Headingley Vacation Rentals

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Check prices for these dates

Tonight
Jun 24 - Jun 25
Tomorrow
Jun 25 - Jun 26
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Headingley

2500 sq ft 5 beds 3.5 bath New Home (2021)
Exterior detail

2500 sq ft 5 beds 3.5 bath New Home (2021)

9.6 out of 10, Exceptional, (19)
"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 ￥26,034
￥34,964 total
includes taxes & fees
Jun 25 - Jun 26
2500 sq ft 5 beds 3.5 bath New Home (2021)
Welcoming Private 2 Bedroom Suite
Property grounds

Welcoming Private 2 Bedroom Suite

10.0 out of 10, Exceptional, (4)
"Fantastic property, excellent hosts! The beds were super comfy, everything we needed was accessible, and the place is in a fantastic location. Would definitely stay again, and highly recommend!"
The price is ￥7,438
￥18,298 total
includes taxes & fees
Jul 13 - Jul 14
Welcoming Private 2 Bedroom Suite
Cheerful Tuxedo House with Hot Tub
Smart TV, fireplace

Cheerful Tuxedo House with Hot Tub

9.8 out of 10, Exceptional, (11)
"Property was in great shape and as advertised. Lots of room for everyone and quite comfortable. Thanks! "
The price is ￥45,428
￥96,714 total
includes taxes & fees
Jul 1 - Jul 2
Cheerful Tuxedo House with Hot Tub
3 floors character house
Fridge, microwave, oven, stovetop

3 floors character house

9.4 out of 10, Exceptional, (63)
"Property was clean and owner worked hard to accommodate us. Would recommend this place."
3 floors character house
*Cozy & Spacious | Free Parking | 15 min Downtown*
Pool

*Cozy & Spacious | Free Parking | 15 min Downtown*

10.0 out of 10, Exceptional, (2)
"This property had everything we needed. It felt like home when we arrived. Very clean, comfortable and great location. The management team was quick to respond to any of my needs. I definitely would consider booking in the future. "
The price is ￥17,033
￥35,024 total
includes taxes & fees
Jul 15 - Jul 16
*Cozy & Spacious | Free Parking | 15 min Downtown*
Morning glory cottage
1 bedroom, iron/ironing board, free WiFi, bed sheets

Morning glory cottage

9.0 out of 10, Wonderful, (36)
"Very friendly host great location"
Morning glory cottage
Winnipeg Radiant Home - A peaceful neighborhood with separate entrance
Fridge, microwave, stovetop, coffee/tea maker

Winnipeg Radiant Home - A peaceful neighborhood with separate entrance

8.8 out of 10, Excellent, (3)
"The suite was located on a quiet street but close to a main street so it was easy getting around. It was sparsely furnished and could have used extra bath towels, face clothes, and blankets. The floor under the bed needs be to be thoroughly cleaned. Considering the affordable cost, it was a good value overall."
The price is ￥6,158
￥12,385 total
includes taxes & fees
Jun 27 - Jun 28
Winnipeg Radiant Home - A peaceful neighborhood with separate entrance
Kelvista's suite
Fridge, microwave, stovetop, coffee/tea maker

Kelvista's suite

10.0 out of 10, Exceptional, (3)
"This property was amazing would love to stay here again "
The price is ￥7,970
￥20,813 total
includes taxes & fees
Jul 3 - Jul 4
Kelvista's suite
Rare*Full Home in Downtown Winnipeg|Free Parking
Fridge, microwave, oven, stovetop

Rare*Full Home in Downtown Winnipeg|Free Parking

9.8 out of 10, Exceptional, (17)
"My family and I spent a wonderful 10 days. We were very comfortable and the location cannot be beat."
Rare*Full Home in Downtown Winnipeg|Free Parking
House in Winnipeg's Prime Neighbourhood
Terrace/patio

House in Winnipeg's Prime Neighbourhood

8.0 out of 10, Very Good, (1)
"Good value for money. Could use some better kitchen stuff and more consumables."
The price is ￥47,818
￥64,186 total
includes taxes & fees
Jun 25 - Jun 26
House in Winnipeg's Prime Neighbourhood
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
Smart TV

Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre

10.0 out of 10, Exceptional, (4)
"Great proximity to nice restaurants"
The price is ￥22,379
￥39,407 total
includes taxes & fees
Jun 25 - Jun 26
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
2 Br/ 3 beds with free parking, wifi and much more
Smart TV

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

9.2 out of 10, Wonderful, (15)
"Great over all location"
2 Br/ 3 beds with free parking, wifi and much more
Full house Close to Down town and St Boniface
Exterior

Full house Close to Down town and St Boniface

8.0 out of 10, Very Good, (1)
"The house was clean and the decor was very modern. "
Full house Close to Down town and St Boniface
NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!
TV

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

10.0 out of 10, Exceptional, (63)
"Owner was terrific to deal with, very helpful and welcoming."
NEW !! MODERN 1500 SF 2 BR 2.5 BA -ULTRA LUXURIOUS CONDO -OSBORNE VILLAGE !!
Cozy Home away from Home in a Basement with a separate entrance
Fridge, microwave, stovetop, coffee/tea maker

Cozy Home away from Home in a Basement with a separate entrance

10.0 out of 10, Exceptional, (3)
"Great stay well equipped with everything you need in the kitchen and bathroom. Very quiet and easy to access location"
The price is ￥8,942
￥15,049 total
includes taxes & fees
Jun 28 - Jun 29
Cozy Home away from Home in a Basement with a separate entrance
Modern Luxury 2 bed sleeps 5 wifi laundry king bed
Living area

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
FREE PARKING NY Style Condo in Exchange District
Dining

FREE PARKING NY Style Condo in Exchange District

10.0 out of 10, Exceptional, (60)
"Beautiful condo, tastefully decorated and very comfortable "
The price is ￥10,998
￥23,516 total
includes taxes & fees
Jul 1 - Jul 2
FREE PARKING NY Style Condo in Exchange District
Bliss and Comfort Home
Private kitchen

Bliss and Comfort Home

The price is ￥6,376
￥13,270 total
includes taxes & fees
Jun 29 - Jun 30
Bliss and Comfort Home
Cozy 3BR near Airport/DTown/Mall
Fridge, microwave, oven, stovetop

Cozy 3BR near Airport/DTown/Mall

9.2 out of 10, Wonderful, (15)
"Great place to stay. Nice to have the whole home to yourself. Check in and checkout were very easy. "
The price is ￥16,258
￥37,584 total
includes taxes & fees
Jul 1 - Jul 2
Cozy 3BR near Airport/DTown/Mall
Corporate Stays Stradbrook Apartments
Apartment, 2 Bedrooms | Living area | Smart TV

Corporate Stays Stradbrook Apartments

3.5 star property
4.0 out of 10, (2)
"When i got there at about 4pm, i could not get into the building. There was no human interaction. Eventually I got hold of someone in Quebec City. I was staying in Winnipeg. I got into the building. Then I couldn't get into my apartment. The door is keyless. I needed a code. It took at this point more than an hour to get in, because the lady in Quebec was not giving me the code 3* that one needs to enter before the rest of the code. Eventually another lade in Winnipeg had to drive to the...
Corporate Stays Stradbrook Apartments
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

Can I find a vacation rental in Headingley?

Yes, you can find vacation rentals in Headingley close to Thunder Rapids Fun Park, or you can go with a secluded option if you're looking for a relaxing stay. Our travelers say Headingley has a good selection of coffeehouses. Make sure you have time to check out the hockey games and riverfront during your trip.

What are some of the best vacation rentals in Headingley?

Welcoming Private 2 Bedroom Suite: This vacation home rental outside of Headingley has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Headingley?

While exploring the area, visit family-friendly sights like Thunder Rapids Fun Park, or get outside and enjoy nature at Assiniboine Park. While here, John Blumberg Softball Complex and Beaudry Provincial Park are other places worth a visit.

What are vacation rentals like in Headingley?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Headingley. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a family getaway.