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Compare 169 Vacation Homes in Headingley with updated reviews, rates, and availability.

Flamingo Home! A family-friendly Airbnb home with 4 bedrooms and 3 bathrooms.

10.0 out of 10, Exceptional, (2)
"I had a pleasant stay, it’s a beautiful house and the host was very helpful"
Flamingo Home! A family-friendly Airbnb home with 4 bedrooms and 3 bathrooms.

Morning glory cottage

8.8 out of 10, Excellent, (31)
"Very friendly host great location"
The price is AED 154
AED 311 total
includes taxes & fees
22 Feb - 23 Feb
Morning glory cottage

River Heights+Striking 4 Bdr Home+Parking(759)

8.8 out of 10, Excellent, (3)
"Clean property and accurate description. There was very little toilet paper we had to buy some. For six adults there should be more provided. Clean home and it was cozy and comfortable. "
River Heights+Striking 4 Bdr Home+Parking(759)

Separate Entrance Basement Suite

8.4 out of 10, Very Good, (5)
"Absolutely amazing, clean and had everything we needed. One of my best short term rentals to date."
The price is AED 243
AED 371 total
includes taxes & fees
23 Jan - 24 Jan
Separate Entrance Basement Suite

Bonavista Light House; a 2 bedroom Serene Suite

10.0 out of 10, Exceptional, (23)
"When reviewing properties this one certainly spoke to me . I wanted to have a bright quiet and clean space for the week. It did not disappoint. Lewis responded to the small questions we did have immediately. He accommodated our early check in following an early treatment that morning ."
Bonavista Light House; a 2 bedroom Serene Suite

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

Modern house in trendy location in South Winnipeg-Bridgwater Area

10.0 out of 10, Exceptional, (19)
"We did a quick trip to Winnipeg to check out the Therma Spa. The location and accommodations were perfect! "
Modern house in trendy location in South Winnipeg-Bridgwater Area

Rare*Full Home in Downtown Winnipeg|Free Parking

10.0 out of 10, Exceptional, (14)
"Fantastic spot for us. Will be using them again for sure."
Rare*Full Home in Downtown Winnipeg|Free Parking

South Winnipeg+3 Bdr+Private Home(62)

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay very much. House was clean and in a safe and quiet neighborhood. A great location. The hosts are very organized. Will definitely want to stay here again."
South Winnipeg+3 Bdr+Private Home(62)

Comfortable home near airport

9.6 out of 10, Exceptional, (5)
"We were in town to celebrate Christmas with our family in Winnipeg and this house was just perfect for our family. The location was ideal - close to main routes to get to shopping, restaurants and amenities. The house was very clean and well stocked with spices, coffee/tea/hot chocolate in the kitchen & shampoo/conditioner in the showers. It could use some more drinking & wine glasses but they did have enough as long as you washed them after using. The only complaint that we had were the...
Comfortable home near airport

St B. Living

10.0 out of 10, Exceptional, (4)
"I’m impressed at the location of this property. On my first morning, I walked towards The Forks. There are others walking, so I didn’t feel uncomfortable. In the night time, the neighborhood is quiet. The property is well renovated inside with modern amenities. The host is very accommodating and communicated well. "
The price is AED 362
AED 512 total
includes taxes & fees
9 Feb - 10 Feb
St B. Living

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

10.0 out of 10, Exceptional, (1)
"My wife and I stayed in Winnipeg for a few nights in Dec 2022. The suite was easily accessible, located in the lower level of a house in a residential neighborhood. Was refreshing to get away from 'corporate' for a bit. Bed was comfortable and everything that we needed was provided - even creamers for the coffee. We didn't use the TV, but apparently it has several thousand channels so you can surf to your heart's content. The host, Christiana, was very attentive and made sure we had all that we...
The price is AED 205
AED 356 total
includes taxes & fees
23 Jan - 24 Jan
Cozy Home away from Home in a Basement with a separate entrance

Cozy Room - Winnipeg Central

2.6 out of 10, (4)
"The bedsheets were not changed from previous resident.. got bed bugs..the monthly tenant was drunk all night and day.. yelling at both other tenants. He shut off heat in the middle of night, woke up freezing,which caused me to get sick. Very very dirty. Old food in fridge and food spill all over. Most hideous place ever. This place is not suitable for this site"
Cozy Room - Winnipeg Central

Private Cozy 1 Bedroom Basement Suite

10.0 out of 10, Exceptional, (2)
"Bon accueil, propre, tranquille. "
The price is AED 243
AED 462 total
includes taxes & fees
31 Jan - 1 Feb
Private Cozy 1 Bedroom Basement Suite

Luxurious and Comfortable 3-Bedroom Bungalow Style House

8.8 out of 10, Excellent, (19)
"Everything was as it was mentioned. Family was here to attend a wedding so o ly used it to "
Luxurious and Comfortable 3-Bedroom Bungalow Style House

3 floors character house

9.4 out of 10, Exceptional, (54)
"I stayed for a couple of weeks and thoroughly enjoyed my stay. The bed was comfortable and the the house was warm for the season. I will return if I'm able. My little dog needed to be carried up and down the stairs but that was a minor concern since he only weighs 11 pounds."
3 floors character house

Home away from home!

8.4 out of 10, Very Good, (11)
"Clean and well decorated, and very spacious! Backyard connects to a walking path which is nice. Neighborhood is very quiet, but street parking can be harder to find if youre getting back late. The massage chair is a bonus, especially since I was in town for work. Lovely hosts, I'd recommend staying here. "
The price is AED 210
AED 438 total
includes taxes & fees
3 Feb - 4 Feb
Home away from home!

Cozy Private 1-bedroom Basement Suite with free parking

9.6 out of 10, Exceptional, (20)
"So cozy and hostess was nice and welcoming "
Cozy Private 1-bedroom Basement Suite with free parking

Afan Home of Joy

9.8 out of 10, Exceptional, (9)
"So far my favorite Vrbo location. Abraham & Joy are very welcoming. "
The price is AED 218
AED 462 total
includes taxes & fees
22 Feb - 23 Feb
Afan Home of Joy

King Bed Astounding Cinematic Sunset in trendy location, South City

10.0 out of 10, Exceptional, (36)
"Quiet and safe area. Being able to park in garage is a luxury. Driveway and walks clear of snow. Hosts add touchescto home that make it warm and inviting."
King Bed Astounding Cinematic Sunset in trendy location, South City
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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Other property types in Headingley

Morning glory cottage

8.8 out of 10, Excellent, (31)
"Very friendly host great location"
The price is AED 154
AED 311 total
includes taxes & fees
22 Feb - 23 Feb
Morning glory cottage

Luxury 2 bed 2 bath across jets arena 16th floor with amazing view

8.2 out of 10, Very Good, (29)
"place was absolutely amazing—great location, and such a fantastic space. We truly enjoyed our time there.We will definitely be booking when we return to Winnipeg."
Luxury 2 bed 2 bath across jets arena 16th floor with amazing view

Gorgeous 2 bed sleeps 5 w/ surreal view downtown laundry wifi

8.0 out of 10, Very Good, (19)
"This is our second time staying in the property owned by this group, and we highly recommend. This is clean and quiet property. The location is amazing for going to Canada Life Centre and has great parking. We would definitely stay here again."
Gorgeous 2 bed sleeps 5 w/ surreal view downtown laundry wifi
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.