in Winnipeg that fall under the Guest house category, the most popular is Winnipeg Holiday.

Find better results for your stay in Winnipeg