Winnipeg Holiday Rentals

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Holiday Rentals in Winnipeg

NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!

10.0 out of 10, Exceptional, (58)
"Fantastic "
NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!

Basement guest suite with separate entrance

8.8 out of 10, Excellent, (29)
"Awesome"
The price is AU$135
includes taxes & fees
6 Dec - 7 Dec
Basement guest suite with separate entrance

Executive Luxury 2 bed Spacious Downtown WIFI laundry

7.0 out of 10, Good, (12)
"We really enjoyed our stay in the apartment. It was a very convenient location, right downtown and close to where our conference was being held! The building was also easy to access and the check-in instructions were clear. We had asked if it would be possible to check-in earlier but unfortunately we were not able to due to a cleaning crew being there. The host said they would contact us once the crew had left but never did. We ended up arriving at the apartment before the check-in time and the...
Executive Luxury 2 bed Spacious Downtown WIFI laundry

FREE PARKING NY Style Condo in Exchange District

10.0 out of 10, Exceptional, (50)
"We had a great experience during our stay. The apartment was super clean, spacious and well equipped. Easy to park. Secure building with easy check in and simple access. We had an issue with the television service and it was taken care of immediately. "
The price is AU$248
includes taxes & fees
16 Dec - 17 Dec
FREE PARKING NY Style Condo in Exchange District

Luxury 2 bed 2 bath across jets arena 16th floor with amazing view

8.2 out of 10, Very good, (28)
"This apartment was in a great location. Overall an awesome place to stay if you’re visiting Winnipeg. We could walk to our concert at Canada Life Center and many restaurants in walking distance. Beautiful views from the apartment. Bedrooms are a bit crammed but comfortable beds were great. Note- you can get a parking pass for the garage, ahead of time, which would save some money if we knew this ahead of time."
Luxury 2 bed 2 bath across jets arena 16th floor with amazing view

3 floors character house

9.4 out of 10, Exceptional, (54)
"I stayed for a couple of weeks and thoroughly enjoyed my stay. The bed was comfortable and the the house was warm for the season. I will return if I'm able. My little dog needed to be carried up and down the stairs but that was a minor concern since he only weighs 11 pounds."
3 floors character house

⭐️⭐️ theLOFTonJAMES ⭐️⭐️

10.0 out of 10, Exceptional, (51)
"This property is beautiful. It’s extremely walkable to various bars and restaurants. The owner of this property is extremely detail oriented. I was blown away by how stunning it was. She had great recommendations for things to do and see. She also met us there to ensure we knew how to get checked in and where to park. Did I mention she brought cake? 10/10 would recommend this to anybody! "
The price is AU$546
includes taxes & fees
20 Dec - 21 Dec
⭐️⭐️ theLOFTonJAMES ⭐️⭐️

Luxurious and Comfortable 3-Bedroom Bungalow Style House

8.8 out of 10, Excellent, (19)
"Everything was as it was mentioned. Family was here to attend a wedding so o ly used it to "
Luxurious and Comfortable 3-Bedroom Bungalow Style House

2 bed downtown sleeps 5 across jets arena king bed

8.6 out of 10, Excellent, (21)
"Solid, safe accommodations. Would love to have a sampler of laundry soap to be included, as well as Kleenex. A few notes of where to buy coffee, snacks, etc. is not necessary but would have been helpful. "
2 bed downtown sleeps 5 across jets arena king bed

Downtown Haven w/ WiFi & Rooftop

8.0 out of 10, Very good, (6)
"Great to be so close to downtown, parked in the parkade across the street and walked everywhere. Would certainly stay again."
Downtown Haven w/ WiFi & Rooftop

Rare*Full Home in Downtown Winnipeg|Free Parking

10.0 out of 10, Exceptional, (12)
"Very clean, efficient process, relatively new property. Really close to lots of services, including grocery store (across the street!). Would definitely stay again!"
Rare*Full Home in Downtown Winnipeg|Free Parking

Bonavista Light House; a 2 bedroom Serene Suite

10.0 out of 10, Exceptional, (23)
"When reviewing properties this one certainly spoke to me . I wanted to have a bright quiet and clean space for the week. It did not disappoint. Lewis responded to the small questions we did have immediately. He accommodated our early check in following an early treatment that morning ."
Bonavista Light House; a 2 bedroom Serene Suite

Home away from home!

8.4 out of 10, Very good, (11)
"Clean and well decorated, and very spacious! Backyard connects to a walking path which is nice. Neighborhood is very quiet, but street parking can be harder to find if youre getting back late. The massage chair is a bonus, especially since I was in town for work. Lovely hosts, I'd recommend staying here. "
The price is AU$190
includes taxes & fees
1 Jan - 2 Jan 2025
Home away from home!

Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre

9.6 out of 10, Exceptional, (26)
" Nice clean condo unit."
Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre

King Bed Astounding Cinematic Sunset in trendy location, South City

10.0 out of 10, Exceptional, (33)
"Very clean home with all the amenities. great location to dining and shopping. Definitely will stay at this location again. Highly recommend this location for a great weekend , week, month etc. stay. "
King Bed Astounding Cinematic Sunset in trendy location, South City

Oceanfront 4th Floor, 2 Bedroom Condo on the Boardwalk!

9.2 out of 10, Wonderful, (45)
"The location was perfect! And secure! The condo could use some upgrades with carpeting, taller and bigger toilets, fresh paint on the baseboards. The view from our 4th floor balcony was amazing for the fireworks over the water. Would definitely stay again."
Oceanfront 4th Floor, 2 Bedroom Condo on the Boardwalk!

2 Br/ 3 beds with free parking, wifi and much more

9.4 out of 10, Exceptional, (13)
"The vacation rental was very clean and looked exactly as advertised. The location was perfect-close to restaurants, shopping and sights. The property manager was always available to assist us. We would definitely stay here again!"
2 Br/ 3 beds with free parking, wifi and much more

Bridgwater Haven. 2 Queen Beds. Private & Clean

10.0 out of 10, Exceptional, (2)
"This is a great location. It’s a walk-in basement just off walking paths in a new sub division. Very clean and has two bedrooms. We would definitely stay again. Thanks for everything."
Bridgwater Haven. 2 Queen Beds. Private & Clean

Cozy Private 1-bedroom Basement Suite with free parking

9.6 out of 10, Exceptional, (20)
"So cozy and hostess was nice and welcoming "
Cozy Private 1-bedroom Basement Suite with free parking

Gorgeous 2 bed sleeps 5 w/ surreal view downtown laundry wifi

8.0 out of 10, Very good, (17)
"Firstly, the best thing about this place was the location, right across the street from Canada Life Place...perfect! There was great communication from the property manager. It was good for the 2 days, however, there are some small, inexpensive things that they should really look at fixing, as I noted the same things as some previous reviews: * The carpet in the living room is filthy and really should either be steam cleaned or replaced. *No top sheet on the beds....I can't figure out why, as...
Gorgeous 2 bed sleeps 5 w/ surreal view downtown laundry wifi
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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Other types of properties in Winnipeg you may be interested in

Victoria Inn Hotel and Convention Centre Winnipeg

3.0 star property
8.4 out of 10, Very good, (1534)
"Always a good stay "
The price is AU$175
includes taxes & fees
6 Dec - 7 Dec
Victoria Inn Hotel and Convention Centre Winnipeg

Lakeview Signature, Trademark Collection by Wyndham

3.0 star property
8.8 out of 10, Excellent, (1670)
"Good price, good location good people. Would stay here again and again. "
The price is AU$187
includes taxes & fees
1 Jan - 2 Jan 2025
Lakeview Signature, Trademark Collection by Wyndham

The Fairmont Winnipeg

4.0 star property
8.2 out of 10, Very good, (1001)
"Flew in for a quick work conference. Location was convenient and staff were friendly. Would have loved a hot tub with the pool! The sauna was not operating properly. The bed was very comfortable."
The price is AU$184
includes taxes & fees
16 Dec - 17 Dec
The Fairmont Winnipeg
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.
Beautiful view of the beach with palm trees

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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 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?

Basement guest suite with separate entrance : 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 Rare*Full Home in Downtown Winnipeg|Free Parking and 3 floors character house.

How many holiday rentals are there in Winnipeg?

Expedia has 211 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 Celebrations Dinner Theatre 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.