Winnipeg vacation rentals

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Recommended by KAYAK

Best Winnipeg vacation rentals

Most recommended vacation rentals in Winnipeg

Show all
Econo Lodge - Winnipeg - Bedroom
Econo Lodge
Winnipeg, MB, Canada
7.2Good(202)
Free Wi-Fi
Pet friendly
Winnipeg Homestay - Winnipeg - Bedroom
Winnipeg Homestay
Winnipeg, MB, Canada
6.2Okay(197)
Parking
Free Wi-Fi
Pet friendly
Winnipeg Place to Stay - Winnipeg
Parking
Free Wi-Fi
Pet friendly
Homestay in cozy River Heights home - Winnipeg
Parking
Free Wi-Fi
Pet friendly
Elmwood stay - Winnipeg
Elmwood stay
Winnipeg, MB, Canada
6.0Okay(63)
Parking
Free Wi-Fi
Pet friendly
Gateway Place - Winnipeg
Gateway Place
Winnipeg, MB, Canada
6.4Okay(4)
Parking
Free Wi-Fi
Pet friendly
Stay549 - Winnipeg
Stay549
Winnipeg, MB, Canada
9.0Wonderful(52)
Parking
Free Wi-Fi
Pool
Chesskings Guest House - Unit 1 - Winnipeg
Parking
Free Wi-Fi
Pet friendly
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KAYAK’s insights for vacation rentals in Winnipeg

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Winnipeg with confidence.

Which month has the cheapest vacation rental rates in Winnipeg?

Vacation rentals are cheapest in Winnipeg in November, with average rates of $44. In comparison, January is the most expensive month, with prices at $908.

What is the cheapest day of the week to book a vacation rental in Winnipeg?

Wednesday offers the lowest rates in Winnipeg, with an average nightly price of $55. The highest prices are found on Thursday, with average rates at $126.

How early should you book a vacation rental in Winnipeg?

Book at least 28 days before your stay begins to get the best price for your Winnipeg vacation rental.

Good to know

Low season

November

High season

January

Average price (weeknight)

$84

Average price (weekend night)

$89
Cheapest month to stay with an average 61% drop in price.
Most expensive month to stay with an average 711% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Winnipeg vacation rental deals

  • Pool, adults only, air-conditioned, hot tub, pet friendly, and airport shuttle are the most popular vacation rental property amenities in Winnipeg
  • Vacation rentals in Winnipeg are around 43% cheaper than hotels on average. Search here to compare prices for all accommodation types in Winnipeg.
  • The best vacation rental properties in Winnipeg are Well furnished Basement Suite-With Private Entrance (9.3, 25 reviews), Homestay in cozy River Heights home (9.3, 29), and Stay549 (9.0, 52), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Winnipeg, you should consider visiting during the low season. The cheapest vacation homes in Winnipeg can be found in November and June.
  • The cheapest night for renting a vacation home in Winnipeg is Friday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Winnipeg for 10 days.

FAQs when booking a vacation home in Winnipeg

  • How much is a vacation rental for a week in Winnipeg?

    The average price for a weekly Winnipeg vacation rental found by KAYAK users in the last 2 weeks is $312.

  • How much is a vacation rental for a month in Winnipeg?

    The average price for a monthly Winnipeg vacation rental found by KAYAK users in the last 2 weeks is $1,338.

  • What types of vacation rentals are available in Winnipeg?

    There are loads of different property types that you can make your vacation home in Winnipeg. You’ll find apartments, caravan parks, condos, houses, homestays, lodges and villas.

  • What are some of the most-loved vacation rentals available in Winnipeg?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Econo Lodge.

  • Are there any pet-friendly vacation rentals in Winnipeg?

    There are a number of dog and pet-friendly Winnipeg vacation rentals, with around 9% allowing you to bring your pet along with you.

  • How much is a vacation rental in Winnipeg for tonight?

    In the last 72 hours, users have found Winnipeg vacation rentals for tonight for as low as $54. Search here for similar prices

  • How much is a vacation rental in Winnipeg for this weekend?

    In the last 72 hours, users have found Winnipeg vacation rentals for this weekend for as low as $56 per night. Search here for similar prices

  • How can I find vacation rentals near me in Winnipeg?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Winnipeg?

Our map will help you find the perfect place to stay in Winnipeg by showing you the exact location of each vacation rental.

Winnipeg vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Winnipeg. Find cheap vacation homes to rent in Winnipeg. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Winnipeg that suits you best.

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