Photo by Tourism Winnipeg/Dan Harper

Winnipeg Holiday Rentals

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Our top choices for Winnipeg holiday rentals

2.0 star property
The price is NZ$189
includes taxes & fees
11 Jan - 12 Jan 2026
Spacious Century Gem in Downtown Winnipeg with parking
2.0 star property
The price is NZ$448
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious 3BR Home with Fast Wi-Fi and Free Parking
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 NZ$571
includes taxes & fees
29 Jan - 30 Jan 2026
St. Thérèse’s Nest: Your Peaceful Retreat Minutes from the Pulse of the City
The price is NZ$320
includes taxes & fees
1 Jan - 2 Jan 2026
Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.

Holiday Home in Transcona

Cozy Basement Suite in Winnipeg
2.0 star property
The price is NZ$201
includes taxes & fees
10 Jan - 11 Jan 2026
Cozy Basement Suite in Winnipeg
2.0 star property
The price is NZ$268
includes taxes & fees
12 Jan - 13 Jan 2026
Modern 1-Bedroom Getaway Near The Forks & St.B

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 NZ$190
includes taxes & fees
12 Jan - 13 Jan 2026
Golden Eagle, Basement Suite
The price is NZ$19,529
includes taxes & fees
30 Dec - 31 Dec
Suite with facilities to make you feel at home
The price is NZ$191
includes taxes & fees
12 Jan - 13 Jan 2026
Serene 2-bedroom private basement suite house in beautiful Winnipeg

Apartment in Central St. Boniface

*Refresh | Central & Trendy | 5 min to downtown*
9.4 out of 10, Exceptional, (6)
"We enjoyed our stay. Everything was just as the VRB site said it was. "
United States
Holley D.
The price is NZ$332
includes taxes & fees
30 Dec - 31 Dec
*Refresh | Central & Trendy | 5 min to downtown*
The price is NZ$604
includes taxes & fees
6 Jan - 7 Jan 2026
Riverfront City Escape w/Hot Tub, 2 King, Gym, Sleeps 12, Firepit, Kayaks
2.0 star property
The price is NZ$320
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy 3-Bedroom Basement Suite with Private Entrance

Apartment in Central St. Boniface

Retraite Saint Boniface/St. Boniface Retreat
9.8 out of 10, Exceptional, (7)
"Great neighborhood and great place to stay "
Canada
jenn
The price is NZ$353
includes taxes & fees
30 Dec - 31 Dec
Retraite Saint Boniface/St. Boniface Retreat
10.0 out of 10, Exceptional, (3)
"Nice and attractive place … host has good communication "
United States
Benson-Ifere E.
The price is NZ$216
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy 2-Bedroom Home in St-Boniface – 5 Min Walk to Food, Fuel & More
2.0 star property
The price is NZ$335
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious new 3 Bedroom, sleeps 10, King Bed, 8min to YWG
10.0 out of 10, Exceptional, (2)
"Newer development, clean, beautifully designed. Comforts of home. Host replies in a timely matter. Enjoyed my stay with no hassle. "
Canada
Lori
The price is NZ$311
includes taxes & fees
30 Dec - 31 Dec
*Shop & Dine | Free Parking | 7 min to Airport*
The price is NZ$268
includes taxes & fees
30 Dec - 31 Dec
Cozy 2BR in Winnipeg. Near airport, food, bus, hospital. Home away from home.

Holiday Home in Central St. Boniface

Stylish & Spacious | Minutes from Downtown
10.0 out of 10, Exceptional, (3)
"Well stocked, spacious, and central. Glad I stayed here. "
Canada
Dale K.
The price is NZ$332
includes taxes & fees
7 Jan - 8 Jan 2026
Stylish & Spacious | Minutes from Downtown
The price is NZ$7,584
includes taxes & fees
30 Dec - 31 Dec
Nice 2 bed basement + private entrance
10.0 out of 10, Exceptional, (1)
"Perfect for a 1 night stay. Just passing through. "
Canada
Norman
The price is NZ$207
includes taxes & fees
3 Jan - 4 Jan 2026
Private Basement Apartment with separate entrance
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, 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$174 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 Welcoming Private 2 Bedroom Suite and Cozy Home away from Home in a Basement with a separate entrance.

How many holiday rentals are there in Winnipeg?

Expedia has 281 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.