Headingley Holiday Rentals

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Check prices for these dates

Tonight
4 Nov - 5 Nov
Tomorrow
5 Nov - 6 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Headingley

Smart TV
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
9.8 out of 10, Exceptional, (8)
"Great proximity to nice restaurants"
United States
Steve H.
The price is HK$1,284
HK$2,210 total
includes taxes & fees
13 Nov - 14 Nov
Cozy 2-Bedroom Loft in DT! Walking distance to the Forks and Canada Life Centre
1 bedroom, iron/ironing board, free WiFi, bed sheets
Morning glory cottage
Morning glory cottage
8.8 out of 10, Excellent, (39)
"Good place "
United States
Roy H.
The price is HK$332
HK$664 total
includes taxes & fees
10 Nov - 11 Nov
Morning glory cottage
Exterior detail
Afan Home of Joy
Afan Home of Joy
9.6 out of 10, Exceptional, (21)
"So far my favorite Vrbo location. Abraham & Joy are very welcoming. "
Canada
Steven S.
The price is HK$439
HK$956 total
includes taxes & fees
5 Nov - 6 Nov
Afan Home of Joy
Dining
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.
9.6 out of 10, Exceptional, (9)
"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 "
Canada
Mel
The price is HK$329
HK$924 total
includes taxes & fees
11 Nov - 12 Nov
2 Bed rooms|Private entrance|Free Parking|Self-Check-in into our Upscale Haven.
Smart TV, fireplace, table football, books
Cheerful Tuxedo House with Hot Tub
Cheerful Tuxedo House with Hot Tub
9.6 out of 10, Exceptional, (24)
"Fantastic place. Plenty of room, comfortable beds and great neighborhood. Hot tub was a perfect way to end the day. I’d definitely stay here again next time"
Canada
Mike
The price is HK$1,662
HK$4,097 total
includes taxes & fees
10 Nov - 11 Nov
Cheerful Tuxedo House with Hot Tub
Smart TV
2 Br/ 3 beds with free parking, wifi and much more
2 Br/ 3 beds with free parking, wifi and much more
9.2 out of 10, Wonderful, (26)
"Great over all location"
Canada
Sherry M.
2 Br/ 3 beds with free parking, wifi and much more
Exterior
Luxury skyline entire condo in downtown with FREE 24/7 parking
Luxury skyline entire condo in downtown with FREE 24/7 parking
9.6 out of 10, Exceptional, (18)
"We loved our stay at this beautiful property and will definitely be returning."
Canada
Janine B.
Luxury skyline entire condo in downtown with FREE 24/7 parking
Fridge, microwave, stovetop, coffee/tea maker
Home Away From Home:Brand new,Quite, cozy two bed rooms separate accommodation
Home Away From Home:Brand new,Quite, cozy two bed rooms separate accommodation
9.0 out of 10, Wonderful, (4)
"very nice and clean home! place was felt like home and was overall a great stay!"
Canada
solstice d.
Home Away From Home:Brand new,Quite, cozy two bed rooms separate accommodation
Exterior detail
Fully Furnished Basement Unit – Private Entrance Included
Fully Furnished Basement Unit – Private Entrance Included
9.2 out of 10, Wonderful, (5)
The price is HK$525
HK$795 total
includes taxes & fees
25 Nov - 26 Nov
Fully Furnished Basement Unit – Private Entrance Included
Outdoor dining
Maryland Homestay - Downtown Apartment
Maryland Homestay - Downtown Apartment
6.0 out of 10, (1)
The price is HK$474
HK$1,030 total
includes taxes & fees
5 Nov - 6 Nov
Maryland Homestay - Downtown Apartment
Fridge, microwave, stovetop, coffee/tea maker
Cozy Home away from Home in a Basement with a separate entrance
Cozy Home away from Home in a Basement with a separate entrance
9.8 out of 10, Exceptional, (8)
"Great location, easy access, everything you need."
Canada
Tony M.
The price is HK$719
HK$1,089 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Home away from Home in a Basement with a separate entrance
Interior
Serenity meets class: Entire Basement Suite in Winnipeg
Serenity meets class: Entire Basement Suite in Winnipeg
9.0 out of 10, Wonderful, (7)
"We needed a place close to Île Des Chêne to visit family and this was ideal for us. It was way better than a hotel and much less expensive. The bed was super comfortable and the full size fridge in the kitchenette came in very handy. The hosts were very responsive to our requests. Definitely worth coming back."
Canada
Al H.
The price is HK$323
HK$720 total
includes taxes & fees
6 Nov - 7 Nov
Serenity meets class: Entire Basement Suite in Winnipeg
Exterior
🌎Modern 3 bedroom home w/street park’n close to ✈️
🌎Modern 3 bedroom home w/street park’n close to ✈️
10.0 out of 10, Exceptional, (3)
"Nice n quiet good night sleep "
Canada
Joseph
The price is HK$857
HK$4,120 total
includes taxes & fees
15 Nov - 16 Nov
🌎Modern 3 bedroom home w/street park’n close to ✈️
Fridge, microwave, oven, stovetop
Rare*Full Home in Downtown Winnipeg|Free Parking
Rare*Full Home in Downtown Winnipeg|Free Parking
9.8 out of 10, Exceptional, (25)
"The stay was wonderful! The beds were nice and comfortable and it was a convenient location to downtown."
United States
Danielle r.
Rare*Full Home in Downtown Winnipeg|Free Parking
Fridge, microwave, oven, stovetop
*New & Modern Home | Free Parking | 5 mins Downtown*
*New & Modern Home | Free Parking | 5 mins Downtown*
9.6 out of 10, Exceptional, (4)
"Great place, great amenities. Would highly recommend "
Canada
Shelly C.
The price is HK$912
HK$1,858 total
includes taxes & fees
29 Nov - 30 Nov
*New & Modern Home | Free Parking | 5 mins Downtown*
Terrace/patio
Full house in the best neighborhood of Winnipeg-Bridgwater Forest
Full house in the best neighborhood of Winnipeg-Bridgwater Forest
6.0 out of 10, (6)
"The house is very lived in. Personal belongings everywhere, it’s like they dropped everything they are doing when they get a reservation, pack a bag and head out while people stay in their house. It was not clean, the bathrooms especially. The toilets were nasty, showers were used and not wiped down. We could only find one towel in the entire place for 4 ppl. There was smelly leftover in the fridge and a pot of rotting boiled chicken left in a pot on the stove. Upon arrival the owner text me and...
Canada
Mike W.
The price is HK$664
HK$1,057 total
includes taxes & fees
18 Nov - 19 Nov
Full house in the best neighborhood of Winnipeg-Bridgwater Forest
Outdoor dining
Maryland Homestay - Downtown Apartment
Maryland Homestay - Downtown Apartment
6.0 out of 10, (4)
"It should state there are just two rooms and the kitchen, location was good everything was walking distance. Was ok for our first time. "
Canada
Jessica M.
The price is HK$474
HK$1,030 total
includes taxes & fees
5 Nov - 6 Nov
Maryland Homestay - Downtown Apartment
Interior
St. Thérèse’s Nest: Your Peaceful Retreat Minutes from the Pulse of the City
St. Thérèse’s Nest: Your Peaceful Retreat Minutes from the Pulse of the City
2.0 star property
10.0 out of 10, Exceptional, (1)
"Check in was easy. Great location. Parking on street in front of house no problem. Kitchen had the basics. Tassimo made wonderful coffee. Beds comfortable but firm. Host was exceptionally attentive and accommodating. She was a blessing."
Canada
Joanne S.
The price is HK$796
HK$2,211 total
includes taxes & fees
3 Dec - 4 Dec
St. Thérèse’s Nest: Your Peaceful Retreat Minutes from the Pulse of the City
Terrace/patio
Urban-Peg: Modern Comfort in the Heart of the City
Urban-Peg: Modern Comfort in the Heart of the City
10.0 out of 10, Exceptional, (3)
"Gorgeous little home, close to everything but in a quiet wooded area. Home is well-appointed (complete kitchen with small appliances; laundry; parking; elevated private deck in back; front porch to sit and watch the deer stroll by). Clean and well-laid out. Would definitely stay here again in our next trip home!"
Canada
k s.
The price is HK$634
HK$1,527 total
includes taxes & fees
17 Nov - 18 Nov
Urban-Peg: Modern Comfort in the Heart of the City
Games room
Golden Eagle
Golden Eagle
The price is HK$424
HK$840 total
includes taxes & fees
5 Nov - 6 Nov
Golden Eagle
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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Top Headingley Hotel Reviews

Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

10/10 Excellent
"I slept"
Brian 1-night trip
Posted 17 hours ago
Motel 6 Headingley, MB - Winnipeg West

Find out more about Headingley

Search for holiday rentals in Headingley on Expedia! You can easily find your home rentals, villas, holiday apartments in Headingley using one of the methods below:

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Look no further and take a look at our great range of rental properties in Headingley!

Frequently asked questions

Can I find a holiday rental in Headingley?

Yes, there are holiday rentals in Headingley close to Thunder Rapids Fun Park, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Headingley has a good selection of coffee shops. Make sure you have time to check out the hockey games and riverfront during your trip.

What are some of the best holiday rentals that Headingley has to offer?

Afan Home of Joy: This holiday home rental outside of Headingley has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 John Blumberg Golf Course are other places worth a visit.

What are holiday rentals like in Headingley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Headingley. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for families.