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Winnipeg vacation rentals

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Booking Insights
Recommended by KAYAK

Best Winnipeg vacation rentals

These are the best prices for Oct 4 - 5.
Luxury skyline condo in downtown FREE 24/7 parking - Winnipeg - Building
Luxury skyline condo in downtown FREE 24/7 parking
Downtown
8.4Very good(97)
Condo
C$ 206+
Check availability
Cozy Skyline Condo in Downtown, across Canada Life Centre - Winnipeg - Lounge
Cozy Skyline Condo in Downtown, across Canada Life Centre
Downtown
8.9Very good(69)
Condo
C$ 203+
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Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg - Winnipeg - Living room
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
Downtown
9.4Wonderful(15)
Apartment
C$ 179+
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Entire Basement Suite in Winnipeg - Winnipeg - Kitchen
Entire Basement Suite in Winnipeg
Winnipeg, MB, Canada
9.1Wonderful(19)
House
C$ 115+
Check availability
Theloftonjames, Historic Exchange District, Exposed Brick & Beams, High Ceilings - Winnipeg - Living room
Theloftonjames, Historic Exchange District, Exposed Brick & Beams, High Ceilings
Downtown
10Wonderful(53)
Condo
C$ 505+
Check availability
Free Parking Ny Style Condo In Exchange District - Winnipeg - Living room
Free Parking Ny Style Condo In Exchange District
Downtown
9.9Wonderful(71)
Condo
C$ 225+
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3 floors character house - Winnipeg - Bedroom
3 floors character house
Winnipeg, MB, Canada
9.4Wonderful(51)
House
C$ 158+
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Cozy shared stay on the corner of Houde Drive. - Winnipeg - Bedroom
Cozy shared stay on the corner of Houde Drive.
Winnipeg, MB, Canada
10Wonderful(1)
House
C$ 81+
Check availability
Two Bedroom Basement Suite With Private Entrance & Free Parking - Winnipeg - Living room
Two Bedroom Basement Suite With Private Entrance & Free Parking
Winnipeg, MB, Canada
9.0Wonderful(40)
Homestay
C$ 123+
Check availability
French district Main floor of the duplex house - clean and quiet - Pet Friendly! - Winnipeg - Bedroom
French district Main floor of the duplex house - clean and quiet - Pet Friendly!
Winnipeg, MB, Canada
9.0Wonderful(6)
House
C$ 220+
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2 Br/ 3 beds with free parking, wifi and much more - Winnipeg - Bedroom
2 Br/ 3 beds with free parking, wifi and much more
Winnipeg, MB, Canada
9.1Wonderful(25)
Condo
C$ 216+
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Jimmy - Winnipeg
Jimmy
Winnipeg, MB, Canada
9.6Wonderful(13)
Homestay
C$ 107+
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Gateway Place - Winnipeg
Gateway Place
Winnipeg, MB, Canada
6.9Okay(23)
Homestay
C$ 71+
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Cozy homestay in the master bedroom of a River Heights home - Winnipeg
Cozy homestay in the master bedroom of a River Heights home
Winnipeg, MB, Canada
9.5Wonderful(22)
Homestay
C$ 88+
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Winnipeg Homestay - Winnipeg
Winnipeg Homestay
Winnipeg, MB, Canada
6.7Okay(232)
Homestay
C$ 87+
Check availability
Trueserve - Winnipeg
Trueserve
Winnipeg, MB, Canada
9.7Wonderful(6)
Apartment
C$ 111+
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Booking Insights

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 August, with average rates of C$ 30. In comparison, December is the most expensive month, with prices at C$ 324.

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 C$ 78. The highest prices are found on Friday, with average rates at C$ 181.

How much is a vacation rental in Winnipeg for tonight by property type?

The best deal for a vacation rental in Winnipeg found by KAYAK users in the last 5 days was C$ 69 in a Homestay. Apartment prices start at C$ 101.

How much is a vacation rental in Winnipeg for this weekend by property type?

The best deal for a vacation rental in Winnipeg found by KAYAK users for the upcoming weekend was C$ 73 in a Homestay. Apartments prices start at C$ 96, Houses at C$ 112, and Condos at C$ 209.

How early should you book a vacation rental in Winnipeg?

Book at least 55 days before your stay begins to get the best price for your Winnipeg vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

January
December
C$ 126
C$ 118
Cheapest month to stay with an average 40% drop in price.
Most expensive month to stay with an average 196% 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 holiday rental deals

  • Pool, hot tub, pet friendly, air-conditioned, parking, and wifi are the most popular vacation rental property amenities in Winnipeg
  • Vacation rentals in Winnipeg are around 302% cheaper than hotels on average. Search here to compare prices for all accommodation types in Winnipeg.
  • The best vacation rental properties in Winnipeg are Theloftonjames, Historic Exchange District, Exposed Brick & Beams, High Ceilings (10.0, 53 reviews), Free Parking Ny Style Condo In Exchange District (9.9, 71), and Luxurious House in a Desired Location, King Bed (9.8, 50), 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 January and October.
  • The cheapest night for renting a vacation home in Winnipeg is Wednesday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Winnipeg for 6 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 C$ 794.

  • 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 C$ 3,402.

  • 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, condos, houses, homestays, hotels, lodges and villas.

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

    There are many types of properties available for Winnipeg vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Winnipeg Homestay and Winnipeg Peace Home.

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

    There are a number of dog and pet-friendly Winnipeg vacation rentals, with around 16% 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 C$ 69. 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 C$ 73 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.

More options for your stay in Winnipeg