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Winnipeg Holiday Rentals

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Our top choices for Winnipeg holiday rentals

1. FREE PARKING NY Style Condo in Exchange District

FREE PARKING NY Style Condo in Exchange District
Exchange District
10.0 out of 10, Exceptional, (90 reviews)
"Property was exactly as listed, clean, comfortable and well located. Excellent stay and would definately stay her again"
Canada
Jackie
The price is AU$232
includes taxes & fees
8 Sept - 9 Sept
FREE PARKING NY Style Condo in Exchange District

2. 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, (8 reviews)
"This is a home away from home, you have a seperate entrance, with a smart lock, you go down a staircase, and it's a seperate living area, complete with bedroom, with queen sized bed, a bathroom, a kitchen, living room, and a small kitchen table nook. A great price for 2 nights, on weekdays."
United States
SHERRI L
The price is AU$133
includes taxes & fees
7 Sept - 8 Sept
Winnipeg Radiant Home - A peaceful neighborhood with separate entrance

3. Fully Furnished Basement Unit – Private Entrance Included

Fully Furnished Basement Unit – Private Entrance Included
St. Vital
9.4 out of 10, Exceptional, (16 reviews)
"Great clean spot"
United States
Dustin
The price is AU$148
includes taxes & fees
5 Sept - 6 Sept
Fully Furnished Basement Unit – Private Entrance Included

4. Serenity meets class: Entire Basement Suite in Winnipeg

Serenity meets class: Entire Basement Suite in Winnipeg
St. Vital
9.6 out of 10, Exceptional, (31 reviews)
"Very happy with our stay"
United States
Rita S.
The price is AU$148
includes taxes & fees
7 Sept - 8 Sept
Serenity meets class: Entire Basement Suite in Winnipeg

5. Aybam's House for family comfort. 2BR with fast Wi-fi, close to malls, Netflix

Aybam's House for family comfort. 2BR with fast Wi-fi, close to malls, Netflix
Peguis
The price is AU$196
includes taxes & fees
24 Sept - 25 Sept
Aybam's House for family comfort. 2BR with fast Wi-fi, close to malls, Netflix

6. 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 AU$146
includes taxes & fees
7 Sept - 8 Sept
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

7. 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 AU$180
includes taxes & fees
10 Sept - 11 Sept
Maryland Homestay - Downtown Apartment #1

8. 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, (11 reviews)
"I enjoyed my stay, super comfy bed!!"
United States
Kim S.
The price is AU$136
includes taxes & fees
14 Sept - 15 Sept
The Snug Spot,Retreat offers a warm and inviting escape for travelers.

9. Velvet&Rose|Elegant Private 2BR Suite|Free Parking|Wi-Fi

Velvet&Rose|Elegant Private 2BR Suite|Free Parking|Wi-Fi
Transcona
The price is AU$171
includes taxes & fees
8 Sept - 9 Sept
Velvet&Rose|Elegant Private 2BR Suite|Free Parking|Wi-Fi

10. 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 AU$219
includes taxes & fees
7 Sept - 8 Sept
Canada Life Centre° Osborne Location

11. Afan Home of Joy (Private Entrance)

Afan Home of Joy (Private Entrance)
Peguis
9.6 out of 10, Exceptional, (29 reviews)
"Thanks for the stay, it was a good place to rest and reset in the evening after busy days outside."
Canada
Graham J.
The price is AU$187
includes taxes & fees
7 Sept - 8 Sept
Afan Home of Joy (Private Entrance)

12. One-bedroom guest suite with private entry

One-bedroom guest suite with private entry
East Kildonan
9.4 out of 10, Exceptional, (10 reviews)
"Clean, quiet, safe community, felt like home."
Canada
Sheri
The price is AU$143
includes taxes & fees
7 Sept - 8 Sept
One-bedroom guest suite with private entry

13. Peaceful and spacious one bed and rec-room for short or long stay

Peaceful and spacious one bed and rec-room for short or long stay
Fort Garry
The price is AU$179
includes taxes & fees
1 Oct - 2 Oct
Peaceful and spacious one bed and rec-room for short or long stay

14. New private Suite, Separate Entrance in Bonavista

New private Suite, Separate Entrance in Bonavista
St. Vital
The price is AU$144
includes taxes & fees
4 Sept - 5 Sept
New private Suite, Separate Entrance in Bonavista

15. 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 AU$207
includes taxes & fees
14 Sept - 15 Sept
Golden Eagle, Basement Suite

16. Modern, Cozy & Stylishly Furnished Suite | Private Entrance

Modern, Cozy & Stylishly Furnished Suite | Private Entrance
St. Vital
The price is AU$193
includes taxes & fees
4 Sept - 5 Sept
Modern, Cozy & Stylishly Furnished Suite | Private Entrance

17. Elegant 1-Bedroom Basement Suite

Elegant 1-Bedroom Basement Suite
St. Vital
8.8 out of 10, Excellent, (6 reviews)
"Well maintained clean property. The owner of the home was very accomodating and kind. Great location. Felt like home during our stay! Will definitely come back."
Canada
Sameh
The price is AU$169
includes taxes & fees
12 Sept - 13 Sept
Elegant 1-Bedroom Basement Suite

18. Spacious 1 Bed/1 Bath near HSC and Downtown *Sleeps 4 and Free Parking

Spacious 1 Bed/1 Bath near HSC and Downtown *Sleeps 4 and Free Parking
West Alexander
10.0 out of 10, Exceptional, (1 review)
"This was a perfect location if you have appointments at the Health Sciences Center. 5-10min walk to the William Street Entrance. Quiet location, comfortable apartment."
Canada
Jennifer
The price is AU$255
includes taxes & fees
4 Sept - 5 Sept
Spacious 1 Bed/1 Bath near HSC and Downtown *Sleeps 4 and Free Parking

19. 2 Bedroom Suite in Transcona Winnipeg

2 Bedroom Suite in Transcona Winnipeg
Transcona
The price is AU$176
includes taxes & fees
4 Sept - 5 Sept
2 Bedroom Suite in Transcona Winnipeg

20. Classy 3BR family house, walk to St Boniface

Classy 3BR family house, walk to St Boniface
Central St. Boniface
Classy 3BR family house, walk to St Boniface
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 favourite 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 depend 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 AU$148 per night. Entering your travel dates in the search wizard might find you 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 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?

Stormwater Haven: Peaceful, Stylish and comfortable space in South Winnipeg.: This highly rated holiday home rental in Winnipeg is equipped with a fireplace, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities such as an oven and a microwave can make your holiday run smoothly. Other favourite homes for rent in Winnipeg are 2 beds/3 br with office very specious unit in StB with free parking and wifi. and 3 floors character house.

How many holiday rentals are there in Winnipeg?

Expedia has 382 holiday rentals for your stay in Winnipeg.

What can I see and do in Winnipeg?

Assiniboine Park Zoo and Manitoba Children's Museum are a couple of the family-friendly sights, whereas cultural attractions include Destination Dinner Stage 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.