Pet-friendly holiday rentals in Pickering

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Pickering pet-friendly home rentals

Pet-friendly house rentals

Top Guest favourite
Home in The Beaches
4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

CaitlynRating, 5 stars1 week ago
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!
Superhost
Home in Pickering
4.7 out of 5 average rating, 10 reviews

Seasons Vacation: Cozy 4B/2.5B,Kitchen,Parking,5G!

JaishreeRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Vaughan
4.84 out of 5 average rating, 152 reviews

Entire cozy place in the middle of all

MikeRating, 5 stars1 week ago
Anastasia was a good host. Enjoyed staying at her place.
Top Guest favourite
Home in York
4.99 out of 5 average rating, 167 reviews

Welcome to Greenhills, a Charming Home w/ Parking

EricRating, 5 stars5 days ago
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.
Superhost
Home in Whitby
4.71 out of 5 average rating, 192 reviews

Whitby Home - Great Convenient Getaway

PoojaRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Richmond Hill
4.89 out of 5 average rating, 155 reviews

Luxury 5 beds, 6 Baths custom home

PaulineRating, 5 stars1 month ago
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!
Guest favourite
Home in Ajax
5 out of 5 average rating, 12 reviews

Mid-century Modern Castle | King Bed+Free Parking

TatjanaRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Toronto
4.98 out of 5 average rating, 136 reviews

4 BR, 3BA Modern Toronto Home | Offices, Espresso

CynthiaRating, 5 stars6 days ago
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

Guest favourite
Treehouse in Port Perry
4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

DanielaRating, 5 stars4 months ago
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!
Guest favourite
Condo in Mississauga
4.88 out of 5 average rating, 174 reviews

Beautiful Penthouse with Breathtaking View

AntonioRating, 5 stars4 days ago
Great location with a beautiful view. Definitely worth every penny. Host was very responsive as well
Top Guest favourite
Home in Port Union
4.98 out of 5 average rating, 47 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

JoannalynRating, 5 stars3 days ago
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.
Superhost
Home in Rouge
4.92 out of 5 average rating, 74 reviews

Ravine Paradise ! heated pool and hot tub!

CelesteRating, 5 stars1 week ago
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.
Guest favourite
Condo in Mississauga
4.84 out of 5 average rating, 265 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

BalaRating, 5 stars2 weeks ago
We really enjoyed the stay and felt completely at home.
Guest favourite
Condo in Entertainment District
4.94 out of 5 average rating, 102 reviews

Charming Condo w Parking, CN Tower View & Pool

SeanRating, 5 stars1 week ago
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.
Top Guest favourite
Home in Don Mills
4.88 out of 5 average rating, 80 reviews

Casa Meya - Toronto Poolhouse Villa

EhsanRating, 5 stars1 day ago
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!
Guest favourite
Home in Scarborough Village
4.91 out of 5 average rating, 22 reviews

Private Pool Lakeview House

ChristianRating, 5 stars3 weeks ago
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

Superhost
Home in Ajax
4.77 out of 5 average rating, 22 reviews

Hornett Bliss: Modern 4B/2.5B, Office,5G,Parking!

StephenRating, 5 stars1 month ago
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!
Guest favourite
Guesthouse in CA
4.92 out of 5 average rating, 24 reviews

Adorable GH in beautiful Claremont/scenic view

StephanieRating, 5 stars1 month ago
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.
Top Guest favourite
Condo in East Danforth
4.98 out of 5 average rating, 65 reviews

Spacious Condo - Central Toronto!

KatieRating, 5 stars1 week ago
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!
Superhost
Guest suite in Ajax
5 out of 5 average rating, 8 reviews

Daisy Den: Modern Apt 2B/1B, Kitchen, Parking!

NatashaRating, 5 stars3 weeks ago
Thank you for hosting me it was a great experience !! I will return thank you so much!!
Top Guest favourite
Guest suite in Newmarket
4.97 out of 5 average rating, 35 reviews

Trendy/Quaint/Clean 2-Bed Lower Unit Guest Suite

JustinRating, 5 stars1 week ago
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.
Superhost
Guest suite in Ajax
5 out of 5 average rating, 6 reviews

Spacious 1 bedroom + Living + private bath

KaribRating, 5 stars9 months ago
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!
Superhost
Townhouse in Ajax
4.91 out of 5 average rating, 23 reviews

Modern, Brand New, King Beds | THH

BreannaRating, 5 stars1 month ago
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 👍
Top Guest favourite
Townhouse in Whitby
4.96 out of 5 average rating, 23 reviews

Beautiful 3 Bedroom Townhouse w/ Private Backyard

MyrnaRating, 5 stars1 week ago
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

Destinations to explore