1029+ Private Villas and Holiday Rentals in Winnipeg |
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Winnipeg Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Winnipeg

Discover more than 1029 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 547.41 ft², with nightly prices averaging $145.

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.

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Top Accommodation Types in Winnipeg

Type Count
Vacation Homes 461
Holiday Apartments 246
Villas 3

Use these Quick Filters to Find a Holiday Rental in Winnipeg

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Winnipeg.

Weather in Winnipeg, MB

View the weather forecast for Winnipeg before booking your Winnipeg Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Winnipeg, MB

Casai offers a large selection of top attractions around Winnipeg . Research things to do on your vacation before you visit Winnipeg.


Bell MTS Place
Polo Park
University of Manitoba
RBC Convention Centre Winnipeg
Health Sciences Centre
St. Boniface Hospital
Assiniboine Park Zoo
Forks Market
University of Winnipeg
Outlet Collection Winnipeg
Club Regent Casino
Canadian Museum for Human Rights
McPhillips Station Casino
Red River College
St. Vital Centre
Burton Cummings Theatre
Victoria General Hospital
Royal Winnipeg Ballet
Celebrations Dinner Theatre
Assiniboine Park

Other Places to Stay in Winnipeg, MB


Division No. 11 736 Properties
Fort Gary 513 Properties
Tuxedo 299 Properties
St. Vital 136 Properties
Regent 128 Properties
Downtown Winnipeg 62 Properties
Headingley 45 Properties
East Kildonan 36 Properties
Steinbach 33 Properties
St. James 27 Properties
Transcona 25 Properties
Exchange District 24 Properties

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 holiday rentals have private pools in Winnipeg?

Discover a selection of holiday rentals with private pools near Winnipeg with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Winnipeg are best for families?

If you're searching for a family-friendly holiday home in Winnipeg, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Winnipeg:

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

As of 2025, Casai boasts over 1029 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) 
Neighborhood Property Count
Fort Gary Vacation Rentals in Winnipeg, Manitoba 513
Downtown Winnipeg Vacation Rentals in Winnipeg, Manitoba 62
St. James Vacation Rentals in Winnipeg, Manitoba 27
Exchange District Vacation Rentals in Winnipeg, Manitoba 24
Regent Vacation Rentals in Winnipeg, Manitoba 128
West St. Paul Vacation Rentals in Winnipeg, Manitoba 26
Legislature Vacation Rentals in Winnipeg, Manitoba 602

People Also Ask

There are 1029 Winnipeg, MB Holiday Rentals

Recently Booked Holiday Rentals in Winnipeg