
Pet-friendly holiday rentals in Oakwood Village, York
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Top-rated pet-friendly home rentals in Oakwood Village, York
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Popular amenities for Oakwood Village, York pet-friendly home rentals
Pet-friendly house rentals

Luxury 3+1 Bedrooms Home…
Great place to stay. Very clean and host was very accommodation and friendly!

Cozy one bedroom apartment in Roncesvales village
We had a wonderful stay at Seher’s place over Valentine’s weekend with my wife and our dog. We stayed for three nights, and from start to finish, Seher was an exceptional host. She was proactive in communication, always quick to respond, and went out of her way to assist us with anything we needed. Her kindness and hospitality truly stood out. The space itself is impeccably clean, well-organized, and thoughtfully stocked with all the essentials—and more! It had everything needed for daily living, plus thoughtful extras like snacks, coffee, and tea, which we really appreciated. Parking is on the street, but it’s easy to arrange through the City of Toronto. Seher even guided us through the process and was kind enough to print out the permit for us, making everything hassle-free. Overall, I highly recommend this place for both short and long stays. With such a welcoming and attentive host, it’s an excellent choice for anyone visiting Toronto!

One Bedroom street level unit/separate entrance
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

Victorian Home Downtown Toronto, Cabbagetown
Really enjoyed our stay at this home. I would highly recommend staying here if you are larger group, there is plenty of space and the amenities are great. Has easy access to the down town area and Ubers were relatively cheap.

Theniceday - Family Friendly House
Wonderful stay! Visited the area for a family wedding - we had 7 of us drive from northern VA & two fly in from Denver, CO. The Airbnb was perfect for my big family plus our small dog. Because of the winter storm that luckily passed through the weekend we were there, the two of us that flew in had our flight delayed, then cancelled. Amy was perfect with communication and was so flexible with allowing us to stay an extra two days (asking to stay each night, one night at a time because our flights kept getting cancelled. Thank you Amy for being so flexible and welcoming to my family. You were an important part of our wonderful stay <3

3 bdr home + bsmt in Swansea/High Park
This place was exactly what we were looking for.

Spacious Radiant 3Bd/1.5Ba Updated Pvt suite
This place is absolutely perfect for a stay! The host is great, with a fast response time, ensuring a smooth and hassle free experience. You’ll have the entire space to yourself, complete with a private entrance, three bedrooms, two smart TVs, and a dedicated area to park. Everything you could possibly need is thoughtfully provided, and you’ll be pleasantly surprised by the attention to detail throughout the home. The kitchen is fully stocked with all the essentials, and the space is equipped with extra blankets, multiple portable heaters, and more to ensure a comfortable stay. The place is spotless, well maintained, and feels like a home away from home. I highly recommend staying here and will definitely be booking again in the future!

4 BR, 3BA Modern Toronto Home | Offices, Espresso
We had a fantastic stay! The condo was the perfect size for our group. The main floor was a nice common area for us all to hang out but we all had our own places to relax at the end of the night. The hosts were phenomenal in giving recommendations on local areas, being responsive and proactive about our stay and they keep the condo is beautiful shape. I would rent again if staying in the Toronto area.
Pet-friendly home rentals with a pool

California King Bed in Heart of Downtown Toronto
Thank you for being a wonderful host. That apartment was nice and clean when I reached. The host made sure to equip it well. It was equipped with abundant supply of oil, salt, pepper, sugar, tea and coffee; all the basics of food requirements were well catered for. There were plenty of garbage bags, washing tablets for clothes and dishes. The bed, pillows and linen are extremely comfortable. The location is perfect, on main Bay Street, with a Tim Hortons right across and Shoppers right adjacent. I would definitely like to come back and stay here again. Regards, Fadieleh

Modern Downtown Condo Free Parking/ Walk to Lake
Awesome place! Looked just like the pictures and felt super cozy, like home. Great furniture and finishes. The kitchen had everything we needed, including a coffee machine. The neighborhood was amazing – walkable, close to the lake, and super convenient for restaurants and downtown. Would totally recommend!

Luxe, Family-Friendly Oasis Home With Pool
We had a great stay at this beautiful home in Toronto, the location was awesome and the neighbourhood was quiet and lovely. Then home is exactly as described, with really super bedding (which is one thing that is very important to me). Amazing household supplies available at our arrival and for our stay. The owner was extremely helpful with all of our questions and super friendly and responsive. The back yard is amazing!! The pool was closed for our stay as it was November; but we enjoyed sitting outside enjoying the fresh air…. As the outdoor sitting area is amazing!! Very resort vibe!! Our favourite space was the kitchen area…. Very well designed with everything you could need. Also great lighting inside the home with dimmers - which is also a special addition that I appreciate. It was a very enjoyable stay and a nice break from downtown Toronto …. But still close to lots of shopping and the motorways. And close to public transport if needed. I would def recommend to anyone…….

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
Very peaceful and perfect size for 1-2 guest for sure!

Luxury 2bedroom Unit in the city/heated salt pool.
We had a great time at Bessa’s. The house was beautifully decorated. The pool and back yard were amazing. We will definitely be back. I would highly recommend staying here.

Lakeview Cottage in the City with Pool
We fully enjoyed our stay at Maxim’s over the Christmas holiday and look forward to staying at the property for future visits. House and property were as advertised (lightly furnished but with all the needed basics) and Maxim was a thoughtful and responsive host - even going so far as decorating the house for the holiday which was a kind and appreciated touch. We were able to check in earlier than expected which was a godsend. Beautiful property with lots of wildlife, view of the lake and close to our Toronto based family members we made this the ideal place for us. Thank you Maxim for being a super host!

The Retreat
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 Pool Lakeview House
This was a wonderful place to spend the holidays. It was so thoughtful and very much appreciated that holiday lights and a Christmas tree were set up for us. Wendy is a great host, really, she was gracious and very patient with us. The house is spacious and kitchen is updated. The view is spectacular.
Private, pet-friendly home rentals

Elegant & Private 2 BR Apartment With a Patio
It is a great place to live and enjoy your vacations with the full support of the host. Gurinder is very kind and helping. I recommend everybody to have a visit at Gurinder’s place

2 Bed Main Floor Suite with Serene Views
The host is very friendly and easy to communicate with. He supported me and my family during our stay always checking-in to see if everything was okay. His place was neat and clean and the view to the backyard was amazing.

Chic Pad w/ Yard Richmond Hill
Well for me I think this is the Best AirBnb I've stayed so far. Lena was great in helping out and Janet was awesome too. As some point when heating wasn't sufficient, They bought new portable heaters to ensure me and my family were comfortable. It was an amazing experience all the way.

Studio Apt in Milton Dorset Park
Great place. clean and quiet.

Stylish unit, Your Cozy Getaway!
Would definitely consider again, when coming back to the area. Came for a work trip and was able to bring my dog hassle-free!

The Hideaway Hub (2 bdrm basement)
Ashley and Nicks place was super cute, affordable and perfect for our small kids. We felt right at home. They were quick to answer any questions we had. The home was clean and comfortable. This will be our go to spot for Toronto. Thanks for having us! 🤗

Home Away From Home with an Unbeatable Backyard
Our family stayed in Kaitlin’s place for this Christmas, and the one thing that stood out the most out of all was cleanliness! The place was top notch clean even in all the rooms and bathrooms. The house was equipped with all kitchen tools, cleaning equipments, and amenities. The private backyard was also very clean and nice. We brought our dog with us and she had a wonderful time in the backyard as well! There is also a large nice park nearby that I could walk her. And the host was very helpful and responsive! Our family made a happy memory here during Christmas. Overall, 10/10 stay - I would stay here again if I visit Toronoto again! Thank you!!!!

Entire Guest Suite by the Lake - 15 mins from YYZ
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!
Quick stats about holiday rentals that are pet-friendly in Oakwood Village, York
Total rentals
50 properties
Nightly prices starting at
$32 AUD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
50 properties include access to Wi-Fi
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