
Holiday houses in Winnipeg
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Top-rated holiday rentals in Winnipeg
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Winnipeg holiday rentals
Other great holiday rentals in Winnipeg
Guest favourite

Private room in Wolseley
4.84 out of 5 average rating, 225 reviewsI Private Room for Solo traveler - Guest House
Top Guest favourite

Private room in Winnipeg
4.96 out of 5 average rating, 103 reviewsPrivate double bedroom in central streetcar suburb
Guest favourite

Home in Transcona
5 out of 5 average rating, 5 reviewsLuxurious Basement Suite w/ Private entrance

Apartment in River Heights
4.61 out of 5 average rating, 913 reviewsGorgeous 2BR Unit In Brand New ApartHOTEL
Top Guest favourite

Private room in Wolseley
4.99 out of 5 average rating, 119 reviewsGracie's Room + Mini-Kitchenette
Guest favourite

Private room in Wolseley
4.88 out of 5 average rating, 169 reviews#1 (5 Star Room) Gharonda Central {Near Polo Park}
Top Guest favourite

Private room in Winnipeg
5 out of 5 average rating, 60 reviewsRoom near Downtown & Portage Ave
Guest favourite

Private room in Fort Garry
4.94 out of 5 average rating, 86 reviewsPeaceful vintage charm villa.
Quick stats about holiday rentals in Winnipeg
Total rentals
1.9K properties
Total number of reviews
85K reviews
Family-friendly rentals
910 properties are a good fit for families
Pet-friendly rentals
440 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
Destinations to explore
- Fitness-friendly rentals Winnipeg
- Rentals with a patio Winnipeg
- Pet-friendly rentals Winnipeg
- Rentals with lake access Winnipeg
- Rentals with outdoor seating Winnipeg
- Condo rentals Winnipeg
- Rentals with a hot tub Winnipeg
- Rentals with a fireplace Winnipeg
- Apartment rentals Winnipeg
- Rentals with a fire pit Winnipeg
- Rentals with pools Winnipeg
- Rentals with breakfast Winnipeg
- Rentals with an EV charger Winnipeg
- House rentals Winnipeg
- Rentals with a washing machine and dryer Winnipeg