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Winnipeg Holiday Rentals

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Our top choices for Winnipeg holiday rentals

1. 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$160
includes taxes & fees
14 Nov - 15 Nov
Cozy Haven 1-bedroom suite close to centre of Winnipeg

2. One-bedroom guest suite with private entry

One-bedroom guest suite with private entry
East Kildonan
9.4 out of 10, Exceptional, (11 reviews)
"The suite was spacious and well equipped."
United States
Michael G.
The price is NZ$160
includes taxes & fees
16 Nov - 17 Nov
One-bedroom guest suite with private entry

3. The Cozy Corner Home

The Cozy Corner Home
2.0 star property
East Kildonan
The price is NZ$211
includes taxes & fees
13 Nov - 14 Nov
The Cozy Corner Home

4. 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$255
includes taxes & fees
21 Nov - 22 Nov
Canada Life Centre° Osborne Location

5. 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, (10 reviews)
"Clean and quiet. Perfect for an overnight before a flight."
Canada
Erika
The price is NZ$147
includes taxes & fees
1 Dec - 2 Dec
Winnipeg Radiant Home - A peaceful neighborhood with separate entrance

6. Golden Eagle, Basement Suite

Golden Eagle, Basement Suite
Winnipeg
9.2 out of 10, Wonderful, (20 reviews)
"It was a great stay! Quiet and comfortable, host was always nice."
United States
nathalie
The price is NZ$224
includes taxes & fees
15 Nov - 16 Nov
Golden Eagle, Basement Suite

7. 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
9.4 out of 10, Exceptional, (13 reviews)
"I enjoyed my stay, super comfy bed!!"
United States
Kim S.
The price is NZ$147
includes taxes & fees
12 Nov - 13 Nov
The Snug Spot,Retreat offers a warm and inviting escape for travelers.

8. Serenity meets class: Entire Basement Suite in Winnipeg

Serenity meets class: Entire Basement Suite in Winnipeg
St. Vital
9.4 out of 10, Exceptional, (36 reviews)
"It was quiet, private, clean and access to a washer and dryer was a definite plus. Amy questions we had were answered in a timely and throughout manner."
Canada
Carla
The price is NZ$195
includes taxes & fees
14 Nov - 15 Nov
Serenity meets class: Entire Basement Suite in Winnipeg

9. Cozy 2-Bedroom Home in St-Boniface – 5 Min Walk to Food, Fuel & More

Cozy 2-Bedroom Home in St-Boniface – 5 Min Walk to Food, Fuel & More
Central St. Boniface
8.6 out of 10, Excellent, (19 reviews)
"A great space - nice and clean and bright unit and with off street parking which was great. The unit was well-equipped with everything I needed and very comfy mattress. Deo was a great host - quick to respond and friendly and went out of his way to resolve a small problem I created! Tne location is great too.I'd definitely stay here again!"
United States
Jordanna C.
The price is NZ$186
includes taxes & fees
12 Nov - 13 Nov
Cozy 2-Bedroom Home in St-Boniface – 5 Min Walk to Food, Fuel & More

10. Entire Guest Suite/Separate Entrance/Free Parking in Winnipeg

Entire Guest Suite/Separate Entrance/Free Parking in Winnipeg
Transcona
9.8 out of 10, Exceptional, (13 reviews)
"Excellent hosts Pet friendly Great neighborhood"
United States
Marianne B.
The price is NZ$216
includes taxes & fees
16 Nov - 17 Nov
Entire Guest Suite/Separate Entrance/Free Parking in Winnipeg

11. FREE PARKING NY Style Condo in Exchange District

FREE PARKING NY Style Condo in Exchange District
Exchange District
10.0 out of 10, Exceptional, (97 reviews)
"Lovely stay - very spacious, secure and clean! Would recommend"
Canada
Alyssa
The price is NZ$263
includes taxes & fees
16 Nov - 17 Nov
FREE PARKING NY Style Condo in Exchange District

12. 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$200
includes taxes & fees
12 Nov - 13 Nov
Cozy Nest - 1 Bedroom

13. Elegant 1-Bedroom Basement Suite

Elegant 1-Bedroom Basement Suite
St. Vital
9.2 out of 10, Wonderful, (9 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 NZ$192
includes taxes & fees
27 Nov - 28 Nov
Elegant 1-Bedroom Basement Suite

14. 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$188
includes taxes & fees
12 Nov - 13 Nov
Maryland Homestay - Downtown Apartment #1

15. Prairie Luxury 1 Bedrooms Home

Prairie Luxury 1 Bedrooms Home
Fort Garry
9.2 out of 10, Wonderful, (12 reviews)
"Wonderful stay! Clean and comfortable. Great hosts. I would definitely stay again. "
Canada
Carol M.
The price is NZ$267
includes taxes & fees
12 Nov - 13 Nov
Prairie Luxury 1 Bedrooms Home

16. St B. Living

St B. Living
Central St. Boniface
9.8 out of 10, Exceptional, (37 reviews)
"The space was perfect and was in walking distance to the hospital that the conference was. No complaints at all"
Canada
Carey
The price is NZ$202
includes taxes & fees
12 Nov - 13 Nov
St B. Living

17. Kelvista's suite

Kelvista's suite
St. Vital
9.4 out of 10, Exceptional, (20 reviews)
"Great stay in the Winnipeg"
Canada
jan
The price is NZ$232
includes taxes & fees
18 Nov - 19 Nov
Kelvista's suite

18. 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
9.2 out of 10, Wonderful, (10 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$203
includes taxes & fees
8 Dec - 9 Dec
Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom

19. Fully Furnished Basement Unit – Private Entrance Included

Fully Furnished Basement Unit – Private Entrance Included
St. Vital
9.2 out of 10, Wonderful, (21 reviews)
"We enjoyed our stay"
United States
Irene L.
The price is NZ$147
includes taxes & fees
12 Nov - 13 Nov
Fully Furnished Basement Unit – Private Entrance Included

20. Cozy 1-bedroom with King size bed

Cozy 1-bedroom with King size bed
Winnipeg
6.0 out of 10, (2 reviews)
"The room is very quiet and clean."
Canada
Toby
The price is NZ$167
includes taxes & fees
16 Nov - 17 Nov
Cozy 1-bedroom with King size bed
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 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 #1(5* Room PRIME LOCALITy WPG Jets {Nr Polo Park} and Royal Oak - 2-bedroom (King & Queen bed), Living Area, Kitchen and Full bathroom.

How many holiday rentals are there in Winnipeg?

Expedia has 400 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.