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Compare 104 Apartments in Headingley with updated reviews, rates, and availability.

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

8.2 out of 10, Very Good, (24)
"This is our second time staying in the property owned by this group, and we highly recommend. This is clean and quiet property. The location is amazing for going to Canada Life Centre and has great parking. We would definitely stay here again."
Gorgeous 2 bed sleeps 5 w/ surreal view downtown laundry wifi

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

10.0 out of 10, Exceptional, (3)
"Super friendly people, fantastic place as was perfect for what we wanted and had many little extras. Would definitely try to get this place again if need a place to stay in the future "
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.

R1 Safe/Central Private Room in Wolseley/7mins from University Of Winnipeg

8.0 out of 10, Very Good, (1)
R1 Safe/Central Private Room in Wolseley/7mins from University Of Winnipeg

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 215
AED 430 total
includes taxes & fees
17 Jun - 18 Jun
2 LUXURY BEDROOM IN BASEMENT FOR 4 PEOPLE !!!

Executive 2 bed Condo King bed great LOCATION downtown with laundry

9.0 out of 10, Wonderful, (16)
"It was a great condo with a nice view, it was walking distance from everything, overall a fantastic place to stay!"
Executive 2 bed Condo King bed great LOCATION downtown with laundry

Modern Luxury 2 bed sleeps 5 wifi laundry king bed

8.4 out of 10, Very Good, (11)
"Loved the location, beautiful place. Nice and clean and prompt responses to my questions. Would recommend and will definitely stay again."
Modern Luxury 2 bed sleeps 5 wifi laundry king bed

Modern Basement suite with seperate entrance close to grocery, restaurant & mall

Modern Basement suite with seperate entrance close to grocery, restaurant & mall

Upper Suite Family Haven - 6 minutes drive from the Airport, Close to Everything

Upper Suite Family Haven - 6 minutes drive from the Airport, Close to Everything

3BR Retreat with Gym, near Assiniboine Park Trails

6.0 out of 10, (1)
"Location is centrally located for dining, shopping and easy access to downtown. Extra charge for a parking spot, but we were able to use free visitor parking. Beds were comfortable, but other furniture was not. Confusion on finding the correct room, we ended up trying to get into someone's apartment. Be aware of proper hallway. "
3BR Retreat with Gym, near Assiniboine Park Trails

Modern Haven | Steps to Downtown

Modern Haven | Steps to Downtown

Chesskings Car Rental Guest House

4.0 star property
Chesskings Car Rental Guest House

Maryland Homestay - Downtown Apartment

10.0 out of 10, Exceptional, (2)
"Mr Huan To is an amazing host. Enjoyed the stay.Thank you"
The price is AED 205
AED 467 total
includes taxes & fees
10 Jun - 11 Jun
Maryland Homestay - Downtown Apartment

AVOCADO EXECUTIVE SUITES

8.0 out of 10, Very Good, (3)
"The apartment was very neat, I got immediate response when I had issues. I will always recommend for family and friends. "
The price is AED 263
AED 551 total
includes taxes & fees
23 Jun - 24 Jun
AVOCADO EXECUTIVE SUITES

Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

9.8 out of 10, Exceptional, (6)
"Very happy with the whole thing and it was 3 blocks from our event so it was perfect."
The price is AED 302
AED 533 total
includes taxes & fees
10 Jun - 11 Jun
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

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

8.0 out of 10, Very Good, (33)
"place was absolutely amazing—great location, and such a fantastic space. We truly enjoyed our time there.We will definitely be booking when we return to Winnipeg."
Luxury 2 bed 2 bath across jets arena 16th floor with amazing view

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

2BR Retreat with Gym, near Assiniboine Park Trails

6.0 out of 10, (3)
"The property was fine but there was a lot of confusion surrounding check in and parking space. "
2BR Retreat with Gym, near Assiniboine Park Trails

Lovely 1 Bed Loft

Lovely 1 Bed Loft

Retraite Saint Boniface/St. Boniface Retreat

10.0 out of 10, Exceptional, (3)
"Great neighborhood and great place to stay "
The price is AED 402
AED 756 total
includes taxes & fees
23 Jun - 24 Jun
Retraite Saint Boniface/St. Boniface Retreat

2 bed downtown sleeps 5 across jets arena king bed

8.8 out of 10, Excellent, (25)
"The owner was so helpful and the place was great!!!!"
2 bed downtown sleeps 5 across jets arena 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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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: Gorgeous 2 bed sleeps 5 w/ surreal view downtown laundry wifi: Located in Winnipeg, 11.1 mi/17.9 km from the heart of Headingley. Includes free WiFi, private balconies, and Smart TVs. A fitness center and onsite laundry facilities are on site. 2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.: Located 16 mi/25.8 km away in Winnipeg. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Maryland Homestay - Downtown Apartment: Located in Winnipeg, 10.3 mi/16.6 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. R1 Safe/Central Private Room in Wolseley/7mins from University Of Winnipeg: Located 9.9 mi/15.9 km away in Winnipeg. Free WiFi, private patios, and separate dining areas are included. Access to onsite laundry facilities is available on site. AVOCADO EXECUTIVE SUITES: Located in Winnipeg, 15.4 mi/24.8 km from Headingley. Includes free WiFi, fireplaces, and Smart TVs. Access to onsite laundry facilities 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. Explore the area and cultural attractions such as Historical Museum of St. James - Assiniboia, or visit a family-friendly sight such as Thunder Rapids Fun Park. While here, John Blumberg Softball Complex and Beaudry Provincial Park 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.