What types of holiday rentals are available in Winnipeg?

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

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

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

Are there any pet-friendly holiday rentals in Winnipeg?

There are a number of dog and pet-friendly Winnipeg holiday rentals, with around 8% allowing you to bring your pet along with you.

How much is a holiday rental in Winnipeg for tonight?

In the last 72 hours, users have found Winnipeg holiday rentals for tonight for as low as £36.

How can I find holiday rentals near me in Winnipeg?

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

Winnipeg Holiday Rentals from £18/night

KAYAK searches hundreds of travel sites at once for holiday home deals in Winnipeg

...and more

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Winnipeg holiday rentals

Winnipeg Peace Home

Winnipeg, MB, Canada

8.3Very Good(199)

Parking

Free Wi-Fi

Air conditioning

Winnipeg, MB, Canada

Free Wi-Fi

Pet-friendly

Air conditioning

Winnipeg, MB, Canada

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

£40+

Check availability

Maryland Homestay in Winnpeg downtown

Winnipeg, MB, Canada

5.8Fair(74)

Parking

Free Wi-Fi

Air conditioning

Winnipeg, MB, Canada

Free Wi-Fi

Air conditioning

£28+

Check availability

Wolseley the heart of the city !

Winnipeg, MB, Canada

8.7Very Good(65)

Parking

Free Wi-Fi

Air conditioning

£60+

Check availability

Cozy shared stay on the corner of Houde Drive.

Winnipeg, MB, Canada

Air conditioning

£39+

Check availability

Chesskings Guest House - Unit 2 Notredame Avenue

Winnipeg, MB, Canada

Air conditioning

£70+

Check availability

Winnipeg Place to Stay

Winnipeg, MB, Canada

5.9Fair(57)

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

Winnipeg, MB, Canada

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

£42+

Check availability

Homestay in cozy River Heights home

Winnipeg, MB, Canada

9.3Wonderful(27)

Parking

Free Wi-Fi

Pet-friendly

£39+

Check availability

1 Bedroom modern basement suite with private entrance

Winnipeg, MB, Canada

9.6Wonderful(10)

Parking

Free Wi-Fi

Air conditioning

£65+

Check availability

Well furnished Basement Suite-With Private Entrance

Winnipeg, MB, Canada

9.3Wonderful(24)

Parking

Free Wi-Fi

Air conditioning

Winnipeg, MB, Canada

Parking

Free Wi-Fi

Pool

Air conditioning

£82+

Check availability

Cozy homestay in the master bedroom of a River Heights home

Winnipeg, MB, Canada

9.1Wonderful(7)

Parking

Free Wi-Fi

£44+

Check availability

Chesskings Guest House - Unit 1

Winnipeg, MB, Canada

7.4Good(29)

Parking

Free Wi-Fi

Pet-friendly

Air conditioning

£65+

Check availability

Go to map

KAYAK’s insights for holiday 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 April, with average rates of £32. In comparison, May is the most expensive month, with prices at £187.

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 £33. The highest prices are found on Saturday, with average rates at £59.

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.

Find deals

Low season	June
High season	June

Cheapest month to stay with an average 0% drop in price.

Most expensive month to stay with an average 0% rise in price.

Pool, no minors, air-conditioned, hot tub, pet friendly, and airport shuttle are the most popular holiday rental property amenities in Winnipeg
Holiday rentals in Winnipeg are around 81% cheaper than hotels on average. Search here to compare prices for all accommodation types in Winnipeg.
The best holiday rental properties in Winnipeg are Stay549 (9.5, 49 reviews), Serene 2 Bedroom Condo With Balcony And (9.3, 35), and Well furnished Basement Suite-With Private Entrance (9.3, 24), based on ratings and reviews from real travellers.
Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Winnipeg for 7 days.

See more tips

What types of holiday rentals are available in Winnipeg?
There are loads of different property types that you can make your holiday home in Winnipeg. You’ll find apartments, caravan parks, condos, houses, homestays, lodges and villas.
What are some of the most-loved holiday rentals available in Winnipeg?
If you’re looking for something special, the holiday rental most loved by KAYAK users is Econo Lodge.
Are there any pet-friendly holiday rentals in Winnipeg?
There are a number of dog and pet-friendly Winnipeg holiday rentals, with around 8% allowing you to bring your pet along with you.
How much is a holiday rental in Winnipeg for tonight?
In the last 72 hours, users have found Winnipeg holiday rentals for tonight for as low as £36. Search here for similar prices
How can I find holiday rentals near me in Winnipeg?
Take a look at our holiday rentals map to find the best holiday rental homes near you.