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Compare 151 Vacation Homes in Headingley with updated reviews, rates, and availability.

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
Rare*Full Home in Downtown Winnipeg|Free Parking
9.6 out of 10, Exceptional, (5)
"Great location, clean, lots of room as advertised"
Rare*Full Home in Downtown Winnipeg|Free Parking
Restful 4 bedroom TownHome
9.4 out of 10, Exceptional, (3)
"Worked well for a couple hockey families to share during a evaluation camp over the weekend. Was very clean. Basic necessities available in kitchen and bath. Room in the back lane for two SUVs to park side x side. Would stay again. "
Restful 4 bedroom TownHome
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Oasis on the River
9.8 out of 10, Exceptional, (6)
"Enjoyed the lovely river view especially early morning when environment is quite. The moon reflection in the river at 4am looks amazing."
Oasis on the River
Luxurious 2 bedroom basement suit.
9.6 out of 10, Exceptional, (13)
"Hosts were lovely and accommodation was squeaky clean. Thank you."
Luxurious 2 bedroom basement suit.
Cozy Home in the Heart of Downtown Winnipeg
10.0 out of 10, Exceptional, (1)
"We stayed at the Langside property for four weeks as our house was being renovated. Throughout the time, the owner, Rony, kept up excellent communication with us and was responsive to our requests. The property was comfortable. Not luxurious, but given the price, was excellent value. We were particularly pleased with the laundry facilities on premises. The washer was unbalanced resulting in noisy spin cycles, but by placing a towel between the washer and the wall the sound was greatly...
Cozy Home in the Heart of Downtown Winnipeg
Spacious yet cozy bridgewater lakes home surrounded by green space!
10.0 out of 10, Exceptional, (1)
Spacious yet cozy bridgewater lakes home surrounded by green space!
Basement guest suite with separate entrance
8.8 out of 10, Excellent, (23)
"Was an awesome place just what we needed ."
The price is AED 162
AED 308 total
includes taxes & fees
8 Jun - 9 Jun
Basement guest suite with separate entrance
Bonavista Light House; a 2 bedroom Serene Suite
10.0 out of 10, Exceptional, (19)
"Lewis was an Excellent host - he goes above and beyond to make sure your stay is perfect and ours most definitely was - suite was very clean and super comfortable - we will absolutely be back again - no disappointments here at all."
Bonavista Light House; a 2 bedroom Serene Suite
King Bed Astounding Cinematic Sunset in trendy location, South City
10.0 out of 10, Exceptional, (30)
"A great homebase for Winnipeg vacation. Well equipped and well appointed home."
The price is AED 668
AED 1,198 total
includes taxes & fees
18 Jun - 19 Jun
King Bed Astounding Cinematic Sunset in trendy location, South City
Luxurious House in a Desired Location, King Bed
10.0 out of 10, Exceptional, (19)
"Beautiful home, all you need for cooking, including bbq on deck. Host is responsive and provides key info required for an excellent experience. Really close to any amenity you need and minutes from major artery to get where you need to go. Overall, a great stay, highly recommend."
Luxurious House in a Desired Location, King Bed
Bridgwater Haven. 2 Queen Beds. Private & Clean
10.0 out of 10, Exceptional, (2)
"This is a great location. It’s a walk-in basement just off walking paths in a new sub division. Very clean and has two bedrooms. We would definitely stay again. Thanks for everything."
Bridgwater Haven. 2 Queen Beds. Private & Clean
Comfortable 3 Bedroom Basement Unit (5 min to U of M
5.0 out of 10, (2)
"Place was clean and well maintained. Beds in all rooms were very comfortable. Good place to stay if your just looking for a place to sleep. Kitchen was too small and inadequately stocked with cooking supplies for any food prep. Bathroom is small but adequate. Only had three towels and we had had five adults booked in. Arrival instructions were very confusing."
Comfortable 3 Bedroom Basement Unit (5 min to U of M
New 2 bedroom basement suite
10.0 out of 10, Exceptional, (3)
"This is the second time we have stayed here. Very Nice."
The price is AED 229
AED 368 total
includes taxes & fees
9 Jun - 10 Jun
New 2 bedroom basement suite
Home away from home - 6 bedroom fantastic bungalow
8.4 out of 10, Very Good, (7)
"There were 9 of us and the rooms and space was perfect. The kids had a great space with their own tv. The location was good with easy access to the shopping areas and zoo."
Home away from home - 6 bedroom fantastic bungalow
Comfortable home near airport
Comfortable home near airport
Exceptional 2 Bedroom Basement Suite
10.0 out of 10, Exceptional, (1)
"Good place to stay if you need accommodations in Transcona. If you know the area, recommended. Far from the main areas of Winnipeg. Typical basement suite."
Exceptional 2 Bedroom Basement Suite
French district Main floor of the duplex house - clean and quiet - Pet Friendly!
9.0 out of 10, Wonderful, (2)
"The property was in a great location. Quiet neighborhood within easy walking distance to The Forks area and local running/walking trails. There were five of us with devices and we had no issues with all of us being on the internet at the same time. The upstairs tenant was also very quiet. The curtains in the bedrooms and bathroom were pretty thin so it made sleeping past sunrise difficult and we hung an extra towel over the curtain rod in the bathroom for additional privacy. We were unfamiliar...
French district Main floor of the duplex house - clean and quiet - Pet Friendly!
Elegant 4 bedroom Unit in a House - 2 minutes to University of Manitoba
Elegant 4 bedroom Unit in a House - 2 minutes to University of Manitoba
Home Away From Home:Brand new,Quite, cozy two bed rooms separate accommodation
8.0 out of 10, Very Good, (1)
"New house in brand new subdivision, still a lot of construction in the area but will be very nice when it’s all done. Good location close to shops and restaurants, 20 min walk or 5 mins by car. Nice clean basement apartment, good size with a comfortable bed. Could use more towels, just one was provided with no hand towel. Did eventually find a second in the closet. No clear lock on the guest side of the door to upstairs. Would be good if they added that. Description is a bit misleading,...
Home Away From Home:Brand new,Quite, cozy two bed rooms separate accommodation
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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

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."
Luxury 2 bed 2 Bath Across Jets Arena 16th Floor With Amazing View
Basement guest suite with separate entrance
8.8 out of 10, Excellent, (23)
"Was an awesome place just what we needed ."
The price is AED 162
AED 308 total
includes taxes & fees
8 Jun - 9 Jun
Basement guest suite with separate entrance
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.

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