Holiday Rentals in Winnipeg

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Our top choices for Winnipeg holiday rentals

10.0 out of 10, Exceptional, (1)
"Very clean and nice Host responded quickly to any messages "
United States
Anonymous traveller
The price is €184
includes taxes & fees
26 Dec - 27 Dec
Brand New 1BR Suite + Private entrance with Free parking & washer, dryer & iron
10.0 out of 10, Exceptional, (1)
"Check in was easy. Great location. Parking on street in front of house no problem. Kitchen had the basics. Tassimo made wonderful coffee. Beds comfortable but firm. Host was exceptionally attentive and accommodating. She was a blessing."
Canada
Joanne S.
The price is €274
includes taxes & fees
25 Dec - 26 Dec
St. Thérèse’s Nest: Your Peaceful Retreat Minutes from the Pulse of the City
2.0 star property
Spacious Century Gem in Downtown Winnipeg with parking

Holiday Home in Transcona

Cozy Basement Suite in Winnipeg
2.0 star property
The price is €104
includes taxes & fees
23 Jan - 24 Jan 2026
Cozy Basement Suite in Winnipeg
The price is €163
includes taxes & fees
26 Dec - 27 Dec
Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.
Serene 2-bedroom private basement suite house in beautiful Winnipeg
2.0 star property
The price is €162
includes taxes & fees
28 Dec - 29 Dec
Cozy 3-Bedroom Basement Suite with Private Entrance

Apartment in Winnipeg

Golden Eagle, Basement Suite
10.0 out of 10, Exceptional, (2)
"Place was very clean and kids enjoyed the ping-pong table and mini pool table. We felt a draft from the windows but they supplied a heater and extra blankets that helped. The tv was nice and big for the kids to game out with. Beds, bedding and pillows were very comfortable! I gave them 4 stars for accuracy of ad because at the top it says “entire house”, but throughout the ad it clarifies that it’s not, that we have the full basement. Which was good enough. But the kids were disappointed we...
Canada
Germaine B.
The price is €95
includes taxes & fees
25 Dec - 26 Dec
Golden Eagle, Basement Suite

Holiday Home in Peguis

Morning glory cottage
8.6 out of 10, Excellent, (40)
"Good place "
United States
Roy H.
The price is €78
includes taxes & fees
25 Dec - 26 Dec
Morning glory cottage
2.0 star property
Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG
2.0 star property
The price is €137
includes taxes & fees
5 Jan - 6 Jan 2026
Modern 1-Bedroom Getaway Near The Forks & St.B
2.0 star property
The price is €80
includes taxes & fees
25 Dec - 26 Dec
Lakeview walkout suite - private Entrance
10.0 out of 10, Exceptional, (1)
"Perfect for a 1 night stay. Just passing through. "
Canada
Norman
The price is €107
includes taxes & fees
26 Dec - 27 Dec
Private Basement Apartment with separate entrance
8.6 out of 10, Excellent, (4)
"Nice suite, clean and relatively new. some defects pointed out to the owner and very receptive of comments."
Canada
Bill H.
The price is €103
includes taxes & fees
27 Dec - 28 Dec
Luxury: Home Away from Home with Private Entrance
Modern & cozy basement suite with private entrance in Prairie Pointe - Winnipeg!
2.0 star property
Spacious 3BR Home with Fast Wi-Fi and Free Parking

Holiday Home in Peguis

The perfect Retreat
8.4 out of 10, Very good, (5)
"Owner was very friendly and house was well maintained "
Canada
Erik
The price is €81
includes taxes & fees
25 Dec - 26 Dec
The perfect Retreat
The price is €304
includes taxes & fees
6 Jan - 7 Jan 2026
Riverfront City Escape w/Hot Tub, 2 King, Gym, Sleeps 12, Firepit, Kayaks
10.0 out of 10, Exceptional, (62)
"Highly recommend! Great location. Amazing loft space and super helpful friendly hosts."
United States
Kristine A.
The price is €339
includes taxes & fees
3 Jan - 4 Jan 2026
theLOFTonJAMES, Historic Exchange District, Exposed Brick & Beams, High Ceilings
9.6 out of 10, Exceptional, (10)
"Good location to stay"
United States
Sarah
The price is €92
includes taxes & fees
3 Jan - 4 Jan 2026
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.
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

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, apart-hotels, 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 €90 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. 

Frequently asked questions

Can I find holiday rentals in Winnipeg?

Yes, there are holiday rentals in Winnipeg close to Manitoba Museum, 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 entertainment choices 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?

3 floors character house: This highly rated holiday home rental in Winnipeg is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. 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. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. Other favourite homes for rent in Winnipeg are Cozy Home away from Home in a Basement with a separate entrance and 🌎Modern 3 bedroom home w/street park’n close to ✈️.

How many holiday rentals are there in Winnipeg?

Expedia has 280 holiday rentals for your stay in Winnipeg.

What can I see and do in Winnipeg?

Manitoba Museum and Manitoba Sports Hall of Fame and Museum are a couple of the family-friendly sights, whereas cultural attractions include Winnipeg Art Gallery and Canadian Museum for Human Rights. 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.