
Holiday rentals in Pickering
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Top-rated holiday rentals in Pickering
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Pickering
Guest favourite

Flat in Downtown Toronto
5 out of 5 average rating, 5 reviewsThe Snug 1+1 Suite w/ Free Parking
Paul LRating, 5 stars1 week ago
Excellent apartment everything is close the host responds to any h it's really appreciated
Guest favourite

Home in Churchill Meadows
4.9 out of 5 average rating, 40 reviewsHoliday retreat in Toronto
BernardoRating, 5 stars4 days ago
Great house, very clean and comfortable for the family. A better equipped kitchen would help for families who enjoy cooking
Superhost

Home in Brampton
4.75 out of 5 average rating, 4 reviewsMy Charming Getaway
MichelleRating, 5 stars8 months ago
The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .
Superhost

Flat in Downtown Toronto
4.83 out of 5 average rating, 41 reviewsJungle Made of Concrete: Free Parking & City View
CatharineRating, 5 stars1 month ago
I was forced to book a 2nd property last minute after another host accepted our reservation request despite not being able to accommodate the check in time needed (early/immediate). The initial host charged me for their apartment before informing me that they couldnt allow for the early check in that was specifically mentioned during booking, thus rendering that reservation basically useless. I decided to put my faith in Air BnB to recover the funds for me, and focused on securing last minute accommodations with a host who was able/willing to work with our need to check in more or less that very moment. Thats when I found Cecilia's apartment. It came with a free parking space which was a huge bonus, and was just steps from my orinigal booking (exactly where i needed to be). I reached out to her directly without initiating any reservation, and Cecilia respon promptly. She invited me to come straight away and sent check in instructions just as quickly. Cecilia was fantastic! Thanks!!
Guest favourite

Townhouse in Richmond Hill
5 out of 5 average rating, 12 reviewsCheerful 3 bedrooms townhouse
SabrinaRating, 5 stars7 months ago
Great airbnb - would recommend! Stayed for 8 months and was good for our family with two small kids! Three large bedrooms (one in basement) and one office upstairs, all amenities were provided - plenty of kitchen utensils, plates, lots of baby things (high chair, brezza maker, safety gates), and well stocked. The location is nice - close to a huge park and community center with library and swimming pool (across one major road only!) and nice trail right behind. Close to Costco (7-8 mins) and lots of good restaurants within 10-15 mins drive :) ravine lot at the back so lots of privacy! Host, Eva, was super responsive and replied quickly, whenever there was any issues she replied asap, and was clear in all her instructions! Beautiful spacious airbnb , three floors and one basement , would recommend for any family !
Guest favourite

Flat in Downtown Toronto
5 out of 5 average rating, 10 reviewsBright & Stylish Suite | Prime Location + Parking
JennyRating, 5 stars1 week ago
Excellent! Met our expections ! Will definitely return! Very much recommend the apartment and Michael was a great host! Thank you for everything !
Top guest favourite

Townhouse in Mimico
4.95 out of 5 average rating, 22 reviewsModern Toronto Townhome by the Lake - Free Parking
KanashiroRating, 5 stars1 month ago
Nicely decorated. Very clean and comfortable bedrooms. Full bathroom per bedroom. Excellent location right off QEW. Near Lakeshore and Humber area parks with views from nearby restaurants of the city. Lots of great local restaurants. Easy access to highway if travelling outside of Toronto. Close to airport and downtown. Parking for 2 cars was appreciated. Excellent hangout living spaces. Lots of stairs it is a tall townhouse. Host was very friendly and easy to communicate with. Thank you for great stay!
Superhost

Home in Midtown
4.7 out of 5 average rating, 93 reviewsStunning Bright 2+ Bdrm Luxury w/Free Parking
John And IlsaRating, 5 stars3 months ago
This is our second time staying here, and Arti's place was perfect for our group of 3 adults, a toddler and a baby. The Beltway proved to be a wonderful alternative to walking on icy sidewalks our first evening and had a wonderful peaceful ambiance as opposed to roads and traffic. The place is exactly as advertised and we would not hesitate to stay here again.
Quick stats about holiday rentals in Pickering
Total rentals
1.5K properties
Total number of reviews
36K reviews
Family-friendly rentals
610 properties are a good fit for families
Pet-friendly rentals
270 properties allow pets
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
940 properties have a dedicated workspace
Destinations to explore
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- Apartment rentals Pickering
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- Budweiser Stage
- Port Credit
- University of Toronto
- The Danforth Music Hall
- Metro Toronto Convention Centre
- Exhibition Place
- CF Toronto Eaton Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Royal Woodbine Golf Club
- Massey Hall
- Jackson-Triggs Niagara Estate
- Harbourfront Centre
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Royal Ontario Museum
- Royal Alexandra Theatre
- Casa Loma
- BMO Field
- Dufferin Grove Park
- Markham Green Golf Club