
Holiday rentals with outdoor seating in Church-Wellesley, Old Toronto
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Church-Wellesley, Old Toronto
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Holiday House Rentals with Outdoor Seating

The Peony Loft - a Modern Take on the Victorian
Orla is an amazing host, always approachable and easy to communicate. The loft is a gem! The neighbourhood is walkable with amazing places to eat and drink, public transit is so close. Perfect place to visit the city. The loft is just as the picture! Beautiful decorated and very cozy and equipped with everything you need. The terrace has a beautiful view of the city!

Victorian Home Downtown Toronto, Cabbagetown
Sarah’s home is a wonderful stay in the city with such a homey feel and proximity to downtown. Sarah was communicative and provided great suggestions for things to do in the area!

Office | Chef Kitchen | 2 Fireplaces | 4 floors
Esther’s place was one of the most fantastic Airbnb’s I’ve ever stayed in! I felt right at home and in fact would love to make this my full-time home. It’s just gorgeous and has every possible feature one could look for in a home, is super conveniently located, and yet still somehow quiet and peaceful, despite being in the city. Do not hesitate to book this place!

Luxe Forest Hill Retreat
Great house in a great area. Would definitely stay here again!

Luxury Home in Trinity Bellwoods | Hot Tub
Wonderful home, in a perfect location. Nick’s communication was great.

Cozy private suite on Corso
Carlyn’s place was the perfect hideaway for a brief stay this summer. The suite was cozy and clean, and all the amenities listed were available. I feasted on avocado toast (thanks to the toaster!) and binged Netflix away from the heat outside. Bed was super comfy and the area was leafy and peaceful, but just a 10-min walk away to a cute cat cafe, other great spots to eat, and the streetcar. Carlyn was really thoughtful in providing dish soap, sponge, instructions for garbage, and the pleasant surprise of a coffee maker with pods! Loved staying at Carlyn’s and glad I got to hear her playing a few melodies too, which spurred a little poem! Thank you!

The Gallery - Designer 3BR - Downtown - Patio
Great place to stay for a large group in Toronto! Close to a bunch of restaurants and downtown. Very clean and Olivier was very responsive and made sure we had a great trip. Would stay here again!

Luxury Townhouse in Downtown Toronto TH1
We loved our stay. Great location and a fantastic place overall! Host was very responsive to all messages. Thank you!
Apartment rentals with outdoor seating

Modern Private Lower Level Apartment Leslieville
Ian was so lovely and helpful with recommendations and directions! The unit was so cute, very clean and it really ended up feeling like our own apartment in the city! Perfect location, quiet but so close to two major train lines and lots of cute shops/restaurants nearby. Adorable back patio and off street parking was such a plus! Can not wait to stay with Ian again!!!!

Spacious Riverdale One Bedroom Garden Suite
Excellent stay. The pictures in the listing were accurate. Maya's place is in a beautiful neighborhood, right by Riverdale Park and with close transportation options to get downtown. I'd definitely stay again.

St Lawrence Market | DT Toronto | Free Parking|Gym
This location fit my needs perfectly. The instructions on how to get into the building, room and garage were very precise and easy to follow. I only had one issue when I tried to unlock the door to the room upon arrival the app would not work on my phone to unlock the door but the hostess responded immediately when I texted and was able to unlock the door for me. Once I was in I was able to use the key and fob for the rest of my stay. So this was not a big issue or inconvenience for me. Again on checkout day the app did not work and the hostess responded promptly when I requested the door to be locked. I would definitely stay here again. Thank you!!

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!

Cute Private Apartment near University of Toronto
Cute, clean, private apartment that was in walking distance to many restaurants as well as the subway. Rhuland was very friendly and allowed us to check in early and use the parking, which was a bonus.

Tower View | Maple Leafs | Jays | Toronto | Pool
Everything was perfect except for getting in the apartment, the code to call up and enter via elevators didn't work and security let us in but then the elevators weren't set to the floor of the apartment so we had to take the stairs from the 26 floor to the 22nd to finally reach the apartment. Host was very responsive and tried their best to help. Otherwise, great location and view. Apartment was very nice and as described. Stains on the floor at the entrance of the apartment felt like maybe it wasn't cleaned properly but the rest of the apartment was spotless. The bed was amazing, wished I could take it with me ! Would definitely recommend and would stay again !

Greek Town Gem w/Big City Charm
Arno was an excellent host. He was very friendly and responsive. The place itself was very nice and in a good location. Very close and walkable to the Danforth Music Hall which was great since I was in town for a concert. and a quick inexpensive uber ride away from downtown. I would recommend Arno’s place to anyone!

Keep Calm & Retreat On!
Lovely tree lined , family friendly neighborhood. Apartment was comfortable and well equipped.
Condo rentals with outdoor seating

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking
Everything was lovely!

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!

Unwind on the Private Terrace of a Downtown Oasis
We enjoyed the stay and highly recommend it.

Modern condo steps from City Gems (free parking)
We were happy to find this place available. A great location with lots of good restaurants nearby. The unit is more spacious than others we have stayed at in the area. Communication was amazing, which felt very supportive while travelling. These hosts are flexible and amenable. Recommend!

*Cool&Contemporary* Condo steps from Eaton Center
Paul was a wonderful host, extremely prompt and helpful with information before we arrived, flexible with our arrival time and very friendly. The condo was even better than we expected, spacious with a good standard of furnishings and very comfortable beds. It was perfect for two couples in town for a wedding and we thoroughly enjoyed our stay. Paul kindly allowed us a late checkout to help with storing luggage for our flights later in the day. It was tremendous value compared to booking two hotel rooms and it gave us so much more! Thank you Paul, we will definitely book again for our next stay in Toronto and we are recommending to all our friends.

Luxury 1BR Executive Condo • Panoramic City Views
Beautiful unobstructed view of Toronto skyline, the best when you are in downtown or anywhere in the world. The apartment feels like home, very cosy, the onsite staff was helpfull and very nice, the surrounding is rich with restaurants and bars, the value vs. price is amazing. The host was so responsive and friendly, we loved it from A to Z. Thank you !!

❤️Hidden Gem fully equipped 2BR w/ free parking
Easy to find and easy to grab the keys from the front desk attendant. Christina's instructions were spot on and gave me all the information I needed without even asking. I stayed here to attend a conference at a nearby hotel which worked out great!

Luxurious 1000 sq ft Private Terrace 2 Bed Condo
This is a really nice and safe place to stay. I was able to check in early, which was super helpful for me. I truly appreciated the flexibility and felt very comfortable throughout my stay.
Quick stats about holiday rentals with outdoor seating in Church-Wellesley, Old Toronto
Total rentals
50 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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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
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Niagara Falls State Park
- Casa Loma
- Legends on the Niagara Golf Course
- Royal Woodbine Golf Club
- Jackson-Triggs Niagara Estate
- Dufferin Grove Park