
Pet-friendly holiday rentals in Pickering
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Top-rated pet-friendly home rentals in Pickering
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.
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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!

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
Anastasia was a good host. Enjoyed staying at her place.

Welcome to Greenhills, a Charming Home w/ Parking
Couldn’t say enough good things about this spot. Amazing communication, easy check in, spotless, cool decor…. And not to mention tons of small touches (eggs and milk in the fridge, snacks, seasonings, stainless steel cookware. It’s no surprise it’s rated so highly. Every Airbnb host could stand to learn a ton from Thi Ngoc. Would stay again in a heartbeat.

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!

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.

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!
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! 👍
We really enjoyed the stay and felt completely at home.

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
This property was beautiful. It was a pleasure to stay at and I would absolutely recommend and stay again if I was in the area The host was great and responsive. Our party of people was very satisfied with this location! 10/10
Private, pet-friendly home rentals

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.

Spacious Condo - Central Toronto!
Yusuf was a great host- really responsive (even when we managed to lock ourselves out late one night!), condo was clean and exactly like the pics! Thanks for a great stay!

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.

Spacious 1 bedroom + Living + private bath
I had a wonderful stay at Sayyam’s place in Ajax. The space was perfect for me and my cats, with everything I needed to feel comfortable. The entire place was spotless and well-maintained, which made it easy to relax. Sayyam was an excellent host—very helpful and always available for any questions or assistance. His family was equally kind and respectful, which added to the overall positive experience. The location is also fantastic! There are plenty of things to do in the area, including a lovely park right next to the property, perfect for a peaceful walk or some fresh air. There are also several great places to eat nearby, making it super convenient. I would highly recommend this Airbnb for anyone looking for a clean, private, and welcoming place to stay in Ajax!

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👍👍👍👍
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