Winnipeg Holiday Rentals

We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.

Destination
Dates
Guests
Search
  • Up-front pricing
  • No markup
  • Trusted partners

Compare Holiday Rentals, Villas & Resorts in Winnipeg

1,366 villas and rentals
Sort by
See More Properties

About Casai's Private Villas and Holiday Rentals in Winnipeg

Discover more than 1366 vacation rentals available in Winnipeg. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winnipeg.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winnipeg, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winnipeg. On average, places to stay near Winnipeg offer 577.9 ft², with nightly prices averaging £115.

With Casai, finding and comparing holiday rentals in Winnipeg is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Other Places to Stay in Winnipeg, MB


Division No. 11 793 Properties
Fort Gary 588 Properties
Exchange District 575 Properties
Tuxedo 309 Properties
St. James 212 Properties
St. Vital 191 Properties
Regent 182 Properties
Birds Hill 121 Properties
Downtown Winnipeg 44 Properties
East Kildonan 42 Properties
Transcona 40 Properties
Steinbach 26 Properties

There are 1366 Winnipeg, MB Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Winnipeg

Frequently Asked Questions About Winnipeg?

What are the top holiday rentals in Winnipeg?

With numerous options available in Winnipeg, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Winnipeg:

How many Casai.uk holiday rentals are available in Winnipeg?

As of 2026, Casai boasts over 1366 properties listed in the Winnipeg area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winnipeg.

Nearby Neighborhood (7)

NeighborhoodProperty Count
Fort Gary Vacation Rentals in Winnipeg, Manitoba 588
Downtown Winnipeg Vacation Rentals in Winnipeg, Manitoba 44
St. James Vacation Rentals in Winnipeg, Manitoba 212
Exchange District Vacation Rentals in Winnipeg, Manitoba 575
Regent Vacation Rentals in Winnipeg, Manitoba 182
West St. Paul Vacation Rentals in Winnipeg, Manitoba 40
Legislature Vacation Rentals in Winnipeg, Manitoba 595