
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

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!

Comfy Oasis In Historic Downtown Neighborhood
We truly enjoyed Tyrone's bnb, and Tyrone himself (and Maynard the pup too)--all very welcoming and personable. The place was very well-furnished and attractive, very comfortable, on a very pretty street, and very convenient to streetcars and buses. The spiral stairs to the bedroom/living room/bathroom floor were a little tricky with suitcases, though.

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!

4 BR, 3BA Modern Toronto Home | Offices, Espresso
We had a fantastic stay! Even better than the pictures, the place was comfortable, clean, and very well appointed. Great neighborhood, walkable and close to restaurants, groceries, cafes and treats. Our group of 4 adults had plenty of space and we enjoyed the records and espresso machine. We would book again. Thanks Matt and Tom!

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.

Cozy 3 Bedroom 2 Floors House in Aurora
We had a relaxing stay at Tony’s place. It was quiet, comfortable and felt very homey. We would definitely stay there again. Many restaurants and stores were in walking distance and many more restaurants and stores were only a short drive away.
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

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.

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!

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

Tranquil Ambience with a Private Washroom
Such a gorgeous space! Extremely clean, private, and well-stocked. A lovely place for my parter and I to stay. Grateful for Rish’s welcome and hospitality. Would definitely stay again :)

Hornett Bliss: Modern 4B/2.5B, Office,5G,Parking!
The hosts were great, easy to follow check in instructions. Very easy to deal with, smooth stay overall if I ever need to stay in that area again I will most definitely return back. Thank you for having me!

Adorable GH in beautiful Claremont/scenic view
What a wonderful place! They had everything I needed, and it was so lovely and charming. It really felt like home! Plus, it’s conveniently close to all the surrounding towns.

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!!

Trendy/Quaint/Clean 2-Bed Lower Unit Guest Suite
Great stay! The place was super clean, comfortable, and had everything we needed. You could tell real care was put into it. Our host was friendly, helpful, and made everything easy. Would definitely recommend.

Just like home
We had a great stay at Vanessa’s place in Toronto! The location was perfect, the space was clean and cozy, and Vanessa was very responsive and kind throughout our stay. Highly recommend for anyone visiting the city!

Cozy & Spacious: 2 bdr retreat
Very private and quiet. Close to everything and very easy to get around. The place was very cozy and comfortable.

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 👍
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
Wi-Fi availability
270 properties include access to Wi-Fi
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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
- Hockey Hall of Fame
- Cobourg Beach