Holiday rentals 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
4.85 out of 5 average rating, 122 reviews1150 square feet Of modern, open style condo
10–17 Nov
$115 SGD per night
Guest favourite
Home in Winnipeg
4.91 out of 5 average rating, 11 reviewsCentral Cozy 2bd Newley renovated Home
17–24 Apr
$105 SGD per night
Guest favourite
Home in Wolseley
4.9 out of 5 average rating, 71 reviewsEntire Suite - Modern, Minimalist, Central & Clean
$89 SGD per night
Guest favourite
Flat in Winnipeg
4.96 out of 5 average rating, 26 reviewsLovely 1 bedroom suite with free parking on site.
16–23 Apr
$92 SGD per night
Guest favourite
Guest house in River Heights
5.0 out of 5 average rating, 36 reviewsNordic Style | Trendy & Central
13–20 Oct
$122 SGD per night
Guest favourite
Guest house in Winnipeg
4.9 out of 5 average rating, 21 reviews“Grandpa’s Side” Private In-Home Suite
25 Nov – 2 Dec
$94 SGD per night
Guest favourite
Bungalow in River Heights
5.0 out of 5 average rating, 86 reviewsElm Tree Place - Charming Updated 1930s Bungalow
12–19 Jan
$172 SGD per night
Guest favourite
Guest house in Saint Boniface
4.99 out of 5 average rating, 95 reviewsSaint Boniface, Eugenie Lane, New & Cozy
5–12 Nov
$137 SGD per night
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 firepit Winnipeg
- Rentals with lake access Winnipeg
- Rentals with a patio Winnipeg
- Family-friendly rentals Winnipeg
- Fitness-friendly rentals Winnipeg
- Flat rentals Winnipeg
- Waterfront rentals Winnipeg
- Pet-friendly rentals Winnipeg
- Rentals with a fireplace Winnipeg
- Apartment rentals Winnipeg
- Rentals with a hot tub Winnipeg
- House rentals Winnipeg
- Rentals with a washing machine and dryer Winnipeg
- Rentals with breakfast Winnipeg
- Rentals with outdoor seating Winnipeg
- Rentals with an EV charger Winnipeg
- Monthly Rentals Winnipeg
- Rentals with pools Winnipeg
- Yurt Rentals United States
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- Holiday Chalets United Kingdom
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- Holiday Apartments Australia
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- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- 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
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- Beach Houses United Kingdom
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- Pet-Friendly Vacation Rentals United States
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- Dog-Friendly Cottages United Kingdom
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