Holiday houses in Headingley

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Top-rated holiday rentals in Headingley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Guest suite in Headingley

4.98 out of 5 average rating, 82 reviews

Private Luxury 2 bedrooms Basement Suite Winnipeg

PaulRating, 5 stars3 days ago

Aman's place was one of our best ever stays at an AirBnb. The location was excellent as it is away from the bustle of the city but you have excellent access to Winnipeg and it is only a matter of minutes before you are in the city. Aman's place comes exactly as described and what I liked most about his place was that it was exceptionally clean and all aspects of the space furnishings were high end. He didn't 'cheap' out on beds, furniture and appliances, etc. The beds were very comfortable and our sleep was quiet and peaceful. Aman is a great communicator. His messages were prompt and easy to understand making our check-in process exceptional. The space is roomy enough for four, and offers excellent value. All members of our party thoroughly enjoyed our stay and I wouldn't hesitate to stay here again. Thank you again for a wonderful stay, Aman! Thank you for providing exceptional accommodation on the AirBnB platform. You are exactly the type of hosts that AirBnB needs to attract.

Top Guest favourite

Guest suite in Winnipeg

5 out of 5 average rating, 50 reviews

Guesthouse By The Park

CharlesRating, 5 stars2 weeks ago

We would like to thank Ana for hosting us at her Airbnb on the weekend. The place was so accommodating and welcoming! The place was very clean and free of clutter and so forth. She made us enjoy our visit to the city. We would definitely stay at this Airbnb again in the near future because the hosts are very friendly, helpful and caring! I highly recommend this place for anyone looking for a place to stay during the visit to the city for a few days. This is a five star Airbnb!

Top Guest favourite

Home in Winnipeg

4.92 out of 5 average rating, 24 reviews

Bungalow House Winnipeg -Short Term Rental

Evan & CindyRating, 5 starstoday

Bryan’s place was very clean and had all the amenities for a week long stay. It was easy to keep clean and easy access into the house. The appliances are all nice and there are many extra’s in the kitchen which is very helpful. I felt very safe there as the home is in a nice neighbourhood. There is a yard with a small deck but unfortunately it snowed while I was there so I didn’t get to use it! I would definitely stay at Bryans house again!

Superhost

Home in Winnipeg

4.79 out of 5 average rating, 81 reviews

Winnipeg Top Stay

WhitneyRating, 5 stars3 days ago

A cute home within a quiet neighborhood. The space was tastfully decorated and the beds were super comfy. We loved the backyard area for our dog. There was a minor concern with the floor not being mopped, however the hosts acknowledged this and stated they would do better. We look forward to staying here again!

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Popular amenities for Headingley holiday rentals

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Other great holiday rentals in Headingley

Superhost

Home in Winnipeg

4.77 out of 5 average rating, 627 reviews

crestview park #1

HeatherRating, 5 stars1 month ago

great place to stay helpful and friendly would stay again

Private room in Winnipeg

5 out of 5 average rating, 3 reviews

The Barn Room

AminRating, 5 stars21 months ago

experience from the Airbnb host.. Mr George and Mrs Clyde are humble and respectful hosts. the place it was clean, mint, and roomy. I definitely will come back to that place.. Mr George and Clyde know how to treat their guest.. if you are looking for an Airbnb, I recommend it for you, and you will thank me for this recommendation. please, if you are looking for airbnp in Winnipeg, that is the place for you.. Mr. George and his family know how to treat guests like a family.. thanks, not enough for this family!!

Superhost

Guest suite in Winnipeg

4.76 out of 5 average rating, 109 reviews

2022 House Build! Entire suite! 2 Queen Beds!

CherylRating, 5 stars2 weeks ago

Awesome place to stay for a week and awesome host. Just needs to improve on keeping up with the sanitation supplies. But anything we needed he was right there with what we needed right away never a problem. Absolutely a great place to stay.

Private room in Cartier

4.92 out of 5 average rating, 50 reviews

Daisy Lane

SteveRating, 5 stars31 months ago

Very nice and clean place to stay, Barb and Tyler are very friendly hosts. And if you are an animal lover... You will enjoy your stay.

Private room in Winnipeg

4.76 out of 5 average rating, 17 reviews

Private Room and Bathroom in a Tuxedo Apartment

KarenRating, 5 stars7 months ago

Very clean apartment with everything you need. Good location next to outlet shopping center, restaurants, supermarket and ikea. There are walking trails across from the building and just under an hour's walk to the gorgeous aboigoine park with all it's attractions.

Private room in Winnipeg

4.71 out of 5 average rating, 14 reviews

Elegant Comfort, near PoloPark/Library/Downtown

JINTAERating, 5 stars2 months ago

I was satisfied with my stay here. The host prepared a desk and chair for me and was attentive to my requests. The only downside was the loud floor noise since it’s an old house, but overall it was fine. It was convenient having a supermarket and convenience store nearby.

Guest favourite