
Vacation rentals with outdoor seating in Oakwood Village, York
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Top-rated outdoor seating rentals in Oakwood Village, York
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House rentals with outdoor seating

Wychwood Haven: Modern 3 bdrm
The place was beautiful and well represented in the photos and description. Sheri was a wonderful host. She was extremely responsive and helpful. The neighborhood was beautiful and there is plenty to do. We would stay here again in a heartbeat.

Designer 6 Bedroom Sanctuary in Davisville
This is a wonderful apartment - the team behind it has been very nice and helpful. I highly recommend if you are staying in Toronto.

Home Away from Home on St. Clair W./Corso Italia
Wir haben uns in dem Haus von Rita gleich wie zu Hause gefühlt. Es ist liebevoll eingerichtet , sehr sauber und die Lage ist perfekt für einen Städtetrip . Die Bahn ist nicht weit vom Haus und man kann alle Sehenswürdigkeiten schnell erreichen. Es gibt Restaurants und Supermärkte in der Nähe . Wenn ich wieder nach Toronto komme, würde ich wieder in das Haus von Rita gehen. Vielen Dank Rita!

Custom Home in Etobicoke [20 Minutes to Downtown]
Good spot felt like home convenient location comfortable beds kitchen is well equipped I would recommend this house definitely

Fun and Functional Family Home In Corso Italia
Right from the start Alex was responsive and helpful, and he sent instructional videos for the lockbox and appliances that were referenced more than once! The area was lovely, walkable for a ton of restaurants, easy to find, and the house itself was beautiful and felt like a home. It easily fit the 6 of us (4 adults, 2 teens) for 3 nights. It was an easy drive from the airport (about 40 minutes on the 401 traffic) and ended up about 30 minutes to downtown, but that was with festivals and road closures. Would recommend Alex as a host to anyone staying in Toronto, unbelievable value for what you’re getting, especially with hotel prices!

Midtown Toronto Home with Free Parking
Our young family enjoyed staying here for a week long holiday visiting friends living close by. The house felt like a home away from home. We were comfortable and had all we needed for our stay (high chair, plates and cups, baby cot, toys as well as all the usual amenities like towels, linen, kitchen utensils, etc). We arrived late one night and the host made sure the pack and play was set up for the baby so we could get straight to sleep. The house in a walking distance to Mount Pleasant and Bayview Avenue - both areas full of cool restaurants and shops. It’s well connected as well - a short 3 min walk to lots of buses going to Eglington subway station which gets you downtown in 30-40 mins. Buses are frequent and we never waited more than 2 mins for a bus.

Weston Garden Cottage
My partner and I really enjoyed our stay in Toronto thanks to Katherine's Weston Garden Cottage. The space itself was very relaxing and felt like home. Her rental home is full of natural light and offers beautiful views of the neighborhood and backyard. We'd spend a good amount of time each morning watching the black squirrels play in the backyard. The neighborhood is quiet and very walkable. Also, with the Weston train station less than 10 mins away, we were so close to public transportation which is a highlight for us. All available amenities we functional and well-kept, and the accommodations were very generous. This place is a haven of relaxation, and we will definitely book with Katherine again!

Welcome to Greenhills, a Charming Home w/ Parking
A charming, tastefully decorated, sound-insulated, and centrally-located cozy home. Our dogs loved the spacious, well-maintained, fenced-in backyard. Our host had very thoughtfully provided some kitchen staples so that we did not have to do too much grocery shopping. We loved staying here and to come back.
Apartment rentals with outdoor seating

Your home in Toronto
Pierre and his wife were wonderful hosts! They were so kind, and always happy to have a conversation. Their house was beautiful, as well as their garden. I had such a lovely stay, when I come back next year I hope to book this Airbnb again!! ☀️🌈

Bloordale Hideaway
We had a great stay here - the space was clean, bright enough, and cheerful to be in - very quiet as well. Great little private backyard and so easy to get around the city from here - Lansdowne subway station is very close. I'd stay here again.

Your Downtown Living
This place is tucked away right off of an intersection to get lots of places in Toronto; it's nestled away despite being next to so much. Great walk-ability! Heads up: many of the spots in this part of Dundas are closed Mon/Tues. The place looks just like the photos, is clean, and you can tell that it's lovingly arranged like a home but doesn't feel like you're in someone's over-personalized space. The host was friendly and helpful and the space honestly feels bigger than it did online. It would be great if you also need a workspace. The house is home to multiple people in different apartments and the walls are very thin; which isn't a problem- I'm just a person who plays music, talks a lot, stays out late, etc. and I did feel a bit like I had surrounding roommates that I didn't want to disturb. It also means that the hallway and porch lights are left off a lot so as to not disrupt the downstairs apartment and as a single traveler I try to come home to a very well-lit area.

Downtown Condo With a View! - Casa di Leo
This was the most incredible Airbnb we’ve ever stayed at! Super flexible check in and check out, so thoughtful with lots of snacks laid out and nespresso machine, soda stream, Amazon Alexa, Netflix etc access, washer dryer, beautiful balcony…the list goes on and on! All of these thoughtful touches made the place truly feel like home even if just for a couple of days. Could not recommend this place more!

Apartment in Dovercourt Village
This AirBnB made vacationing absolutely stress free. The space was beautiful and the hosts were extremely welcoming and kind. Any questions I had about the apartment or surrounding areas were answered quickly, with extremely helpful advice and feedback! Jason should be the gold standard of AirBnB hosts.

Comfort, Style and Privacy.
Such a beautiful and clean place. Very quiet and private. My husband and I loved everything about it. Can’t wait to come back!!

Comfy, Cozy Place to WFH | Close to UofT/Hospitals
We rented Kylie’s entire place for our party of 5 while we were in town for U of T commencement. The home was perfectly located to everything- campus, Kensington Market, etc. very close to public transportation too. We felt right at home in the fully stocked kitchen and especially on the deck. The beds were very comfortable as well. The space feels “lived in”, which it is, in true Airbnb fashion. We appreciated the personal touches in the space.

Keep Calm & Retreat On!
Wir waren sehr gerne bei Rasheeda zu Gast ☀️ Es war alles wie beschrieben und wir haben uns gut aufgehoben gefühlt. Sollten wir nochmal nach Toronto reisen, kommen wir gerne hierher zurück ☺️
Condo rentals with outdoor seating

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
Khaled's place is great. It was clean and well-stocked with just about anything you would need during a stay. We enjoyed our stay and would consider staying here again. There was one instance where we didn't like the UV lights in the floor lamp at night and Khaled had a replacement available for us the very next day. He's responsive and wants to ensure it's a comfortable stay for the guests. One thing to note for anyone with limited mobility, physical disabilities, and those with heavy luggages, the apartment is on the third floor and there are no elevators. You have to walk up a fairly narrow staircase so please be advised.

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
sehr saubere, und gut gelegene Wohnung. Yfeng war sehr hilfsbereit und reaktionsschnell. Die Wohnung war sehr gut ausgestattet, ruhig, mit sehr bequemen Betten. Wir hatten eine gute Zeit!

Chic Condo Studio w Balcony in Heart of Downtown
Not only is the place great but Sherry was an amazing host as well! She was flexible with our timings and was very proactive in recommending places & checking in on us. Place was very clean, has everything you need in a compact place, and in a great location to walk downtown. Would highly recommend!

1 Beds 1 Bath + Free Parking Condo in DT by Hostia
Absolutely amazing time, and stunning location! Everyone was so kind and very responsive and was available to help when there was an issue. Also was so kind with everything, and one of the best experiences I have had with Airbnb.

Hidden gem in Humber bay shores Toronto w/ parking
Super convenient area for getting around the city. Very clean and super friendly host.

Chic, High-Rise Apartment with CN Tower Views
We were in town to attend a couple Jays games and see DT Toronto. This location was great for both. Also easy access to Union station. Condo was just right for us.

Cozy, Great View, Large Balcony, Close to Transit
Perfect location - right in the middle of all downtown activities. Perfect hub for a busy few days in Toronto. High enough floor to feel like you're all by yourself and in the perfect oasis. Karl super responsive and friendly host - top rating there. Amazing place, will come back again for sure as my go to Toronto place to stay.

Entire Condo - 20min from Toronto Airport
Yassine and Amela are exceptional hosts. They were very responsive and provided all the check-in information I needed to enter the condo especially since I arrived late at night. The condo is beautifully furnished and very clean. The kitchen has all the amenities needed and is well stocked with tea, coffee, and hot chocolate. It is located in a quiet neighborhood, close to grocery stores, a shopping mall, and great restaurants. It is conveniently located to major highways leading to the airport, Toronto, and Niagara Falls. I had a great stay and look forward to returning. Thank you Yassine and Amela for being such warm and welcoming hosts!
Quick stats about vacation rentals with outdoor seating in Oakwood Village, York
Total rentals
60 properties
Nightly prices starting at
G$6,273 GYD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- TPC Toronto at Osprey Valley
- Toronto Zoo
- Exhibition Place
- The Danforth Music Hall
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Massey Hall
- Trinity Bellwoods Park
- Niagara Falls State Park
- Legends on the Niagara Golf Course
- Casa Loma
- Dufferin Grove Park
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club