Headingley Vacation Rentals

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Browse Select Headingley Vacation Homes

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
Fridge, microwave, oven, stovetop
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
Fridge, microwave, stovetop, coffee/tea maker
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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Exterior
Spacious yet cozy bridgewater lakes home surrounded by green space!
The price is CA $220
CA $317 total
includes taxes & fees
May 28 - May 29
Spacious yet cozy bridgewater lakes home surrounded by green space!
Fridge, microwave, oven, stovetop
Cozy 3BR near Airport/DTown/Mall
9.0 out of 10, Wonderful, (2)
"Good communication: supplied everything we needed for a quick weekend in and out of Winnipeg and close to the airport."
The price is CA $170
CA $319 total
includes taxes & fees
May 28 - May 29
Cozy 3BR near Airport/DTown/Mall
Private kitchen
Basement guest suite with separate entrance
8.8 out of 10, Excellent, (22)
"Was an awesome place just what we needed ."
The price is CA $60
CA $114 total
includes taxes & fees
May 30 - May 31
Basement guest suite with separate entrance
Fridge, microwave, oven, stovetop
3 floors character house
9.4 out of 10, Exceptional, (46)
"Very comfortable for us and our dog"
3 floors character house
Interior
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
Pool
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 CA $248
CA $445 total
includes taxes & fees
Jun 18 - Jun 19
King Bed Astounding Cinematic Sunset in trendy location, South City
Pool
Luxurious House in a Desired Location, King Bed
10.0 out of 10, Exceptional, (18)
"Chill holiday with family"
The price is CA $249
CA $444 total
includes taxes & fees
May 28 - May 29
Luxurious House in a Desired Location, King Bed
2 bedrooms, iron/ironing board, WiFi, bed sheets
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
Fridge, microwave, oven, stovetop
Oasis on the River
10.0 out of 10, Exceptional, (5)
"It was amazing to stay here. Gonna try to rent this house again. Told friends about it. The deer,geese,squirrels they were amazing to see in the backyard. Very nice. The floor is kinda wonky but other than that nicest place I stayed in on vrbo. Pricey but worth it. Too bad it wasn’t pet friendly so I could bring my dog next time. Enjoyed the stay."
Oasis on the River
Living area
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.
Fridge, microwave, oven, stovetop
Recently renovated home just a 7 minute walk from the St Boniface Hospital.
10.0 out of 10, Exceptional, (2)
"It was a great property, so authentic, kudos to Anna for keeping it historical with all the old stuff. The house was so charming with easy access to many places."
Recently renovated home just a 7 minute walk from the St Boniface Hospital.
Fridge, microwave, oven, stovetop
Comfortable home near airport
Comfortable home near airport
Interior
Home away from home!
8.8 out of 10, Excellent, (8)
"It was a great stay with great amenities. Highly recommended for a comfortable stay."
The price is CA $99
CA $186 total
includes taxes & fees
Jun 7 - Jun 8
Home away from home!
Interior
Cozy Private 1-bedroom Basement Suite with free parking
9.6 out of 10, Exceptional, (18)
"This small basement suite is clean, easy to find in convenient south-west location. Owner is very responsive."
The price is CA $90
CA $187 total
includes taxes & fees
May 28 - May 29
Cozy Private 1-bedroom Basement Suite with free parking
Property grounds
Afan Home of Joy
9.8 out of 10, Exceptional, (6)
"Clean and comfortable"
The price is CA $85
CA $170 total
includes taxes & fees
Jun 9 - Jun 10
Afan Home of Joy
Outdoor dining
Cozy Wolseley Home!!!
9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. As far as we are concerned, Wolseley is the best neighbourhood in Winnipeg. The decor of the house was in need of someone like me to perk it up, and the fooseball table in the dining room wasn't our cup of tea, but we loved the fire pit in the front of the house."
Cozy Wolseley Home!!!
Smart TV, books
Best place to stay and enjoy your money
9.6 out of 10, Exceptional, (4)
"Owner was very friendly and house was well maintained "
The price is CA $60
CA $250 total
includes taxes & fees
May 30 - May 31
Best place to stay and enjoy your money
Don't see what you're looking for?
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

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."
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
Private kitchen
Basement guest suite with separate entrance
8.8 out of 10, Excellent, (22)
"Was an awesome place just what we needed ."
The price is CA $60
CA $114 total
includes taxes & fees
May 30 - May 31
Basement guest suite with separate entrance
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 Vacation Homes information

Number of reviews
230
Accommodation
136 Vacation Homes
Lowest Price
CA $60
Highest Price
CA $249

Recent Reviews in Headingley
Expedia verified reviews