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
Get the amount of space that is right for you
Popular amenities for Winnipeg holiday rentals
Other great holiday rentals in Winnipeg
Guest favourite
Apartment in Winnipeg
4.86 out of 5 average rating, 132 reviewsRelaxing Downtown Studio Unit in Winnipeg
Guest favourite
Condo in Downtown Winnipeg
4.88 out of 5 average rating, 277 reviewsLuxury condo downtown **PARKING Spot Included**
Guest favourite
Apartment in River Heights
4.92 out of 5 average rating, 133 reviewsVillage House Unit 7
Guest favourite
Loft in Downtown Winnipeg
5.0 out of 5 average rating, 280 reviews❤️️ theLOFTonJAMES ❤️️ Your Staycation Escape ❤️️
Guest favourite
Condo in Winnipeg
4.94 out of 5 average rating, 156 reviewsFREE PARKING NY Style Condo in Exchange District
Guest favourite
Tiny home in Springfield
4.94 out of 5 average rating, 251 reviewsLittle house in the country
Superhost
Home in Winnipeg
4.8 out of 5 average rating, 298 reviews💎⭐️Brooklands beauty-Minutes from Airport✈️
Guest favourite
Condo in Downtown Winnipeg
4.93 out of 5 average rating, 284 reviews°New York style condo The District° Free Parking
Quick stats about holiday rentals in Winnipeg
Total rentals
2K properties
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
500 properties allow pets
Family-friendly rentals
950 properties are a good fit for families
Total number of reviews
68K reviews
Destinations to explore
- Gimli Holiday rentals
- Falcon Lake Holiday rentals
- Winnipeg Beach Holiday rentals
- Whiteshell Holiday rentals
- Steinbach Holiday rentals
- Lac du Bonnet Holiday rentals
- Winkler Holiday rentals
- Saint Malo Holiday rentals
- Lake Manitoba Holiday rentals
- Morden Holiday rentals
- West Hawk Lake Holiday rentals
- Pinawa Holiday rentals
- Rentals with a fireplace Winnipeg
- Rentals with breakfast Winnipeg
- Rentals with outdoor seating Winnipeg
- Rentals with lake access Winnipeg
- House rentals Winnipeg
- Fitness-friendly rentals Winnipeg
- Apartment rentals Winnipeg
- Rentals with a hot tub Winnipeg
- Rentals with a washing machine and dryer Winnipeg
- Rentals with a fire pit Winnipeg
- Monthly Rentals Winnipeg
- Pet-friendly rentals Winnipeg
- Rentals with pools Winnipeg
- Rentals with a patio Winnipeg
- Rentals with an EV charger Winnipeg
- Condo rentals Winnipeg
- Kid-friendly rentals Winnipeg
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom