Winnipeg Holiday Rentals

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Holiday Rentals in Winnipeg

Fully Furnished Basement Unit – Private Entrance Included

St. Vital
8.4 out of 10, Very good, (7)
"Not outside light at the entrance door. Basement suite too cold; no visible thermostat."
Canada
Jose
The price is NZ$181
includes taxes & fees
17 Nov - 18 Nov
Fully Furnished Basement Unit – Private Entrance Included

Morning glory cottage

Peguis
8.6 out of 10, Excellent, (40)
"Good place "
United States
Roy H.
The price is NZ$151
includes taxes & fees
16 Nov - 17 Nov
Morning glory cottage

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

Exchange District
9.8 out of 10, Exceptional, (9)
"Great proximity to nice restaurants"
United States
Steve H.
The price is NZ$504
includes taxes & fees
17 Nov - 18 Nov
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre

Afan Home of Joy

Peguis
9.6 out of 10, Exceptional, (21)
"So far my favorite Vrbo location. Abraham & Joy are very welcoming. "
Canada
Steven S.
The price is NZ$208
includes taxes & fees
19 Nov - 20 Nov
Afan Home of Joy

Full house in the best neighborhood of Winnipeg-Bridgwater Forest

Fort Garry
6.0 out of 10, (6)
"The house is very lived in. Personal belongings everywhere, it’s like they dropped everything they are doing when they get a reservation, pack a bag and head out while people stay in their house. It was not clean, the bathrooms especially. The toilets were nasty, showers were used and not wiped down. We could only find one towel in the entire place for 4 ppl. There was smelly leftover in the fridge and a pot of rotting boiled chicken left in a pot on the stove. Upon arrival the owner text me and...
Canada
Mike W.
The price is NZ$241
includes taxes & fees
17 Nov - 18 Nov
Full house in the best neighborhood of Winnipeg-Bridgwater Forest

Cheerful Tuxedo House with Hot Tub

Tuxedo
9.8 out of 10, Exceptional, (26)
"A lovely property and absolutely perfect for our family to stay. It is so spacious that there was space for everyone. "
Canada
Theresa G.
The price is NZ$1,111
includes taxes & fees
1 Dec - 2 Dec
Cheerful Tuxedo House with Hot Tub

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

Downtown Winnipeg
9.6 out of 10, Exceptional, (18)
"We loved our stay at this beautiful property and will definitely be returning."
Canada
Janine B.
Luxury skyline entire condo in downtown with FREE 24/7 parking

theLOFTonJAMES, Historic Exchange District, Exposed Brick & Beams, High Ceilings

Exchange District
10.0 out of 10, Exceptional, (60)
"The place was very nice and clean. It’s in a great location near restaurants and bars."
United States
Steve M.
The price is NZ$655
includes taxes & fees
24 Nov - 25 Nov
theLOFTonJAMES, Historic Exchange District, Exposed Brick & Beams, High Ceilings

Cozy 2-Bedroom basement Suite with Private entrance South Winnipeg.

St. Vital
10.0 out of 10, Exceptional, (13)
"Clean. Quiet. Great pillows. Good bed. Snacks provided. Good communication with hosts. I highly recommend it. "
Canada
Tara Charmaine
Cozy 2-Bedroom basement Suite with Private entrance South Winnipeg.

Brilliant 4-bedroom house with AC in Winnipeg

2.0 star property
St. Vital
10.0 out of 10, Exceptional, (1)
"Everything was good. House was clean and comfortable. Our only recommendation would be to put something in the tubs so they are not so slippery. Thank you."
Canada
Karen L.
Brilliant 4-bedroom house with AC in Winnipeg

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

Transcona
9.6 out of 10, Exceptional, (9)
"Typical basement suite not the most comfortable beds that I’ve slept in the space was maximized. Probably won’t stay again, but definitely enjoyed our visit."
Canada
Corrinna
The price is NZ$213
includes taxes & fees
18 Nov - 19 Nov
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

Serenity meets class: Entire Basement Suite in Winnipeg

St. Vital
8.8 out of 10, Excellent, (8)
"We needed a place close to Île Des Chêne to visit family and this was ideal for us. It was way better than a hotel and much less expensive. The bed was super comfortable and the full size fridge in the kitchenette came in very handy. The hosts were very responsive to our requests. Definitely worth coming back."
Canada
Al H.
The price is NZ$164
includes taxes & fees
19 Nov - 20 Nov
Serenity meets class: Entire Basement Suite in Winnipeg

Home Away From Home:Brand new,Quite, cozy two bed rooms separate accommodation

St. Vital
9.0 out of 10, Wonderful, (4)
"very nice and clean home! place was felt like home and was overall a great stay!"
Canada
solstice d.
Home Away From Home:Brand new,Quite, cozy two bed rooms separate accommodation

Maryland Homestay - Downtown Apartment

Winnipeg
6.0 out of 10, (1)
The price is NZ$234
includes taxes & fees
17 Nov - 18 Nov
Maryland Homestay - Downtown Apartment

Rare*Full Home in Downtown Winnipeg|Free Parking

Lord Roberts
9.8 out of 10, Exceptional, (25)
"Fantastic spot for us. Will be using them again for sure."
United States
Jared G.
Rare*Full Home in Downtown Winnipeg|Free Parking

2 beds/3 br with office very specious unit in StB with free parking and wifi.

Winnipeg
9.4 out of 10, Exceptional, (9)
"Cute place. Accommodated four perfectly. "
Canada
Kianna B.
2 beds/3 br with office very specious unit in StB with free parking and wifi.

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

Norwood East
9.6 out of 10, Exceptional, (5)
"Great place, great amenities. Would highly recommend "
Canada
Shelly C.
The price is NZ$359
includes taxes & fees
18 Nov - 19 Nov
*New & Modern Home | Free Parking | 5 mins Downtown*

Cozy Home away from Home in a Basement with a separate entrance

St. Vital
9.2 out of 10, Wonderful, (9)
"Great location, easy access, everything you need."
Canada
Tony M.
The price is NZ$248
includes taxes & fees
21 Nov - 22 Nov
Cozy Home away from Home in a Basement with a separate entrance

Haven in the Prairies (2BR Suite)

Fort Garry
Haven in the Prairies (2BR Suite)

3 floors character house

Winnipeg
9.6 out of 10, Exceptional, (70)
"Got everything you need for your stay in Winnipeg and can’t beat the price! "
Canada
Francois C.
3 floors character house
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$151 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 fascinating museums and entertainment choices 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 Afan Home of Joy and Cheerful Tuxedo House with Hot Tub .

How many holiday rentals are there in Winnipeg?

Expedia has 272 holiday rentals for your stay in Winnipeg.

What can I see and do in Winnipeg?

Manitoba Museum and Assiniboine Park Zoo are a couple of the family-friendly sights, whereas cultural attractions include Canadian Museum for Human Rights and Burton Cummings Theatre. 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.