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Compare 74 Apartments in Headingley with updated reviews, rates, and availability.

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

8.0 out of 10, Very Good, (19)
"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

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

Maryland Homestay - Downtown Apartment #3

10.0 out of 10, Exceptional, (2)
"Mr Huan To is an amazing host. Enjoyed the stay.Thank you"
The price is AED 218
AED 477 total
includes taxes & fees
31 Mar - 1 Apr
Maryland Homestay - Downtown Apartment #3

Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

9.8 out of 10, Exceptional, (6)
"The unit was cute! I loved the wall of windows. But I would recommend black out blinds in the bedroom. I liked the kitchen as it had lots of amenities, there was coffee machine with coffee but no sugar. I would definitely consider staying again. "
The price is AED 269
AED 492 total
includes taxes & fees
18 Mar - 19 Mar
Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg

Luxury One Bedroom In A Modern Basement.

9.0 out of 10, Wonderful, (4)
"The apartment was comfortable and spotless. The host was lovely and helpful. I would definitely stay there again."
Luxury One Bedroom In A Modern Basement.

2BR Retreat with Gym, near Assiniboine Park Trails

2BR Retreat with Gym, near Assiniboine Park Trails

Chesskings Car Rental Guest House

4.0 star property
Chesskings Car Rental Guest House

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

8.2 out of 10, Very Good, (29)
"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

Chesskings Guest House - Unit 1 Notredame Avenue

6.0 out of 10, (1)
"Was ok"
The price is AED 192
AED 436 total
includes taxes & fees
9 Mar - 10 Mar
Chesskings Guest House - Unit 1 Notredame Avenue

Retraite Saint Boniface/St. Boniface Retreat

10.0 out of 10, Exceptional, (3)
"It felt like home very nice beautiful home i would definitely rent again "
The price is AED 384
AED 722 total
includes taxes & fees
8 Mar - 9 Mar
Retraite Saint Boniface/St. Boniface Retreat

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 220
AED 435 total
includes taxes & fees
10 Mar - 11 Mar
2 LUXURY BEDROOM IN BASEMENT FOR 4 PEOPLE !!!

Luxury two bedroom in a modern basement.

9.0 out of 10, Wonderful, (2)
"This unit worked perfectly for our needs. It was easy to get to and close to great shopping and dining options. It a perfect place for our quick weekend trip. We would definitely stay again. "
The price is AED 243
AED 432 total
includes taxes & fees
10 Mar - 11 Mar
Luxury two bedroom in a modern basement.

2 bed downtown sleeps 5 across jets arena king bed

8.6 out of 10, Excellent, (23)
"It was a great place close to the rink. Great for hockey games. "
2 bed downtown sleeps 5 across jets arena king bed

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

Maryland Homestay - Downtown Apartment #1

6.0 out of 10, (1)
The price is AED 205
AED 478 total
includes taxes & fees
10 Mar - 11 Mar
Maryland Homestay - Downtown Apartment #1

AVOCADO EXECUTIVE SUITES

8.0 out of 10, Very Good, (1)
"First let me say it was clean and owner was good at communicating. Now lets get into minor issues: if 3 adults are staying there and you are providing towels you shoukd have 3 not 2. Place settings , this property says it is for 4, we had 3. Cutlery, plates and such were at most 2, bowls 1. You have a microwave but your plates and bowls have a metal ring on them not goid to use in microwave.Never did i have issues with noise in the middle of the night, during the day and evening it could be a...
The price is AED 251
AED 532 total
includes taxes & fees
8 Mar - 9 Mar
AVOCADO EXECUTIVE SUITES

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

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!

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

Affordable 4 bedrooms /free on-site parking downtown Winnipeg/15 mins to Airport

6.0 out of 10, (1)
Affordable 4 bedrooms /free on-site parking downtown Winnipeg/15 mins to Airport
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

Cheerful Tuxedo House with Hot Tub

10.0 out of 10, Exceptional, (1)
The price is AED 896
AED 2,064 total
includes taxes & fees
18 Mar - 19 Mar
Cheerful Tuxedo House with Hot Tub

1800 sq. 3 bed 2.5 bath New Home (2021)

9.2 out of 10, Wonderful, (10)
"It is a nice place with a lot of rooms for a large group of people. We were 8 adults and all enjoyed the stay. "
The price is AED 602
AED 810 total
includes taxes & fees
18 Mar - 19 Mar
1800 sq. 3 bed 2.5 bath New Home (2021)

3 floors character house

9.4 out of 10, Exceptional, (57)
"Great house with lots of charm in a good section of town. Stayed this past weekend and there was extreme cold warnings, but the house was warm and cozy with the fireplace. One side note: if you are allergic to cats, this is not a place for you. Gopher the cat, is cute and likes people and has free roam of the house. When I read reviews I thought it was just an outside cat. "
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.

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. Access to a fitness center is available on site. Maryland Homestay - Downtown Apartment #3: Located 10.3 mi/16.6 km away in Winnipeg. Amenities include Smart TVs. R1 Safe/Central Private Room in Wolseley/7mins from University Of Winnipeg: It’s situated in Winnipeg, 9.9 mi/15.9 km away. Includes free WiFi, private patios, and separate dining areas. Cozy 1 Bedroom Apt In Heart Of Downtown Winnipeg: Located 11.1 mi/17.9 km away in Winnipeg. Amenities include Smart TVs. Access to a fitness center is available on site. Luxury 2 bed 2 bath across jets arena 16th floor with amazing view: Located in Winnipeg, 11.1 mi/17.9 km from Headingley. Includes free WiFi, private balconies, and Smart TVs. 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. 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 Golf Course 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.