A modern bridge with a tall central tower and cables, crossing a river with a cityscape in the background.

Winnipeg Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Winnipeg holiday rentals

A laundry room with a washer, dryer, and a standing fan.

1. The Cozy Corner Home

The Cozy Corner Home
2.0 star property
East Kildonan
The price is NZ$201
includes taxes & fees
3 Oct - 4 Oct
The Cozy Corner Home
A spacious indoor area with high ceilings, exposed brick walls, and a central wooden table.

2. FREE PARKING NY Style Condo in Exchange District

FREE PARKING NY Style Condo in Exchange District
Exchange District
10.0 out of 10, Exceptional, (94 reviews)
"Lovely stay - very spacious, secure and clean! Would recommend"
Canada
Alyssa
The price is NZ$276
includes taxes & fees
6 Oct - 7 Oct
FREE PARKING NY Style Condo in Exchange District
A modern lobby with leather sofas, a glass coffee table, and abstract wall art.

3. Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
Downtown Winnipeg
9.6 out of 10, Exceptional, (20 reviews)
"Clean and easy to access"
Canada
Tina
The price is NZ$238
includes taxes & fees
18 Oct - 19 Oct
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
A living room with a black sofa, a glass coffee table, a potted plant, a flat-screen TV, and a wall-mounted clock.

4. Cozy Haven 1-bedroom suite close to centre of Winnipeg

Cozy Haven 1-bedroom suite close to centre of Winnipeg
Winnipeg
8.6 out of 10, Excellent, (4 reviews)
"Would definitely stay here again if I’m ever in Winnipeg! "
Canada
Ashton P.
The price is NZ$174
includes taxes & fees
29 Sept - 30 Sept
Cozy Haven 1-bedroom suite close to centre of Winnipeg
A staircase with a 'welcome' sign and a vase of yellow flowers.

5. 2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.
Transcona
9.4 out of 10, Exceptional, (20 reviews)
"Overall it is clean, and almost has everything you need for long time stays, and it is easy to communicate with the owner. It is located in a new community, close to Costco, not too far from the downtown, better to have a car for travel."
Canada
Fei
The price is NZ$195
includes taxes & fees
28 Sept - 29 Sept
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.
A residential driveway with a circular brick pattern leading to a garage.

6. Golden Eagle, Basement Suite

Golden Eagle, Basement Suite
Winnipeg
9.2 out of 10, Wonderful, (16 reviews)
"Nice place liked to stay"
Canada
Simran K.
The price is NZ$253
includes taxes & fees
29 Sept - 30 Sept
Golden Eagle, Basement Suite
A modern living room with a sectional sofa, a glass coffee table, a flat-screen TV mounted on the wall, and a painting of a cityscape.

7. Fully Furnished Basement Unit – Private Entrance Included

Fully Furnished Basement Unit – Private Entrance Included
St. Vital
9.2 out of 10, Wonderful, (18 reviews)
"Great clean spot"
United States
Dustin
The price is NZ$179
includes taxes & fees
28 Sept - 29 Sept
Fully Furnished Basement Unit – Private Entrance Included
A dining area with a table set for two, a microwave, a stove, and white cabinets.

8. Cozy two-bedroom retreat in the heart of St. Boniface,

Cozy two-bedroom retreat in the heart of St. Boniface,
Central St. Boniface
10.0 out of 10, Exceptional, (4 reviews)
"Good communication, well located and the property was well described in the ad. Would stay again"
United States
Terry P.
The price is NZ$296
includes taxes & fees
9 Oct - 10 Oct
Cozy two-bedroom retreat in the heart of St. Boniface,
A staircase with wooden steps and a metal handrail, leading to an upper floor.

9. Winnipeg Radiant Home - A peaceful neighborhood with separate entrance

Winnipeg Radiant Home - A peaceful neighborhood with separate entrance
East Kildonan
9.4 out of 10, Exceptional, (9 reviews)
"Clean and quiet. Perfect for an overnight before a flight."
Canada
Erika
The price is NZ$162
includes taxes & fees
29 Sept - 30 Sept
Winnipeg Radiant Home - A peaceful neighborhood with separate entrance
A modern kitchen with white cabinets, a central island with stools, and a view of the outdoors.

10. St B. Living

St B. Living
Central St. Boniface
9.6 out of 10, Exceptional, (30 reviews)
"The house was great and as advertised. 3 bedrooms -1 has a queen bed, 2 have single beds.2 bathrooms. Worked great for what we needed. Good location, easy to get around to where we needed to go, close to grocery stores. Also close to hospital and the Forks. Parking spot in the back fit our SUV. Host had great communication and was very helpful, with quick reply. I would recommend this place to others. One note is that the coffee maker is a Kureg machine, not a regular coffee maker."
Canada
Kyleah
The price is NZ$232
includes taxes & fees
29 Sept - 30 Sept
St B. Living
A modern living room with a leather sofa set, a glass coffee table, and a lamp.

11. Canada Life Centre° Osborne Location

Canada Life Centre° Osborne Location
Osborne Village
9.8 out of 10, Exceptional, (7 reviews)
"Perfect stay for 5 nights with my daughter. I would stay here again. "
Canada
Billie F.
The price is NZ$268
includes taxes & fees
8 Oct - 9 Oct
Canada Life Centre° Osborne Location
A modern living room with a black leather sofa, a small coffee table, and a kitchen area with a refrigerator, sink, and cabinets.

12. Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom

Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom
Peguis
9.4 out of 10, Exceptional, (8 reviews)
"Lovely little suite, fresh and new, with excellent beds and air conditioning. Very friendly and helpful owner. We had a great stay!"
Canada
Danielle
The price is NZ$208
includes taxes & fees
29 Sept - 30 Sept
Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom
A modern conference room with a glass table, black chairs, a large flat-screen TV, and a decorative plant.

13. Welcoming Private 2 Bedroom Suite

Welcoming Private 2 Bedroom Suite
Fort Garry
9.6 out of 10, Exceptional, (17 reviews)
"Clean area, nice peaceful area."
Canada
Vince
The price is NZ$224
includes taxes & fees
28 Sept - 29 Sept
Welcoming Private 2 Bedroom Suite
A marble table with various items including a clear glass, a white vase, a gold decorative piece, and a striped mug.

14. One-bedroom guest suite with private entry

One-bedroom guest suite with private entry
East Kildonan
9.4 out of 10, Exceptional, (10 reviews)
"The suite was spacious and well equipped."
United States
Michael G.
The price is NZ$174
includes taxes & fees
30 Sept - 1 Oct
One-bedroom guest suite with private entry
A door with a glass panel, a mailbox, and a welcome mat.

15. Spacious 2 bedroom basement in a quiet neighborhood.

Spacious 2 bedroom basement in a quiet neighborhood.
Winnipeg
The price is NZ$194
includes taxes & fees
28 Sept - 29 Sept
Spacious 2 bedroom basement in a quiet neighborhood.
A compact living space with a wooden floor, a black armchair, a sofa, a glass coffee table, and a kitchen area with a countertop and sink.

16. The Snug Spot,Retreat offers a warm and inviting escape for travelers.

The Snug Spot,Retreat offers a warm and inviting escape for travelers.
St. Vital
10.0 out of 10, Exceptional, (12 reviews)
"I enjoyed my stay, super comfy bed!!"
United States
Kim S.
The price is NZ$165
includes taxes & fees
9 Oct - 10 Oct
The Snug Spot,Retreat offers a warm and inviting escape for travelers.

17. Cozy Nest - 1 Bedroom

Cozy Nest - 1 Bedroom
St. Vital
10.0 out of 10, Exceptional, (2 reviews)
"Very private, super new and super clean, convenient location and GREAT air conditioning."
Canada
Karryn
The price is NZ$231
includes taxes & fees
28 Sept - 29 Sept
Cozy Nest - 1 Bedroom
A two-story house with a garage, a driveway, and a gravel front yard.

18. Morning glory cottage

Morning glory cottage
Peguis
8.6 out of 10, Excellent, (40 reviews)
"Very friendly host great location"
Canada
Caleb
The price is NZ$157
includes taxes & fees
30 Sept - 1 Oct
Morning glory cottage
A covered patio area with a wooden deck, a white lounge chair, a table, and a hanging flower basket.

19. Maryland Homestay - Downtown Apartment #1

Maryland Homestay - Downtown Apartment #1
Winnipeg
8.0 out of 10, Very good, (7 reviews)
"Yes, you can walk to get everything you need. "
Canada
Allen
The price is NZ$219
includes taxes & fees
28 Sept - 29 Sept
Maryland Homestay - Downtown Apartment #1
A staircase with dark wooden steps leading up to a landing.

20. Home away from home! Entire basement suite with privacy and driveway parking!

Home away from home! Entire basement suite with privacy and driveway parking!
Fort Garry
10.0 out of 10, Exceptional, (3 reviews)
"very clean, lovely space. loved staying for our anniversary "
Canada
Rayna
The price is NZ$206
includes taxes & fees
29 Sept - 30 Sept
Home away from home! Entire basement suite with privacy and driveway parking!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winnipeg Hotel Reviews

Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

10/10 Excellent
"The staff were very accommodating. There was a mix-up with my reservation through Expedia. The staff were unable to find my reservation even though I had a receipt and confirmation. They asked me to wait while they looked into it further. I was then told they would upgrade my room to a suite. The suite was wonderful, clean and very spacious. I really appreciated their prompt response and the willingness to provide me a room. I was very impressed with their courteous professionalism and great customer service. I would recommend the hotel to others travelling to Winnipeg."
Karen 4-night trip
Posted 8 hours ago
Canad Inns Destination Centre Polo Park

Find out more about Winnipeg

Everything you need to know about Winnipeg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winnipeg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winnipeg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winnipeg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winnipeg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winnipeg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winnipeg holiday rentals we have selected for you start as low as NZ$179 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winnipeg rentals

At Expedia, we put the best Winnipeg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winnipeg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winnipeg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winnipeg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Winnipeg?

Yes, there are holiday rentals in Winnipeg close to Centennial Concert Hall, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Winnipeg. The acclaimed theatre scene and fascinating museums are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Winnipeg has to offer?

St B. Living : This highly rated holiday home rental in Winnipeg is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Winnipeg are Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom and Mary's Luxury Suite.

How many holiday rentals are there in Winnipeg?

Expedia has 391 holiday rentals for your stay in Winnipeg.

What can I see and do in Winnipeg?

Assiniboine Park Zoo and Hockey for All Centre are a couple of the family-friendly sights, whereas cultural attractions include Destination Dinner Stage and Winnipeg Art Gallery. While here, Thermëa - Winnipeg and St. Vital Centre are other places worth a visit.

What are holiday rentals like in Winnipeg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winnipeg. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.