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Compare Condo Rentals in Headingley with updated reviews, rates, and availability.

Interior
FREE PARKING NY Style Condo in Exchange District
10.0 out of 10, Exceptional, (40)
"Excellent location, parking was a breeze. Definitely will book again."
The price is $76
$154 total
includes taxes & fees
May 28 - May 29
FREE PARKING NY Style Condo in Exchange District
TV
NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!
10.0 out of 10, Exceptional, (50)
"Spacious and bright two-story suite in Osborne Village. The facility was well supplied with everything one might need for a short or longer stay. The place was quiet and comfortable with good security. The underground parking was a bit tight so might be awkward for a large vehicle. A short walk to Osborne street with its shops. Grocery store, drug store, liquor store just two blocks away. Two blocks the other ways is the Buvette café, excellent for breakfast or lunch."
NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!
Exterior
⭐️⭐️ theLOFTonJAMES ⭐️⭐️
10.0 out of 10, Exceptional, (43)
"This place was amazing—beyond our expectations! Though there are plenty of places to go within walking distance, you will most likely just want to stay in and admire the art gallery/museum-like charm of this place. There’s so much to look at, yet it’s still cozy and welcoming! Our host greeted us with wine and desserts, told us about the local hotspots, and checked in with us regularly to see if we needed anything. We can’t wait to come back and stay here!!"
The price is $219
$344 total
includes taxes & fees
May 27 - May 28
⭐️⭐️ theLOFTonJAMES ⭐️⭐️
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4 bedrooms, iron/ironing board, WiFi, bed sheets
Gorgeous and Unique 4 Bed & 2.5 Bath Townhouse **New Build**
10.0 out of 10, Exceptional, (1)
"Convenient location, nice size, super clean. I would stay again."
Gorgeous and Unique 4 Bed & 2.5 Bath Townhouse **New Build**
Fridge, microwave, oven, stovetop
(201) Exchange District Marvellous Warehouse Loft + 2 Bedrooms (133)
10.0 out of 10, Exceptional, (2)
"Awesome place thoroughly enjoyed my stay"
(201) Exchange District Marvellous Warehouse Loft + 2 Bedrooms (133)
Smart TV
(1606)Downtown Glasshouse+ Hi-End 1 Bdr+Fast WiFi(311)
10.0 out of 10, Exceptional, (1)
"Enjoyed my stay, would definitely book again whenever I visit"
(1606)Downtown Glasshouse+ Hi-End 1 Bdr+Fast WiFi(311)
Fridge, microwave, oven, stovetop
NEW !! SPACIOUS ULTRA STYLISH 1450sf 2 BR 2 BA CONDO— HISTORIC OSBORNE VILLAGE.
10.0 out of 10, Exceptional, (61)
"Very funky place - great layout - cooking and kitchen facilities well equipped and fun for entertaining"
NEW !! SPACIOUS ULTRA STYLISH 1450sf 2 BR 2 BA CONDO— HISTORIC OSBORNE VILLAGE.
Exterior
(409) Market Ave+Exchange District+2BR 1BATH +Fast WiFi(139)
10.0 out of 10, Exceptional, (1)
"Had a great time in Winnipeg, the only concern we had was parking, we were concerned about getting a ticket parking on the streets not knowing the area."
(409) Market Ave+Exchange District+2BR 1BATH +Fast WiFi(139)
Property grounds
Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre
9.8 out of 10, Exceptional, (21)
"Very nice little condo downtown. Perfect for 2 people and very affordable. "
Cozy Skyline Entire Condo in Downtown - Across from Bell MTS Centre
Property grounds
Relax to the Max - Stay & Play in the Lap of Luxury
9.6 out of 10, Exceptional, (24)
"We stayed at this VRBO my mother, daughter and I for 1 week has daughter had a swimming meet at the Pan Am pool. Nice and quiet location in a really pleasant neighborhood, really comfortable beds and soft bedding/towels, powerful jet in the shower;) Easy access to airport and downtown (max 15 minutes). The kitchen had everything we needed to cook and not to forget, the great coffee machine!! It was a pleasure to relax there after long days at the pool, and David was so helpful, easy to reach and...
Relax to the Max - Stay & Play in the Lap of Luxury
Smart TV
2 Br/ 3 beds with free parking, wifi and much more
9.6 out of 10, Exceptional, (7)
"Loved the location it was close to so many great restaurants. Very easy to get luggage and shopping into the unit. Will definitely stay here again."
2 Br/ 3 beds with free parking, wifi and much more
Exterior
Luxury skyline entire condo in downtown with FREE 24/7 parking
9.4 out of 10, Exceptional, (13)
"The property is in a great location for downtown Winnipeg events or the University of Winnipeg, all within walking distance, so you don’t need to drive around to find and pay for parking. From a country girl, the city always seems a little dirty but that can be overlooked if you are just there for a couple of days. The apartment was very clean and bright, not overly big, but cozy and convenient. The hallways were not always the cleanest, but there are a lot of people tracking in and out with...
Luxury skyline entire condo in downtown with FREE 24/7 parking
Smart TV
(508)Downtown Bright & Cozy 1 Bdr Glasshouse+Fast WiFi(311)
9.4 out of 10, Exceptional, (3)
"Location is perfect. Super helpful hosts! Will definitely book again"
(508)Downtown Bright & Cozy 1 Bdr Glasshouse+Fast WiFi(311)
Exterior
Cozy Downtown Loft Rooftop Patio BBQ Gym Coffee
9.2 out of 10, Wonderful, (5)
"Great to be so close to downtown, parked in the parkade across the street and walked everywhere. Would certainly stay again."
Cozy Downtown Loft Rooftop Patio BBQ Gym Coffee
Fridge, microwave, oven, stovetop
(1309) Downtown Glasshouse Luxury Suite 2BR 1BATH+ Fast Wifi(311)
8.6 out of 10, Excellent, (4)
"The property was quite dirty when we arrived. The batheoomThe kitchen was missing some of the items displayed. The furniture inside the house is not what is presented"
(1309) Downtown Glasshouse Luxury Suite 2BR 1BATH+ Fast Wifi(311)
Exterior
Premium 2BD Loft DT Heated Parking Rooftop Patio BBQ Gym Coffee
8.4 out of 10, Very Good, (13)
"Close to lots of shops"
Premium 2BD Loft DT Heated Parking Rooftop Patio BBQ Gym Coffee
Smart TV
(1208)Downtown Glasshouse Beautiful 2BR 2BATH +Fast WiFi (311)
8.4 out of 10, Very Good, (5)
"Honestly, it got the job done and so does sandwich in a vending machine. Dirty, smelly, windows where dirty inside and out as it’s the “glasshouse”. The reason for renting was the walk in shower for my father, which was ok and central location because we where going north, south and all over downtown, but it really was underwhelming in all. No place to drop off or pick due to bicycle lane, which not the apartments fault but I was a huge hassle and multi story parking lot would allow for...
(1208)Downtown Glasshouse Beautiful 2BR 2BATH +Fast WiFi (311)
Marina
(101)Exchange District + 2BR 1.5Bath+ Parking (165)
8.0 out of 10, Very Good, (5)
"Door right on the street had multiple people trying to get in through the night. Blood on the bed and the walls.but a very nice interior design one blind that faced the street was missing."
(101)Exchange District + 2BR 1.5Bath+ Parking (165)
Exterior
(411)Converted Loft | Hi-End | 2 Bdr | Exchange District l Market Ave (139)
8.0 out of 10, Very Good, (3)
"Walking distance to so many cool things. Simple decor and everything we needed. Only complaint was that parking wasn’t included. But is easy to find and reasonably priced. Otherwise great."
(411)Converted Loft | Hi-End | 2 Bdr | Exchange District l Market Ave (139)
Fridge, microwave, oven, stovetop
(209) Exchange District + Market Avenue + 2 Bdr + Warehouse Loft (139)
8.0 out of 10, Very Good, (3)
"My friends were very impressed with the overall architectural atmosphere and accoutrements. Very convenient to many high cultural and restaurant venues."
(209) Exchange District + Market Avenue + 2 Bdr + Warehouse Loft (139)
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See all available properties in Headingley
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.

Other property types in Headingley

Interior
FREE PARKING NY Style Condo in Exchange District
10.0 out of 10, Exceptional, (40)
"Excellent location, parking was a breeze. Definitely will book again."
The price is $76
$154 total
includes taxes & fees
May 28 - May 29
FREE PARKING NY Style Condo in Exchange District
Smart TV
Luxury 2 bed 2 Bath Across Jets Arena 16th Floor With Amazing View
8.8 out of 10, Excellent, (14)
"Rental is as advertised. If you want to be close to the action for jets games or concerts, this is the one. Great for 2 couples staying, as there are 2 bathrooms to offer some extra privacy. Some general aaesthetic maintenance needed in the space but nothing affecting our stay."
The price is $121
$237 total
includes taxes & fees
May 27 - May 28
Luxury 2 bed 2 Bath Across Jets Arena 16th Floor With Amazing View
Smart TV, fireplace
Luxurious and Comfortable 3-Bedroom Bungalow Style House
8.8 out of 10, Excellent, (13)
"Overall our stay was fantastic The house was clean and welcoming home away from home Only issue we had was the dishwasher, so we just washed the dishes"
Luxurious and Comfortable 3-Bedroom Bungalow Style 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.

Headingley Condo Rentals information

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Frequently asked questions

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What is there to do in Headingley near my condo?
Headingley has enough activities and sights to keep you occupied for weeks, beginning with Assiniboine Park Zoo. Assiniboine Park, Pavilion Gallery Museum and Western Canada Aviation Museum are other fantastic attractions. If you’re hanging around a while, Historical Museum of St. James - Assiniboia and Thunder Rapids Fun Park will add the finishing touches to your itinerary.

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