
Pet-friendly holiday rentals in Pickering
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Top-rated pet-friendly home rentals in Pickering
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Popular amenities for Pickering pet-friendly home rentals
Pet-friendly house rentals

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms
We had a delightful stay at Jasmine’s place. The space was impeccably clean and thoughtfully decorated, making it feel like a true home away from home. Jasmine was an exceptional host—attentive, communicative, and always ready with helpful replies with my questions. I highly recommend her place to anyone visiting the area and would love to return in the future.

Heated Pool-tub Open 365 Days
We had a great stay! The house was spotless and very well maintained. Having three full bathrooms was incredibly convenient for our group, and the hot tub was a perfect. Highly recommend this place for a comfortable and enjoyable stay!

Entire cozy place in the middle of all
Anastasia was a fantastic host—responsive, supportive and accommodating throughout the duration of my stay. The residence is located in a quaint and pleasant neighborhood. Further, the pictures advertised don’t do this space justice. It’s well kept and looks much better in-person. I throughly enjoyed my stay and would recommend to anyone!

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean
Rohan’s place was perfect for our visit to Toronto! We traveled with two toddlers and there was a fun little park within walking distance that had a splash pad! There was plenty of space for our family of 4 and all the amenities you’d ever need! We would stay again!

Whitby Home - Great Convenient Getaway
We had a great long weekend . We loved the house and location. With beautiful water front trails closely. Perfect to walk our dog. Highly responsive owner and helpful.

Luxury 5 beds, 6 Baths custom home
An amazing home meeting the needs of our multi-generational family spending a week together in the GTA to cheer on our daughter participating in a National sporting event. Listing is reflective of the gorgeous, clean home. We would definitely look to return should another opportunity present!

Home in Durham
Elakkeesh’s home was great. Perfect for large families, lots of space. I would recommend this home to everyone.

Spacious & bright 2bd Thornhill unit steps to park
We had a pleasant stay at Amir’s place. It’s a spacious basement unit located in a good neighborhood in Markham. It was close to the city, convenient access to highways, and in a quiet, well-kept neighborhood. The space was clean and well-maintained. The kitchen was fully equipped with a wide range of appliances and tools, which made it easy to cook and prepare meals. Amir was an excellent host, very responsive and attentive. He went out of his way to accommodate our early arrival by allowing us to check in a couple of hours ahead of time, which we really appreciated. Being a basement unit, you can hear footsteps from upstairs occasionally. It wasn’t a major issue for us, but it’s worth noting. The mattress could also be more comfortable. It is definitely an area for improvement. Overall, we were happy with the place and with Amir as a host. A few things could be improved, but it was a good experience and we appreciated the hospitality.
Pet-friendly home rentals with a pool

Treehouse on private, isolated forest (300 acres)
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!

Beautiful Penthouse with Breathtaking View
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well

Ravine Paradise ! heated pool and hot tub!
this was one of the best airbnbs we stayed at. the place was clean and even more beautiful than described. Preston communicated with me months before we rented, through tech difficulties, before during and after the stay. they were understanding, courteous, and helpful. would stay here again, even my sister who visited inquired for the future.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Great place , easy to find and there are many great things to do in the area , and the view front the condo was just beautiful..

Charming Condo w Parking, CN Tower View & Pool
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.

Casa Meya - Toronto Poolhouse Villa
We had an amazing one-week stay at Roozbeh’s place with our family. The home was spotless, beautifully designed, and filled with high end technology and stylish furniture that made our stay both comfortable and luxurious. Every detail was thoughtfully put together, and we truly felt at home. Roozbeh was a warm and welcoming host, very responsive and friendly throughout our stay. We couldn’t have asked for a better experience. Highly recommended!

Private Pool Lakeview House
Beautiful home and perfect for our group of 10. 5 min drive to train into Toronto. Lots of beautiful walking paths in the neighborhood and you can’t beat the view!

FREE Parking! CN Tower Views! Amazing Condo
Peter was great. He is one of the best hosts we have had. The place is right next to the CN tower. Amazing location. The pool was great, my daughter wanted to stay in it all day. Things that could have been better and are easy fixes? Knowing where to park and having clear directions. Needing another key. The key we did have was faulty and had to be reprogrammed, and only having one is really inconvenient because you can’t go anywhere in the building without it. Place needs to have a new cleaner. Basic food essentials would be nice like salt and pepper, coffee pods, (to actually use the coffee maker). Need body towels and more of them. (Pool towels would be awesome also) An extra blanket. Extra hangers. And communication about the amenities. What’s shown in the picture is not what you get. I wanted to use the theater room but that is not available to guest only residents.
Private, pet-friendly home rentals

4BR 2.5WR Townhouse Downtown Whtiby
Thank you so much for the stay, The place is beautiful and comfortable! Is a New construction, I’ll recommend this place 100%

-THE VIEW- 2Br Condo in Toronto.
Great place with an awesome view !! Unfortunately, we just went for one night but we will be booking again for the next trip in toronto. Thank you Leo for the hospitality and the follow ups.

Spacious Condo - Central Toronto!
Very nice spot. Go Train is very close. Only takes 1 train to get to downtown. Many restaurants around and a grocery store within a 5 minute walk. Parking garage is super great considering how difficult it is finding parking in the region. Great all around experience. Would recommend !

Daisy Den: Modern Apt 2B/1B, Kitchen, Parking!
Thank you for hosting me it was a great experience !! I will return thank you so much!!

Modern, Brand New, King Beds | THH
Place was beautiful and clean, only issue was the construction surrounding the location made it noisy and difficult to navigate, obvisouly out of hosts control. Otherwise everything was great 👍

Beautiful 3 Bedroom Townhouse w/ Private Backyard
Tae is very helpful and very quick in responding to my questions. Her place is very clean and in a very nice neighborhood. Thank you Tae👍👍👍👍

Entire Home - Spacious 4 Bedroom Near Deer Creek
This is our second stay at Sandra’s and we had a wonderful time! She is a very responsive and easy going host, and was very helpful throughout our stay. Her place is beautiful and perfect for large families with pets!

Modern Comfort | 2BR | Free Parking | Open Concept
Where do I start? From our initial communication to check out…just fantastic!!! Odane is a remarkable host, with a spotless, welcoming place. This rental is very close to the hwy which makes it very accessible. I would definitely recommend Odane as a host to future guests. Thanks again for a phenomenal stay. Delreese
Quick stats about holiday rentals that are pet-friendly in Pickering
Total rentals
270 properties
Total number of reviews
5.9K reviews
Family-friendly rentals
160 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
270 properties include access to wifi
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Casa Loma
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Toronto City Hall