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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

Guest favourite
Home in Leslieville
4.96 out of 5 average rating, 72 reviews

Cozy Leslieville 2-Bedroom Home

KherwehRating, 5 stars5 months ago
An AMAZING stay! It was a great location- a family-friendly area with friendly neighbors, parks, and many local shops. The home was beautiful- well taken care of, comfortable, and had updated amenities like the kitchen and bathroom. Jake's instructions were very thorough, and check-in was a breeze. 10/10 recommend!
Guest favourite
Home in Oshawa
4.97 out of 5 average rating, 29 reviews

Cheerful 4 bedroom over 3350 sq ft living area

SydneyRating, 5 stars6 months ago
Spent a wonderful weekend at this home while visiting family nearby! The house is very spacious and the kitchen was stocked with all the dishes and cookware we needed to make our own meals. The en-suite bathrooms for each bedroom was a great bonus. We were all very impressed, and would happily stay here again next time!
Guest favourite
Home in Roncesvalles Village
4.92 out of 5 average rating, 152 reviews

Cozy one bedroom apartment in Roncesvales village

LouRating, 5 stars1 week ago
Looked just like the pictures, the location was amazing! So close to the GO, UP express and subway line, Roncy is right there, and it's about 50meters from Bandit Brewery! Seher was responsive and accommodated a different check in time due to our flight being a bit later, met us and gave us the tour of the place and explained entry! Would stay again
Top Guest favourite
Home in North York
4.92 out of 5 average rating, 25 reviews

One Bedroom street level unit/separate entrance

SergeiRating, 5 stars3 months ago
Our stay was great. The place is in a quiet location, very walkable, with lots of transportation options nearby, and just a few stops away from parks and shopping centers. The place itself was warm, comfortable, and exactly as described. Perfect for 2 or 3 people. Mahmoud was an exceptional host—very helpful and attentive. Highly recommended
Guest favourite
Home in Downtown Toronto
4.95 out of 5 average rating, 112 reviews

Victorian Home Downtown Toronto, Cabbagetown

JeffRating, 5 stars3 weeks ago
We came as a group for a raptors game and Sarah’s place was the perfect accommodation! There was adequate space and it was one of the most comfortable spots. Overall, u a great stay!
Superhost
Home in Pickering
4.74 out of 5 average rating, 115 reviews

Lavishing & Modern Apt. with Free Parking

ShawnRating, 5 stars4 weeks ago
I would definitely stay again it was very peaceful and host was always there to answer any question I had
Superhost
Home in Courtice
5 out of 5 average rating, 4 reviews

Family Friendly Home in Courtice

AnthonyRating, 5 stars1 week ago
Overall a very good place. It was located near our destinations during a weekend east of Toronto.
Top Guest favourite
Home in Scarborough
5 out of 5 average rating, 15 reviews

Cozy Basement Suite 20 min near Downtown

ShahzadRating, 5 stars4 days ago
Stayed at a very cozy and home like house in Scarborough while visiting Floranda was an amazing host with quick responses and very helpful Looking forward to staying there in the future if possible

Pet-friendly home rentals with a pool

Superhost
Bungalow in Little Britain
4.78 out of 5 average rating, 195 reviews

Lakefront 3 Bedroom House/Cottage Sanctuary

ParthRating, 5 stars7 months ago
really great private place to enjoy your gathering with family and friends, would definitely recommend and would like to visit again. host is really helpful and responsive.
Guest favourite
Treehouse in Port Perry
4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

DanielaRating, 5 stars2 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
Home in Bronte West
4.91 out of 5 average rating, 11 reviews

*5BR 4Bath Family GetAway near Lake & Harbor*

JoanneRating, 5 stars5 months ago
We had 5 retired women getting together to enjoy a 2 day visit with each other. The house had 5 well appointed bedrooms with great bathroom facilities. It was a very relaxing environment. The kitchen had everything we needed to heat up our take in food including glass wine glasses. A good location to visit Oakville and all it had to offer.
Guest favourite
Condo in Fort York
4.96 out of 5 average rating, 132 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

StephanieRating, 5 stars1 month ago
Jessica was one of the best Airbnb hosts I’ve had in a long time! I celebrated my three-year anniversary here with my partner, and it was absolutely perfect. Jessica went above and beyond by setting up the room beautifully with flowers, rose petals, and electric candles—my partner was overjoyed. She was incredibly accommodating, allowing us to check in early and responding quickly to all my requests. The space itself was spotless, smelled amazing, and was incredibly comfortable. As a same-sex couple, safety is always a consideration when booking accommodations, but this location felt extremely secure. My partner and I were out late at night and felt completely at ease. The apartment has a double lock for added security, and the building itself is well-monitored. On top of all that, the view of downtown and the CN Tower was stunning. I highly recommend this stay, especially for couples—10/10!
Guest favourite
Guest suite in Uxbridge
4.96 out of 5 average rating, 204 reviews

Mackenzie Cottage

MarieRating, 5 stars2 weeks ago
This was our second stay and once again, we had a lovely stay. It has everything you need and is very clean. Looks exactly like the photos. Would definitely recommend and will likely stay again.
Superhost
Condo in Mississauga
4.87 out of 5 average rating, 209 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

AamirRating, 5 stars2 weeks ago
The electric appliances namely toaster and percolator were downright dirty. The host did not add bin liners which we had to buy. But we loved the halal food places nearby.
Superhost
Apartment in Burlington
4.82 out of 5 average rating, 145 reviews

Quiet 2-bdrm, family-friendly apt with cont. bfast

VahidehRating, 5 stars3 weeks ago
Correena was great hosts. The space was clean and well designed. We had comfortable stay there. I highly recommend the place.
Guest favourite
Home in Cooksville
5 out of 5 average rating, 13 reviews

The Retreat

Andrei Rating, 5 stars8 months ago
My family and I had the pleasure of staying here for two weeks recently, and we loved our time here. The interior design of this house is stunning and creates a very cozy and relaxing vibe as the light pours in through the many skylights. The kitchen is a chef’s dream while the outdoor space, bbq and patio sections are perfect for a summer family gathering. Taking a dip in the lagoon shaped pool while looking up at the forrest canopy makes you feel like you’re at a remote cottage. Highly recommended!

Private, pet-friendly home rentals

Top Guest favourite
Guest suite in Alliston
5 out of 5 average rating, 70 reviews

Peaceful & Serene Unique Zen Den

VirgilRating, 5 stars3 months ago
A super quiet and cozy zen den. We really enjoyed settling in here after a full day of skiing. Away from the busy downtown, the location is great. The water pressure in the shower is heavenly!
Top Guest favourite
Home in Burt
4.96 out of 5 average rating, 97 reviews

The Eagle's Bluff Lake House

ChristinRating, 5 stars6 months ago
Great place, great host!! What a fantastic place to stay! Just a short drive to lots of fun things to do, amazing views and a quaint home. Honestly can’t recommend it enough. Susan also went above and beyond to make sure our stay was perfect. We had a great time!
Superhost
Apartment in Richmond Hill
4.9 out of 5 average rating, 10 reviews

Chic Pad w/ Yard Richmond Hill

SaraRating, 5 stars1 week ago
She was responsive and a good communicator. We had everything we needed. It was a nice stay and convenient. The washer and dryer were not hooked up but didn’t bother us. Everything was great!
Guest favourite
Apartment in Milton
4.72 out of 5 average rating, 157 reviews

Studio Apt in Milton Dorset Park

KaranRating, 5 stars1 month ago
Had an amazing stay at David’s place. Super responsive hosts and the place was super clean!
Superhost
Loft in Bowmanville
4.92 out of 5 average rating, 65 reviews

“Love by the Water: Cozy and Romantic loft”

BryceRating, 5 stars3 months ago
We appreciate how gorgeous the place was. We loved the private area and how small and cozy the cabin was. Sachin offered towels, blanket and sheets and pillows and even had waters and some wine waiting for us! The place was nice and warm when we arrived and was easy to find and easy to get comfortable in. My wife and I and our two cats enjoyed every second of the view and the cabin. We would love to return in the summer and take advantage of the two kayaks!! Sachin was a responsive host and was able to help with anything that was needed! This whole visit was absolutely fantastic!
Guest favourite
Townhouse in Aurora
4.93 out of 5 average rating, 54 reviews

Dazzling Furnished 3 Bedroom Townhouse in Aurora.

JanisRating, 5 stars2 months ago
It was such a great experience coordinating our stay with Jeff. We were there for a week and a half, in the midst of two significant winter storms, while our house was being sold. Jeff came by to shovel (which we were happy to take care of) and make sure we were OK. The townhouse was clean, well stocked, and matched the photos. The neighbours were friendly, too!! Such a great neighbourhood!!! I would definitely recommend Jiuhong's listing to anyone in need of a place to call home, while in Aurora!! If I could give them more than five stars, I would!!!
Guest favourite
Home in Brampton
4.9 out of 5 average rating, 21 reviews

Entire Guest Suite by the Lake - 15 mins from YYZ

AliceRating, 5 stars1 month ago
Zainab was an amazing host... very respectful of our time. If anything was needed... we would just send a message and it was taken care of. Place was very clean. Wonderful she left snacks and treats plus cups if needed... extra touches like this goes a long way. Thank you so much!
Guest favourite
Bungalow in Little Britain
4.85 out of 5 average rating, 75 reviews

Waterfront Sunrise bungalow with Swimming Pool

KimiaRating, 5 stars2 months ago
We had a wonderful stay! The place has a beautiful view, and while we visited during a winter storm and couldn’t fully enjoy the lake, we’ll definitely keep an eye out for a summer visit. The host was extremely helpful. When we asked if they had a snow blower, they brought everything we needed before check-in. They were also very responsive whenever we called or messaged. The place was spotless and well-maintained. Highly recommend!

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