Winnipeg Holiday Rentals

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Holiday Rentals in Winnipeg

Home Away from Home! Family-sized vacations, group getaways, business trips,

9.4 out of 10, Exceptional, (6)
"It was supplied all essential needs. It was in an excellent neighborhood. The place was clean and welcoming. Felt like home as we were evacuated from our placement in Flin Flon, Manitoba."
Home Away from Home! Family-sized vacations, group getaways, business trips,

Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre

10.0 out of 10, Exceptional, (7)
"We stayed here for a few days and really enjoyed it. The old time freight elevator at the back entrance was so cool to ride in!"
The price is NZ$461
includes taxes & fees
1 Oct - 2 Oct
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre

Downtown luxury 1 bedroom sleeps 3 wifi and laundry

8.4 out of 10, Very good, (9)
"Overall it was good."
Downtown luxury 1 bedroom sleeps 3 wifi and laundry

*New & Modern Home | Free Parking | 5 mins Downtown*

9.6 out of 10, Exceptional, (4)
"Great place"
The price is NZ$354
includes taxes & fees
1 Oct - 2 Oct
*New & Modern Home | Free Parking | 5 mins Downtown*

Kelvista's suite

9.8 out of 10, Exceptional, (9)
"A comfortable and affordable place to stay! The host is great with communication and the suite is lovely!"
The price is NZ$245
includes taxes & fees
30 Oct - 31 Oct
Kelvista's suite

2 bed downtown sleeps 5 across jets arena king bed

8.8 out of 10, Excellent, (26)
"Exactly what we needed for a group of four"
2 bed downtown sleeps 5 across jets arena king bed

FREE PARKING NY Style Condo in Exchange District

10.0 out of 10, Exceptional, (65)
"Beautiful condo, tastefully decorated and very comfortable "
The price is NZ$262
includes taxes & fees
2 Oct - 3 Oct
FREE PARKING NY Style Condo in Exchange District

Luxury skyline entire condo in downtown with FREE 24/7 parking

9.6 out of 10, Exceptional, (17)
"Great location. Spent the weekend. Really handy parking option. Will gladly stay here again"
Luxury skyline entire condo in downtown with FREE 24/7 parking

Maryland Homestay - Downtown Apartment #1

8.0 out of 10, Very good, (3)
"Great communication with host. Addressed any questions promptly. Good location and rental."
The price is NZ$211
includes taxes & fees
6 Oct - 7 Oct
Maryland Homestay - Downtown Apartment #1

2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

9.6 out of 10, Exceptional, (8)
"Good location to stay"
The price is NZ$219
includes taxes & fees
3 Oct - 4 Oct
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

🌎Modern 3 bedroom home w/street park’n close to ✈️

10.0 out of 10, Exceptional, (3)
"This property is beautiful. The owner is top hostess she went above and beyond for us. Will definitely being staying here again"
The price is NZ$921
includes taxes & fees
4 Oct - 5 Oct
🌎Modern 3 bedroom home w/street park’n close to ✈️

Cozy Modern Suite - Peaceful Stay & Hwy Access

10.0 out of 10, Exceptional, (2)
"Clean and quiet quaint oasis that we stayed overnight while attending a Celebration of Life. Host was very helpful. Easy to get to from the airport. Exactly what we needed. No hassles and a restful sleep. "
The price is NZ$161
includes taxes & fees
6 Oct - 7 Oct
Cozy Modern Suite - Peaceful Stay & Hwy Access

Maryland Homestay - Downtown Apartment

The price is NZ$231
includes taxes & fees
6 Oct - 7 Oct
Maryland Homestay - Downtown Apartment

Prairie Luxury 2 Bedrooms Home

9.2 out of 10, Wonderful, (5)
"The property is beautiful and my children had access to the basketball net. However, we were only given 1 facecloth as a hand towel for 4 days in the bathroom even when I asked for a couple of extra towels lol "
The price is NZ$348
includes taxes & fees
1 Oct - 2 Oct
Prairie Luxury 2 Bedrooms Home

House near downtown

The price is NZ$280
includes taxes & fees
7 Oct - 8 Oct
House near downtown

Full house in the best neighborhood of Winnipeg-Bridgwater Forest

5.6 out of 10, (5)
"Property was as advertised. Second bed was more of a thick foam pad. Fine for a few nights. Would recommend and stay there again. Fantastic location easy access to everything we needed "
The price is NZ$238
includes taxes & fees
4 Oct - 5 Oct
Full house in the best neighborhood of Winnipeg-Bridgwater Forest

Afan Home of Joy

9.4 out of 10, Exceptional, (20)
"Separate entrance would be better "
The price is NZ$214
includes taxes & fees
1 Oct - 2 Oct
Afan Home of Joy

Private Cozy 1 Bedroom Basement Suite

10.0 out of 10, Exceptional, (3)
"Nice clean place to stay"
The price is NZ$216
includes taxes & fees
1 Oct - 2 Oct
Private Cozy 1 Bedroom Basement Suite

Marvelous Bedroom House on Comdale

10.0 out of 10, Exceptional, (4)
"We stayed here for three days during a wedding and had an excellent experience. The neighborhood is quiet and clean, the house is very secure, and everything was spacious and spotless. The beds, rooms, and furnishings were all high quality, exactly as described in the listing. Highly recommend!"
Marvelous Bedroom House on Comdale

Modern Luxury 2 bed sleeps 5 wifi laundry king bed

8.2 out of 10, Very good, (15)
"Condo close to arena, theatres, restaurants, the Forks, museums. Clean with basic amenities."
Modern Luxury 2 bed sleeps 5 wifi laundry king 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

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$161 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 Assiniboine Park Zoo, 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?

Morning glory cottage: This highly rated holiday home rental in Winnipeg has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier. Other favourite homes for rent in Winnipeg are Full house in the best neighborhood of Winnipeg-Bridgwater Forest and Home Away from Home! Family-sized vacations, group getaways, business trips, .

How many holiday rentals are there in Winnipeg?

Expedia has 244 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 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.