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Winnipeg Holiday Rentals

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Our top choices for Winnipeg holiday rentals

1. Fully Furnished Basement Unit – Private Entrance Included

Fully Furnished Basement Unit – Private Entrance Included
St. Vital
9.2 out of 10, Wonderful, (15 reviews)
"Great clean spot"
United States
Dustin
The price is NZ$176
includes taxes & fees
10 Sept - 11 Sept
Fully Furnished Basement Unit – Private Entrance Included

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, (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 NZ$278
includes taxes & fees
26 Aug - 27 Aug
FREE PARKING NY Style Condo in Exchange District

3. 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 NZ$156
includes taxes & fees
12 Sept - 13 Sept
Winnipeg Radiant Home - A peaceful neighborhood with separate entrance

4. One-bedroom guest suite with private entry

One-bedroom guest suite with private entry
East Kildonan
9.8 out of 10, Exceptional, (9 reviews)
"Clean, quiet, safe community, felt like home."
Canada
Sheri
The price is NZ$170
includes taxes & fees
18 Aug - 19 Aug
One-bedroom guest suite with private entry

5. Exquisite 1-bedroom basement in the quiet neighbourhood of Bonavista, Winnipeg

Exquisite 1-bedroom basement in the quiet neighbourhood of Bonavista, Winnipeg
St. Vital
10.0 out of 10, Exceptional, (2 reviews)
"Overall enjoyed my stay the place was well kept and completely hosted myself and two friends for the weekend. In a great neighborhood felt safe and a beautiful park walking distance away. I recommend it’s comfortable and affordable."
Canada
Hana S.
The price is NZ$190
includes taxes & fees
8 Sept - 9 Sept
Exquisite 1-bedroom basement in the quiet neighbourhood of Bonavista, Winnipeg

6. Lakeview 2 Bedroom Walkout Suite with Trail View

Lakeview 2 Bedroom Walkout Suite with Trail View
Fort Garry
The price is NZ$316
includes taxes & fees
25 Aug - 26 Aug
Lakeview 2 Bedroom Walkout Suite with Trail View

7. Modern Private 2-Bedroom Suite | Self Check-In | Free Parking

Modern Private 2-Bedroom Suite | Self Check-In | Free Parking
Peguis
The price is NZ$193
includes taxes & fees
23 Aug - 24 Aug
Modern Private 2-Bedroom Suite | Self Check-In | Free Parking

8. Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg
Downtown Winnipeg
9.8 out of 10, Exceptional, (18 reviews)
"Clean and easy to access"
Canada
Tina
The price is NZ$241
includes taxes & fees
27 Aug - 28 Aug
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

9. Basement Suite on Osborne

Basement Suite on Osborne
Lord Roberts
9.2 out of 10, Wonderful, (9 reviews)
"Parking was easy "
United States
Pamela G.
Basement Suite on Osborne

10. St B. Living

St B. Living
Central St. Boniface
9.6 out of 10, Exceptional, (27 reviews)
"The apartment is in a busy but fun neighborhood with easy walking access to a grocery and dollar store and restaurants. It was also a 25 minute walk to the Forks to go out. It was great to have the small parking spot. The apartment was clean and modern with all necessary amenities."
United States
Deborah
The price is NZ$248
includes taxes & fees
8 Sept - 9 Sept
St B. Living

11. Manhattan Suite

Manhattan Suite
Fort Garry
The price is NZ$219
includes taxes & fees
16 Aug - 17 Aug
Manhattan Suite

12. 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, (2 reviews)
"Good communication, well located and the property was well described in the ad. Would stay again"
United States
Terry P.
Cozy two-bedroom retreat in the heart of St. Boniface,

13. Cozy 1 bedroom Apartment

Cozy 1 bedroom Apartment
East Kildonan
9.4 out of 10, Exceptional, (3 reviews)
"Quiet and safe residential area, not far from shops."
United States
Mahamoudou B.
The price is NZ$236
includes taxes & fees
12 Sept - 13 Sept
Cozy 1 bedroom Apartment

14. Golden Eagle, Basement Suite

Golden Eagle, Basement Suite
Winnipeg
9.6 out of 10, Exceptional, (14 reviews)
"Nice place liked to stay"
Canada
Simran K.
The price is NZ$267
includes taxes & fees
8 Sept - 9 Sept
Golden Eagle, Basement Suite

15. Bright Modern Suite in St Vital | On Site Parking

Bright Modern Suite in St Vital | On Site Parking
St. Vital
The price is NZ$404
includes taxes & fees
14 Aug - 15 Aug
Bright Modern Suite in St Vital | On Site Parking

16. 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, (19 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$182
includes taxes & fees
26 Aug - 27 Aug
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

17. Afan Home of Joy (Private Entrance)

Afan Home of Joy (Private Entrance)
Peguis
9.6 out of 10, Exceptional, (28 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 NZ$223
includes taxes & fees
1 Sept - 2 Sept
Afan Home of Joy (Private Entrance)

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

Cozy Haven 1-bedroom suite close to centre of Winnipeg
Winnipeg
8.8 out of 10, Excellent, (3 reviews)
"Would definitely stay here again if I’m ever in Winnipeg! "
Canada
Ashton P.
The price is NZ$171
includes taxes & fees
14 Aug - 15 Aug
Cozy Haven 1-bedroom suite close to centre of Winnipeg

19. Private Suite | Prairie Pointe & Near UofM

Private Suite | Prairie Pointe & Near UofM
Fort Garry
9.4 out of 10, Exceptional, (9 reviews)
"Great little suite, host was very pleasant and accommodating. Quiet, comfortable, would stay here again 100%."
Canada
Melissa D.
The price is NZ$172
includes taxes & fees
17 Aug - 18 Aug
Private Suite | Prairie Pointe & Near UofM

20. Haven in the Prairies 1BR B

Haven in the Prairies 1BR B
Fort Garry
The price is NZ$196
includes taxes & fees
14 Aug - 15 Aug
Haven in the Prairies 1BR B
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winnipeg holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winnipeg. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winnipeg. Seeing all the best attractions is bound to make you fall in love with Winnipeg. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winnipeg short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Winnipeg?

Yes, there are holiday rentals in Winnipeg close to Manitoba Children's 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 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 366 holiday rentals for your stay in Winnipeg.

What can I see and do in Winnipeg?

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