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
Home in River Heights
4.93 out of 5 average rating, 60 reviewsCozy South River Heights Suite
Guest favourite
Home in Winnipeg
4.92 out of 5 average rating, 52 reviews<Stay In-Peg> Private Gym, Dedicated Office Space.
Guest favourite
Guest suite in Winnipeg
4.89 out of 5 average rating, 85 reviewsHome Away From Home - 1BDRM
Guest favourite
Home in Winnipeg
4.97 out of 5 average rating, 37 reviews3 Bedroom 2.5 Bath near Airport
Superhost
Home in River Heights
4.93 out of 5 average rating, 15 reviews*NEW* 1 Bedroom Suite - FREE Parking
Guest favourite
Loft in Downtown Winnipeg
4.92 out of 5 average rating, 211 reviewsExchange District NY Style Loft FREE PARKING
Superhost
Home in Wolseley
4.84 out of 5 average rating, 135 reviewsModern, Minimalist, & Clean - Self-Contained Suite
Guest favourite
Rental unit in Downtown Winnipeg
4.97 out of 5 average rating, 60 reviewsWinnipeg Exchange district- Loft style 1 BR unit
Quick stats about holiday rentals in Winnipeg
Total rentals
1.8K properties
Total number of reviews
73K reviews
Family-friendly rentals
880 properties are a good fit for families
Pet-friendly rentals
470 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
- Gimli Holiday rentals
- Falcon Lake Holiday rentals
- Winnipeg Beach Holiday rentals
- Whiteshell Holiday rentals
- Winkler Holiday rentals
- Lac du Bonnet Holiday rentals
- Steinbach Holiday rentals
- Saint Malo Holiday rentals
- Morden Holiday rentals
- Lake Manitoba Holiday rentals
- West Hawk Lake Holiday rentals
- Pinawa Holiday rentals
- Apartment rentals Winnipeg
- Fitness-friendly rentals Winnipeg
- Rentals with a fireplace Winnipeg
- Rentals with a hot tub Winnipeg
- Monthly Rentals Winnipeg
- Condo rentals Winnipeg
- Rentals with a fire pit Winnipeg
- Kid-friendly rentals Winnipeg
- Rentals with a patio Winnipeg
- Rentals with a washing machine and dryer Winnipeg
- Rentals with outdoor seating Winnipeg
- Rentals with breakfast Winnipeg
- Pet-friendly rentals Winnipeg
- Rentals with lake access Winnipeg
- Rentals with an EV charger Winnipeg
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- 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
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- 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