Pet-friendly vacation rentals in Pickering

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Popular amenities for Pickering pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 147 reviews

Heated Pool-tub Open 365 Days

MinnieRating, 5 stars1 week ago
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 ✨
Top guest favorite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 553 reviews

Comfy Oasis In Historic Downtown Neighborhood

BehnazRating, 5 stars1 week ago
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!
Superhost
A bright living area features two comfortable sofas in soft tones, arranged around a glass coffee table. Floor-to-ceiling windows allow natural light to fill the space, with views of the balcony and outdoor scenery. The room is accented by a beach-inspired art piece above a large area rug.
Home in Pickering
4.7 out of 5 average rating, 10 reviews

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

JaishreeRating, 5 stars1 week 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 favorite
A modern kitchen is presented, featuring sleek white cabinetry and granite countertops. The space includes a stainless steel sink, a stovetop, and an assortment of dishware on open shelves. Natural light is welcomed through a window above the sink, providing a bright cooking environment.
Home in Vaughan
4.84 out of 5 average rating, 150 reviews

Entire cozy place in the middle of all

DanielaRating, 5 stars1 month ago
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
Guest favorite
An open-concept dining area is visible, featuring a wooden dining table surrounded by black chairs. A large clock adorns the wall above the table. Natural light filters through the window, illuminating the space. A staircase with dark wooden steps leads to the upper floor.
Home in Ajax
4.94 out of 5 average rating, 83 reviews

Entire Home - Spacious 4 Bedroom Near Deer Creek

MigdaliaRating, 5 stars5 months ago
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!
Guest favorite
The living area features two modern sofas arranged around a decorative coffee table. A patterned rug lies beneath the furniture, adding warmth to the space. Bright wall art enhances the ambiance, with light-colored walls creating an airy atmosphere.
Home in Markham
4.94 out of 5 average rating, 121 reviews

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

MollyRating, 5 stars3 days ago
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!
Guest favorite
A well-lit stone pathway leads to a welcoming entrance adorned with elegant landscaping. Lush green shrubs frame the steps, illuminated by soft lights at the base of sturdy stone pillars, creating an inviting atmosphere for guests.
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.
Guest favorite
A bright living space is showcased, featuring a comfortable grey sofa with decorative cushions. A stylish glass coffee table sits in front of the sofa. Large sliding doors provide natural light and lead to an outdoor area. Two vibrant yellow chairs and a fireplace complement the scene.
Home in Thornhill
4.89 out of 5 average rating, 144 reviews

Spacious & bright 2bd Thornhill unit steps to park

CookieRating, 5 stars2 weeks ago
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

Guest favorite
A serene pond is visible, with a person kayaking on calm waters. A wooden dock is in the foreground, featuring two white lounge chairs and a blue float. Lush greenery surrounds the pond, complementing the tranquil atmosphere.
Treehouse in Port Perry
4.98 out of 5 average rating, 555 reviews

Treehouse on private, isolated forest (300 acres)

DanielaRating, 5 stars3 months ago
Ollie and Frank were tremendous hosts. We loved the log cabin and all their recommendations were exceptional. We will be back!!!
Guest favorite
A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.
Condo in Mississauga
4.88 out of 5 average rating, 173 reviews

Beautiful Penthouse with Breathtaking View

SargonRating, 5 stars5 days ago
Great place and the host was always quick to answer and very helpful!
Top guest favorite
A heated swimming pool surrounded by lush greenery reflects the clear sky above. The pool is framed by a glass fence and features colorful pool toys floating on the surface. A pergola provides shaded seating along the spacious deck, inviting outdoor relaxation.
Home in Port Union
4.98 out of 5 average rating, 46 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

DuncanRating, 5 stars2 weeks ago
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.
Guest favorite
A modern kitchen features sleek cabinetry, stainless steel appliances, and a spacious island with seating for four. Natural light floods in through large windows, complementing the contemporary design. Decorative elements add a touch of elegance to the functional cooking space.
Apartment in Richmond Hill
4.95 out of 5 average rating, 19 reviews

Chic Richmond hill Condo

VictoriaRating, 5 stars4 days ago
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.
Superhost
A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.
Home in Rouge
4.92 out of 5 average rating, 74 reviews

Ravine Paradise ! heated pool and hot tub!

CelesteRating, 5 stars6 days 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 favorite
A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.
Condo in Mississauga
4.84 out of 5 average rating, 263 reviews

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

Anne-MarieRating, 5 stars2 weeks ago
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!
Guest favorite
A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Condo in Entertainment District
4.94 out of 5 average rating, 102 reviews

Charming Condo w Parking, CN Tower View & Pool

SeanRating, 5 stars3 days ago
Ali is a great host! Super responsive and positive. The condo is super clean and close to everything.
Top guest favorite
A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.
Home in Don Mills
4.87 out of 5 average rating, 79 reviews

Casa Meya - Toronto Poolhouse Villa

JessicaRating, 5 stars1 month ago
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

Guest favorite
A well-lit living area features a brown leather sofa, a TV stand with a flat-screen television, and large windows offering expansive city views. Sunlight floods the room, enhancing the warm tones of the wooden floor. A cozy bed with white linens is partially visible in the background.
Apartment in Markham
5 out of 5 average rating, 8 reviews

-THE VIEW- 2Br Condo in Toronto.

JoannieRating, 5 stars3 weeks ago
The condo was clean and the view of the city from the balcony was awesome ! For me and my dog it was perfect !
Guest favorite
The kitchen features modern appliances, including a stainless-steel refrigerator and a gas stove. A round table with two chairs is positioned in the space. Decorative elements include a small indoor plant and an overhead light fixture that enhances the room's functionality.
Guesthouse in CA
4.92 out of 5 average rating, 24 reviews

Adorable GH in beautiful Claremont/scenic view

StephanieRating, 5 stars4 weeks 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 favorite
A charming exterior view of the apartment with manicured green lawn and garden. The stone façade is complemented by colorful flower pots on the porch. The front deck features white railings, while clean pathways lead to the entrance marked with the house number.
Guest suite in Newmarket
4.97 out of 5 average rating, 35 reviews

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

JustinRating, 5 stars6 days 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
A modern townhouse interior is showcased, highlighting an inviting living room with a comfortable sofa and decorative plants. The kitchen features stainless steel appliances, including a refrigerator and electric stove. A spacious bedroom is visible with a king bed, complemented by light-colored bedding.
Townhouse in Ajax
4.91 out of 5 average rating, 23 reviews

Modern, Brand New, King Beds | THH

BreannaRating, 5 stars3 weeks 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 👍
Superhost
A cozy living area is showcased, featuring a modern sofa and a spacious rug. A large wall-mounted Smart TV displays a serene forest scene, while a doorway leads to a fully equipped kitchen in the background, enhancing the inviting atmosphere.
Guest suite in Pickering
5 out of 5 average rating, 8 reviews

Safari Retreat: Apt 2B/1B, 5G, Kitchen, Parking!

TylorRating, 5 stars3 weeks ago
Easy process, host was very communicative and kind. Support was quick when needed.
Top guest favorite
A spacious living area is highlighted by a large wall-mounted TV and a stylish entertainment unit. A colorful area rug partially covers the dark wood flooring. A plush couch and decorative bean bags offer inviting seating options. A potted plant adds a touch of greenery to the room.
Townhouse in Whitby
4.95 out of 5 average rating, 22 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👍👍👍👍
Superhost
The exterior of the house showcases a modern brick facade with a stone-accented entryway. A spacious driveway leads to a two-car garage, while a paved walkway guides guests towards the front entrance. Surrounding greenery adds to the inviting atmosphere.
Home in Pickering
5 out of 5 average rating, 4 reviews

Huge house 3 bed 2 bath 2 parkings

AbilashRating, 5 stars17 months ago
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!
Guest favorite
A modern two-story brick home is featured, showcasing large windows and a welcoming front porch. The well-maintained lawn is bordered by a paved driveway leading to a garage. Neighbors’ homes are visible in the background, highlighting a friendly residential setting.
Home in Haydon
4.85 out of 5 average rating, 13 reviews

The Bliss

GemmaRating, 5 stars2 weeks ago
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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