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Winnipeg Summer Rentals, Cottages & Cabins

Book a Place to Stay in Winnipeg for Your Summer Getaway

About Winnipeg Summer Rental on Casai.com

With 327 summer rental in or near Winnipeg? Look no further than Casai for your upcoming summer getaway. Whether you're traveling with family, friends, or a group, we offer a wide selection of holiday homes and villas designed for the perfect summer retreat.

Our holiday homes and villas in Winnipeg come with a range of top amenities, including private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.

Searching for a relaxing retreat in Winnipeg to make unforgettable summer memories? Casai has you covered with a variety of options, including unique condos, luxury resorts, bungalows, cozy cabins, RVs, and cottages in Winnipeg.

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Frequently Asked Questions About Winnipeg Luxury Rentals

In 2025, Casai offers 327 summer rentals in or around Winnipeg. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Winnipeg is $142. Check the full list of summer accommodations in Winnipeg.
There are 327 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Casai.com.

Yes, here are some popular summer holiday rentals in Winnipeg that have a private or indoor pool:

Check all holiday rentals with a pool in Winnipeg on Casai.com.

Yes, We have 327 summer rental homes in Winnipeg and types of place to stay in Winnipeg include:

  • Vacation Homes: 327 available for rent
  • Villas: 327 Rentals available for rent
  • Holiday Apartments: 327 Rentals available for rent
  • Hotels with Suites: 327 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Winnipeg. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Winnipeg.