Search
Best rentals
Insights
Tips
FAQs
Map

Winnipeg vacation rentals

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

Here is why travelers 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 vacation rentals

Most recommended vacation rentals in Winnipeg

Show all
Winnipeg Peace Home - Winnipeg - Living room
Winnipeg Peace Home
Winnipeg, MB, Canada
8.3Very good(199)
Parking
Free Wi-Fi
C$ 71+
Check availability
Econo Lodge - Winnipeg - Bedroom
Econo Lodge
Winnipeg, MB, Canada
7.1Good(195)
Free Wi-Fi
Pet friendly
C$ 123+
Check availability
Winnipeg Homestay - Winnipeg - Bedroom
Winnipeg Homestay
Winnipeg, MB, Canada
6.0Okay(194)
Parking
Free Wi-Fi
Pet friendly
C$ 73+
Check availability
Maryland Homestay in Winnpeg downtown - Winnipeg - Patio
Maryland Homestay in Winnpeg downtown
Winnipeg, MB, Canada
5.8Fair(74)
Parking
Free Wi-Fi
C$ 102+
Check availability
Guest House - Winnipeg - Kitchen
Guest House
Winnipeg, MB, Canada
2.6Poor(21)
Free Wi-Fi
C$ 51+
Check availability
Wolseley the heart of the city ! - Winnipeg - Bedroom
Wolseley the heart of the city !
Winnipeg, MB, Canada
8.7Very good(65)
Parking
Free Wi-Fi
C$ 111+
Check availability
Cozy shared stay on the corner of Houde Drive. - Winnipeg - Bedroom
Cozy shared stay on the corner of Houde Drive.
Winnipeg, MB, Canada
C$ 72+
Check availability
Chesskings Guest House - Unit 2 Notredame Avenue - Winnipeg - Kitchen
Chesskings Guest House - Unit 2 Notredame Avenue
Winnipeg, MB, Canada
C$ 130+
Check availability
Winnipeg Place to Stay - Winnipeg
Winnipeg Place to Stay
Winnipeg, MB, Canada
5.9Fair(57)
Parking
Free Wi-Fi
Pet friendly
C$ 76+
Check availability
Elmwood stay - Winnipeg
Elmwood stay
Winnipeg, MB, Canada
6.0Okay(62)
Parking
Free Wi-Fi
Pet friendly
C$ 78+
Check availability
Homestay in cozy River Heights home - Winnipeg
Homestay in cozy River Heights home
Winnipeg, MB, Canada
9.3Wonderful(27)
Parking
Free Wi-Fi
Pet friendly
C$ 72+
Check availability
1 Bedroom modern basement suite with private entrance - Winnipeg
1 Bedroom modern basement suite with private entrance
Winnipeg, MB, Canada
9.6Wonderful(10)
Parking
Free Wi-Fi
C$ 120+
Check availability
Well furnished Basement Suite-With Private Entrance - Winnipeg
Well furnished Basement Suite-With Private Entrance
Winnipeg, MB, Canada
9.3Wonderful(24)
Parking
Free Wi-Fi
C$ 116+
Check availability
Stay549 - Winnipeg
Stay549
Winnipeg, MB, Canada
9.5Wonderful(49)
Parking
Free Wi-Fi
Pool
C$ 151+
Check availability
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
9.1Wonderful(7)
Parking
Free Wi-Fi
C$ 82+
Check availability
Chesskings Guest House - Unit 1 - Winnipeg
Chesskings Guest House - Unit 1
Winnipeg, MB, Canada
7.4Good(29)
Parking
Free Wi-Fi
Pet friendly
C$ 120+
Check availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

C$ 0 - C$ 1,532C$ 1,532 - C$ 3,064C$ 3,064 - C$ 4,597C$ 4,597 - C$ 6,129C$ 6,129+ per night

Property Types

ApartmentCondoHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

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.

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

Saturday offers the lowest rates in Winnipeg, with an average nightly price of C$ 108. The highest prices are found on Thursday, with average rates at C$ 160.

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

Good to know

Low season

August

High season

March

Average price (weeknight)

C$ 100

Average price (weekend night)

C$ 92
Cheapest month to stay with an average 31% drop in price.
Most expensive month to stay with an average 33% 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, no minors, 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 83% cheaper than hotels on average. Search here to compare prices for all accommodation types in Winnipeg.
  • The best vacation 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 travelers.
  • Downtown is the neighborhood in Winnipeg with the most affordable vacation rental properties (61 properties with an average price of C$ 172 per night). Luxury skyline condo in downtown FREE 24/7 parking, New Listing Luxurious Downtown Loft Heat, and Luxury One Bedroom Suite are the most popular rental properties in Downtown.
  • 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 August and April.
  • The cheapest night for renting a vacation home in Winnipeg is Saturday. In contrast, the most expensive is Thursday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Winnipeg for 3 days.
See more tips

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$ 580.

  • 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$ 2,485.

  • 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?

    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 Peace Home and Winnipeg Homestay.

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

    There are a number of dog and pet-friendly Winnipeg vacation rentals, with around 8% 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$ 66. 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.

See more FAQs

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.

Everything you need to know for your stay in Winnipeg

Hotels near airports in Winnipeg

Hotels near Winnipeg Airport

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.