
Pet-friendly vacation 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
Miles is a fantastic host! Not only was he proactive in communicating details regarding entry and amenities, he went above and beyond with little fresh baked goods, Smart Home instructions guide, and providing literally everything you'd need to feel at home (bathrobes, teas, serving dishes+several cups, even milk and cream in the fridge!) The Hot tub was great, the place was spotlessly clean, and the balcony views were a pleasure to enjoy. This is a great house with lovely sky lights in the kitchen and beautiful location right by the boardwalk! 11/10 ✨

Comfy Oasis In Historic Downtown Neighborhood
Tyrone was the best host! His house was super clean and full of charm and character. Everything you might need is available in his place, making the stay incredibly comfortable. He was also incredibly kind, we had two large suitcases we couldn’t carry around, and he generously let us drop them off at his place a few hours before check-in. That made a huge difference for us. Truly appreciated his hospitality and would absolutely stay again!

Seasons Vacation: Cozy 4B/2.5B,Kitchen,Parking,5G!
We stayed at this property to attend a family reunion. Even though the reunion was at a different city, we would be meeting family and friends after a long time. This property was ideal for us since we were able to invite a couple of families for tea and were able to catch up. The bright sunshine coming in through the windows, was my favorite. The kitchen and living room with a door to the small patio was ideal. We did not do much cooking except making coffee and tea, for which this kitchen is well equipped. The bedrooms upstairs with 2 full baths were comfortable and bright. The laundry was a big advantage. But bring your own detergent. Pickering is a city adjacent to Ajax. Both these cities are rich in ethnic diversity. A big plus!

Entire cozy place in the middle of all
Anna basement apartment is so home very quiet and clean. I love the master bedroom. Anna is very responsive at all times. I would recommend this place anytime to anyone. Thank you Anna for a fabulous place to enjoy

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!

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!

Mid-century Modern Castle | King Bed+Free Parking
My family (with 2 teenagers) felt right at home during our stay at Indiran’s. The large living room is a great space for a family. We were in Ajax to visit family and having our own space was a great thing so as to allow our kids on spring break to have their own space to study. The comfy chairs in the living space are a little worn but was not an issue for us as well. We were well able to relax after family gatherings.

Spacious & bright 2bd Thornhill unit steps to park
We stayed here for three days. Amir is friendly and responsive. They have a very beautiful and peaceful backyard that you can enjoy through the window. In the morning, cute rabbits and squirrels will come visit. Rooms are clean and cozy!
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 place and the host was always quick to answer and very helpful!

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms
Jasmine's home had everything our family of 9 needed for our stay. The kids enjoyed the pool and playset in the backyard. The nearby park & paths were perfect for my elderly parents who enjoy daily walks. Jasmine was quick to respond to our questions/messages and even dropped off items that we needed. The neighbourhood was nice and quiet as well.

Chic Richmond hill Condo
We stayed a few nights at Andrea’s and had a lovely time. Clean space and we appreciated having dressers available so we weren’t completely living out of suitcases during our stay. We made use of the shared gym which had the basics we needed and was very clean. Great location - we chose to book Andrea’s unit as we wanted to visit Canadas Wonderland and Toronto Zoo, both of which we found were easy to drive to from Andrea’s. Lots of shops and food options nearby, we also found a great little cafe downstairs near the lobby with good coffee and fresh pastries. Would book again.

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! 👍
We had a great time at Omar’s place. The place is just like the photos, really nice and cozy. Everything is right around the corner so it’s great! Plus Omar is really fast to answer any questions. I would totally recommend!

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
This is the 3rd time staying with Roozbeh. We live the house has a great fenced yard for our Husky, 4BR ( one is an office) but we brought an air mattress and that worked out great. Rooz was very understanding and accommodating. We love the walking trails around the house for our daily walks with our dog. It’s very peaceful. There was construction going on at the neighbors house but it didn’t bother us. This again was the perfect setting for our annual family reunion. Definitely would recommend this home. It’s beautiful, relaxing and comfortable. There is also a grill in the backyard which we did use. The propane is permanently connected which is great not having to worry about filling tanks. Also there is upscale Samsung full size front load washer and dryer. This option truly saves us feom packing a ton of clothes! Thank you again Rooz! Till next year!
Private, pet-friendly home rentals

-THE VIEW- 2Br Condo in Toronto.
The condo was clean and the view of the city from the balcony was awesome ! For me and my dog it was perfect !

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.

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.

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 👍

Safari Retreat: Apt 2B/1B, 5G, Kitchen, Parking!
Easy process, host was very communicative and kind. Support was quick when needed.

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👍👍👍👍

Huge house 3 bed 2 bath 2 parkings
Soulmaz's stay gives you a cozy vibe that instantly feels like a home away from home. The warm decor and thoughtful touches create a welcoming atmosphere, making it easy to settle in and relax. We stayed with our pet and absolutely loved everything about the place! The bedding was so comfortable that we slept like a baby. WiFi was super fast so working from home was a breeze. The kitchen was very well equipped with everything you require for a long stay. We enjoyed preparing our meals. Big smart TV with Netflix already setup! Lastly, Soulmaz herself is a wonderful and very accommodating host, going above and beyond to ensure we had a delightful experience. Her thoughtful communication, willingness to assist with any queries, and personal touches make the stay even more memorable. You will experience the essence of "home sweet home" staying here!

The Bliss
We enjoyed our stay at The Bliss, everything was as described. The host was very friendly and communicated well, and was very flexible with us regarding check in. The house was beautiful, clean and extremely comfortable. We would definitely stay again! Thank you!
Quick stats about vacation 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
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Harbourfront Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Casa Loma
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Hockey Hall of Fame