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Compare 78 Apartments in Headingley with updated reviews, rates, and availability.

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

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
2 bed downtown sleeps 5 across jets arena king bed
Living area

2 bed downtown sleeps 5 across jets arena king bed

8.6 out of 10, Excellent, (22)
"The unit could use a little tlc to make it great again. "
2 bed downtown sleeps 5 across jets arena king bed
Modern Luxury 2 bed sleeps 5 wifi laundry king bed
Living area

Modern Luxury 2 bed sleeps 5 wifi laundry king bed

9.0 out of 10, Wonderful, (8)
"Parfait pour 4 personnes, propre, bien situé. Manque seulement unpeu de noirceur pour la nuit puisque les rideaux sont pratiquements transparents"
Modern Luxury 2 bed sleeps 5 wifi laundry king bed
Downtown luxury 1 bedroom sleeps 3 wifi and laundry
Living area

Downtown luxury 1 bedroom sleeps 3 wifi and laundry

8.0 out of 10, Very Good, (6)
"We loved the condo , very nice cozy little place for a couple , with a balcony with a decent view of the city , great location just off portage . The communication with the manager wasn’t great unfortunately ., also no garbage bags in the rooms at all nor any paper towel . Besides these things it was a really nice place to stay ."
Downtown luxury 1 bedroom sleeps 3 wifi and laundry
Chesskings Car Rental Guest House
Room

Chesskings Car Rental Guest House

4.0 star property
Chesskings Car Rental Guest House
Executive Luxury 2 bed Spacious Downtown WIFI laundry
Living area

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

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

8.0 out of 10, Very Good, (18)
"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
Executive 2 bed Condo King bed great LOCATION downtown with laundry
Living area

Executive 2 bed Condo King bed great LOCATION downtown with laundry

9.0 out of 10, Wonderful, (16)
"Overall this beats a hotel and I will stay here again but there were small issues as to be expected. 1. No sheets on either bed, just a comforter, this was very strange. 2. Could not get TV volume to work. 3. I dropped something in the bedroom and when I bent to pick it up there was stuff under the bed and nightstand. Hadn't been cleaned in a long time. View was great, location even better especially for anything going on at the arena. Parking was handy right next door. Price was decent and...
Executive 2 bed Condo King bed great LOCATION downtown with laundry
South Wpg Close to UM + 30 UC+ Luxe & Bright Studio(200-30)
Furnishings patterns/colors/styles and unit views/level may vary.

South Wpg Close to UM + 30 UC+ Luxe & Bright Studio(200-30)

7.4 out of 10, Good, (3)
"The place was beautiful and quiet. It presented as clean, but the floor didn't seem to be washed. I took a white towel to wipe the floor in front of the bathroom sink, and the paper towel was pretty much the color of charcoal. My husband and I stayed at the suit for two nights left the suite in exactly the same condition we saw it when we arrived. (Actually the bathroom floor was cleaner than when we arrived because I cleaned a section of the floor before we left). We were charged a LARGE...
South Wpg Close to UM + 30 UC+ Luxe & Bright Studio(200-30)
Gorgeous two bed across from jets arena sleeps 5
Living area

Gorgeous two bed across from jets arena sleeps 5

6.8 out of 10, (5)
"The couch was broken, lightbulbs burned out in bathroom, 2 out of 3. Bleach stains on towels and bath mat. Smelled like marajuana in hallways and elevator. Elevator was not working a couple of times. Could have used a Kuerig. Beds were okay but a bit cheap and they are falling apart too."
Gorgeous two bed across from jets arena sleeps 5
New York Style Loft with Parking Exchange District Coffee Gym
Cozy Living Room!

New York Style Loft with Parking Exchange District Coffee Gym

9.0 out of 10, Wonderful, (8)
"Property needs some work. There was an odor of stale cigarette smoke, the smell of marijuana wantwd in the unit from the hallways where it always smelled like dope. No dryer to go with the washer. Super comfortable bed. No cable tv which is bad if you are staying for awhile cause theres not alot to do in the area. Yyou cant get any live sports on the tv just youre own netflix."
New York Style Loft with Parking Exchange District Coffee Gym
One bed downtown laundry wifi across from the Jets arena
Living area

One bed downtown laundry wifi across from the Jets arena

2.0 out of 10, (1)
"The property manager waited the night before my stay at around 8 pm to let me know that they couldn't let me in the next day because something was broken in the suite. From their profile, I could see that they had similar unit in the same building that from Vrbo were available within the same dates, but they refused to accomodate me, then proceed to asking me to cancel the booking which was not refundable. I called Vrbo customer service were a rep told me they were the one that have to cancel...
One bed downtown laundry wifi across from the Jets arena
South Winnipeg Close to UM +Luxury 2 Bedroom+Parking (104-30 UC)
living room Furnishings patterns/colors/styles and unit views/level may vary.

South Winnipeg Close to UM +Luxury 2 Bedroom+Parking (104-30 UC)

South Winnipeg Close to UM +Luxury 2 Bedroom+Parking (104-30 UC)
2 br/3 beds with free wifi, parking and much more
Room

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

10.0 out of 10, Exceptional, (1)
"This apartment was great for our stay, a close drive to shopping like Ikea, Costco, outlet mall. It was bright and the bedrooms were spacious. We were 5 adults and one infant and had enough space. The pullout couch was a bit uncomfortable for 2 people, but would probably be suitable for one person. The property was a little hard to find the first time, but host instructions are accurate. Check-in was super easy!"
2 br/3 beds with free wifi, parking and much more
2 LUXURY BEDROOM IN BASEMENT FOR 4 PEOPLE !!!
Living area

2 LUXURY BEDROOM IN BASEMENT FOR 4 PEOPLE !!!

9.0 out of 10, Wonderful, (4)
"Just loved our stay there .. all was clean, neat and matches the app descriptions. "
The price is AED 192
AED 401 total
includes taxes & fees
24 Dec - 25 Dec
2 LUXURY BEDROOM IN BASEMENT FOR 4 PEOPLE !!!
(A+496)River Heights Area+ Spacious & Cozy 2 Bdr+Parking
Living area

(A+496)River Heights Area+ Spacious & Cozy 2 Bdr+Parking

7.6 out of 10, Good, (5)
"This is my second time renting this property. The home is well laid out and the bedrooms are a nice size. The neighborhood is safe and centrally located to all conveniences."
(A+496)River Heights Area+ Spacious & Cozy 2 Bdr+Parking
Entire Basement Suite - Lovely & Close to Stores
Living area

Entire Basement Suite - Lovely & Close to Stores

10.0 out of 10, Exceptional, (1)
"Hosts were easy going and great communication. Parking was a little rough but host stepped up and accommodated me with the side driveway Over all I will return again when needing a place"
Entire Basement Suite - Lovely & Close to Stores
South Wpg Steps from the UofM+Bright Studio+30 UC+ Parking (300-30)
Furnishings patterns/colors/styles and unit views/level may vary.

South Wpg Steps from the UofM+Bright Studio+30 UC+ Parking (300-30)

10.0 out of 10, Exceptional, (1)
"I had a really nice review typed out but the VRBO app is such garbage. 10/10 would stay here again with these hosts. Highly recommend the location for short or long term."
South Wpg Steps from the UofM+Bright Studio+30 UC+ Parking (300-30)
Economical guest suite with free parking!
Living area

Economical guest suite with free parking!

7.0 out of 10, Good, (6)
"Was perfect for what I needed, I stayed for 46 days, and have zero complaints. Very reasonable landlord. Would have been better if pet friendly, still not a complaint."
Economical guest suite with free parking!
Luxury Private basement suit. Private entrance and Private parking
Interior

Luxury Private basement suit. Private entrance and Private parking

8.8 out of 10, Excellent, (3)
"This is a very nice suite, well decorated, and very welcoming. We felt right at home and enjoyed the space and privacy. Hosts were quick to respond."
Luxury Private basement suit. Private entrance and Private parking
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 property types in Headingley

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

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
FREE PARKING NY Style Condo in Exchange District
Private kitchen

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 AED 266
AED 573 total
includes taxes & fees
7 Jan - 8 January 2025
FREE PARKING NY Style Condo in Exchange District
Morning glory cottage
Front of the house

Morning glory cottage

8.8 out of 10, Excellent, (29)
"Awesome"
The price is AED 153
AED 310 total
includes taxes & fees
26 Dec - 27 Dec
Morning glory cottage
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.

Frequently asked questions

What's it like to stay at an apartment in Headingley?
You might not have many choices within the heart of Headingley, but Expedia can help you find accommodations within the larger area similar to apartments. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can even filter by similar property types like condos, vacation homes, or cottages. Any visit to a new destination can be a culinary trip so why not visit the local coffeehouses?
How do you know if an apartment is the right choice for your stay?
An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families who want the conveniences of home.
What's the top apartment I should consider for a stay in Headingley?
Listed below are some of the more popular apartments in the area: Luxury 2 bed 2 bath across jets arena 16th floor with amazing view: Located in Winnipeg, 11.1 mi/17.9 km from the heart of Headingley. Includes free WiFi, private balconies, and Smart TVs. Access to a fitness center is available on site. 2 bed downtown sleeps 5 across jets arena king bed: Located 11.1 mi/17.9 km away in Winnipeg. Free WiFi, private balconies, and sofa beds are included. Executive Luxury 2 bed Spacious Downtown WIFI laundry: It’s situated in Winnipeg, 11.1 mi/17.9 km away. Includes private balconies and Smart TVs. Modern Luxury 2 bed sleeps 5 wifi laundry king bed: Located 11.1 mi/17.9 km away in Winnipeg. Free WiFi and private balconies are included. Access to a fitness center is available on site. Downtown luxury 1 bedroom sleeps 3 wifi and laundry: Located in Winnipeg, 11.1 mi/17.9 km from Headingley. Includes free WiFi and private balconies. Access to a fitness center is available on site.
What will the weather be like in Headingley?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Headingley. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are February and January with an average of 11°F. The snowiest months in Headingley are November, October, January, and April, with each month seeing an average of 6 inches of snowfall.
What should I see in Headingley?
Headingley is known for its coffeehouses. Family-friendly attractions include Thunder Rapids Fun Park, whereas Beaudry Provincial Park is a spot to enjoy the outdoors. While here, John Blumberg Golf Course and John Blumberg Softball Complex are other places worth a visit.
What's the best way to get to and around Headingley?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Winnipeg James Armstrong Richardson Intl. Airport (YWG), which is located 7.9 mi (12.7 km) from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.