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House vacation rentals in Church-Wellesley, Old Toronto

Find and book unique houses on Airbnb

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Popular amenities for Church-Wellesley, Old Toronto house rentals

House rentals with a pool

Guest favorite
Home in North York
5 out of 5 average rating, 14 reviews

Award Winning Luxury Home with Heated Pool + Sauna

SymphoneeRating, 5 stars5 days ago
Lovely home. In close proximity to most of the things we wanted to visit. The kids loved the pool and arcade, and Ryan was very responsive if we had questions or concerns
Superhost
Home in North York
5 out of 5 average rating, 3 reviews

Modern 5 Bedroom Home with Pool & Jacuzzi

Yalealem Rating, 5 stars7 months ago
We had a wonderful stay at Angie's house. The place is amazing—clean, bright, and welcoming. The host is incredibly sociable, friendly, positive, helpful, and proactive. Overall, we had a fantastic time, and I just want to say thank you!
Superhost
Home in Mimico-Queensway
4.87 out of 5 average rating, 47 reviews

private backyard SPA oasis in Toronto

JJRating, 5 stars3 days ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Outstanding Stay! This was hands down one of the best Airbnb experiences I’ve ever had. The home was spotless, beautifully designed, and had every amenity I could’ve asked for. The attention to detail—from the cozy linens to the fully stocked kitchen—truly made it feel like a home away from home. The host was incredibly responsive, thoughtful, and made check-in a breeze. The neighborhood was quiet and safe, yet close to everything we needed. The Hot Tubs, Sauna, and pool all came in hand when recovering from the Ice Hockey Tournament. I’m already looking forward to booking again next year—it’s become a new favorite! Thank you for making this such a memorable and seamless experience.
Superhost
Home in Central Etobicoke
4.9 out of 5 average rating, 10 reviews

Luxury 2bedroom Unit in the city/heated salt pool.

GrantRating, 5 stars2 days ago
If you are thinking of visiting Toronto and don’t want to stay in the chaos of the city or simply like the suburbs more, this is definitely the place to go. Not only is the neighborhood beautiful and so is the place, it’s also a very useful area. It has good stores and pubs and restaurants within 10-15 minutes walks. Only a few minutes from a bus stop that runs every ten minutes will take you to Kipling station, from there you can metro anywhere in the city for only a few bucks. (Definitely get a presto card on your phone, more reliable than a card). Bessa herself was awesome, in my excitement of booking flights for my first international trip, I got into the country way earlier than the check in time and Bessa worked hard to have the place ready as early as she can for me and was very quick to let me know when it’s available. When I had questions about the area she was very quick to answer with useful information. All in all, this place and its host made my trip to Canada amazing.
Guest favorite
Home in Cooksville
5 out of 5 average rating, 13 reviews

The Retreat

Andrei Rating, 5 stars10 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!
Guest favorite
Home in Niagara
4.91 out of 5 average rating, 305 reviews

King West Victorian Studio Gem

TamerRating, 5 stars1 week ago
It was great to stay at Kathleen's. The place is very spacious and perfect for a one person or a couple. The location is very close to a lot of nice restaurants, coffee shops, bars, and a lot more. I like the neighborhood a lot. In the summer, you can also enjoy the park right across the street. The place was very clean, and Kathleen was a great communicator - on top of everything. It really felt like home. I stayed there for one month as I was in between places and honestly I wish I could have stayed more.
Guest favorite
Home in Scarborough
4.95 out of 5 average rating, 105 reviews

Modern Custom Home w/ Pool, Games & Parking

ZaimaRating, 5 stars2 weeks ago
I was more than lucky to have found Natalie’s place, it’s in a great neighbourhood, place was exactly like the photos & as described, and the most amazing host I’ve ever encountered in this app. Natalie was always more than accommodating with my requests & responded on time. She is also such a great person herself, she will not let you down. A million thank yous Natalie 🥰
Guest favorite
Home in Port Credit
5 out of 5 average rating, 11 reviews

Oakwood Haven

DianeRating, 5 stars8 months ago
The house was beautiful, clean with lots of space and facilities. It's located a few houses up from the lake, and a very short walk from a park, shops and restaurants in Port Credit. The neighbourhood is quiet and felt very safe at night. It's around a 15 minute walk to the train station to get to down town Toronto within 30 minutes. The host was very helpful and available on messages and was flexible with check in/out which helped having later flights!

Weekly house rentals

Superhost
Home in Downtown Toronto
4.88 out of 5 average rating, 16 reviews

Stunning Home Downtown Toronto!

MaryRating, 5 stars2 days ago
Our group of six was in town for a family wedding. The home is modern, beautiful, and extremely clean. We visited during some very hot days and the AC worked perfectly. The townhome is located on the same block as the subway/metro, so getting around Toronto for events was easy. Love Toronto public transportation. The neighborhood is vibrant and full of restaurants and little shops. A huge grocery store (Loblaw's) is about 3-4 blocks away. Our host Taravat was extremely responsive. We had an issue with only three functional chairs in the kitchen seating area which Taravat wanted to fix while we were there, but I said don't worry about it. Taravat said she would look into the chair situation for future guests.
Guest favorite
Home in Downtown Toronto
4.92 out of 5 average rating, 63 reviews

The Downtown Victorian - 5BR - Private Yard ~ BBQ

ElsieRating, 5 stars1 week ago
When my group of friends and I were in a pinch, Jason was able to accommodate us in no time with a lovely place. It was perfect to have a space to be together and nearby many activities and restaurants, with a subway station close by. Jason was a great and kind host, actively checking up and making sure we were well accommodated. Thanks again Jason :)
Guest favorite
Home in Little Portugal
4.96 out of 5 average rating, 56 reviews

Luxury Home in Trinity Bellwoods | Hot Tub

NikkiRating, 5 stars2 weeks ago
Wonderful home, in a perfect location. Nick’s communication was great.
Top guest favorite
Home in Little Portugal
4.99 out of 5 average rating, 72 reviews

Queen West Unique Laneway Home

KarineRating, 5 stars1 month ago
Loved our stay at this beautiful and coquettish landway home. Everything was well thought out and optimized. The neighborhood was full of restaurants, independent shops, and cafes to discover on foot. A gem to experience Toronto like a local. The host was responding quickly. We highly recommend it!
Guest favorite
Home in Trinity-Bellwoods
4.96 out of 5 average rating, 69 reviews

Trinity Bellwoods Apartment

Amber & PeterRating, 5 stars1 week ago
John’s place is ideally located in the Trinity Bellwoods area. Super quiet neighbourhood and apartment, but just minutes walk to restaurants and shopping. The apartment definitely feels larger than the pictures look and is well appointed with extra amenities which were great surprises. Will definitely stay again.
Top guest favorite
Home in Midtown
4.94 out of 5 average rating, 69 reviews

Gorgeous Downtown Neighbourhood

ValerieRating, 5 stars7 months ago
One of the best Airbnb experiences we have had! Margaret went above and beyond with all of the special extras and touches (fresh flowers, fruit, bread, snacks..) which made us feel so welcomed. A lovely hostess and we wish her all the best!
Top guest favorite
Home in East York
5 out of 5 average rating, 59 reviews

Hot Tub Haven

SuzanneRating, 5 starstoday
If you’re looking for a spacious place with lots of privacy and top notch amenities, look no further. This was our 25th AirBnB stay and definitely the best experience to date. Lovely host who always responded within 30 minutes, great location, wonderful and charming split level house with lots of room to split up or gather, amazing backyard with appeal to kids and a master chef outdoor kitchen. As we were here during the hottest days of the year we appreciated the airconditioning and showers, but did not use the hot tub. Maybe next time.
Top guest favorite
Home in Trinity-Bellwoods
5 out of 5 average rating, 14 reviews

Urban Oasis: 2-Storey Townhouse with Parking

TanjaRating, 5 stars4 weeks ago
What a lovely experience in this gorgeous home. Our only complaint is that we didn’t book it for longer. Walking distance to the best restaurants and very hip neighborhood. Beautifully renovated and quiet. Thank you!

Private house rentals

Superhost
Home in Downtown Toronto
4.74 out of 5 average rating, 27 reviews

Cozy basement apartment in Downtown Toronto

StevenRating, 5 stars1 month ago
Cynthia’s place was just what we needed for our stay. There was parking available right across the street, a comfy bed to crash in, a clean kitchen and bathroom so all our needs were met. Great location, a quick drive to downtown or if you’re like us, a 20 min walk to where the action is. Overall very pleased with the value. The only thing I’d say to be wary of is that it is a basement unit, and like other basements, you will likely hear people above you. It was not excessive but if you need complete silence to sleep, then bring ear plugs, or perhaps consider another rental. We honestly just used it as an affordable place to crash after hitting the city, and when you’re so tired you sleep good anyway! Cynthia was helpful and quick to respond. I would come back!
Top guest favorite
Home in The Beaches
5 out of 5 average rating, 44 reviews

2 level spacious apartment by the lake

MiyaRating, 5 stars2 weeks ago
One of the best Airbnb stays I’ve ever had—if not the best. If I could give 10 stars, I would. This stay was pure magic. Immaculate, modern, and full of charm—every detail was thoughtful, every corner spotless. The shower felt like a 5-star spa, and the backyard, surrounded by trees, was peaceful, serene, and grounding. Just 10 min walk or 5 min jog to the beach, and walking distance to amazing cafés, restaurants, and downtown. But what truly made this special were the hosts, Ann and Ciara. I sat outside and chatted with Ann—she’s the kind of person who instantly makes you feel welcome. Warm, down-to-earth, and genuinely lovely. With everything going on in the world, this place was a breath of fresh air. A real community, kids playing, neighbors chatting—it felt like a scene out of a Hallmark movie. No hotel can touch this. I left feeling lighter, restored, and already planning to return. If you’re lucky enough to see it available, don’t hesitate. This is the spot.
Guest favorite
Home in Leslieville
4.93 out of 5 average rating, 42 reviews

Cozy Basement Pad - Leslieville

RegineRating, 5 stars1 month ago
Mark‘s cozy basement is the perfect place while staying in Toronto! It is super close to restaurants, pubs & bars, coffee shops etc. while still being located in a quiet side street. The place itself is super comfy and we felt right at home. When we were forced to cut our trip short due to a family emergency Mark provided us with all the support we needed. It felt more like talking to friend than a host and we can’t thank him enough for that. We would definitely recommend Mark‘s place to everyone and are already planning to come back again!
Guest favorite
Home in York
4.93 out of 5 average rating, 56 reviews

Modern Rustic Laneway Entire Home w/Patio

SuzanneRating, 5 stars2 weeks ago
I had a great stay at Ashley's place. It was great to have the entire house to myself. It was really quiet and private and the floors were beautiful. The kitchen and bathroom were fully equipped and spotless, the linens were crisp and clean, and the bed and pillows were comfortable (and I'm a fussy sleeper!). It was nice to have the little deck in the back to sit outside when I had the time. Thank you so much, Ashely, for your kind hospitality and for making my stay easy, comfortable and fun.
Superhost
Home in East York
4.85 out of 5 average rating, 26 reviews

Cozy East York Guest Suite

DianaRating, 5 stars2 weeks ago
This place was exactly like how it was described the host is so wonderful and very very accommodating! The place included everything you need and more. It was very home and comfy and I would book it again if I come back to Toronto. It was very close to the subway and fast food chains !!
Guest favorite
Home in Leslieville
4.97 out of 5 average rating, 69 reviews

Bright & Cheerful Laneway Home

ToddRating, 5 stars1 day ago
We absolutely loved our stay at Jeremy’s place! From the moment we walked in, we were blown away by the incredible style and attention to detail. The decor is stunning and thoughtful artwork, high-end finishes, and a cohesive aesthetic that reflects real care and taste. It’s clear Jeremy uses the space himself, and that personal touch makes all the difference. The home was clutter-free, impeccably clean, and exceptionally comfortable. Every corner felt welcoming and well-maintained. One of our favorite parts was the peaceful back porch and yard: the perfect sanctuary to enjoy a quiet morning coffee surrounded by nature. Jeremy has created a truly special space that felt like a retreat in the heart of the city. We fell in love with this hidden gem and wouldn’t hesitate to return. Highly recommended!
Guest favorite
Home in Downtown Toronto
4.9 out of 5 average rating, 10 reviews

Downtown Designer Luxury Townhome

DarcieRating, 5 stars1 month ago
I recently had the pleasure of staying at this lovely Airbnb, and I can't recommend it enough! Upon arrival, we were greeted with a spotless home that immediately made us feel comfortable. The decor was absolutely stunning and each room was thoughtfully designed, creating a warm and inviting atmosphere. The hosts provided everything we needed for a perfect stay, from kitchen essentials to cozy blankets for the beds. Speaking of beds, they were incredibly comfortable! Additionally, the instructions provided were clear and easy to follow, making the check-in process seamless. Overall, this Airbnb exceeded our expectations, and I would happily return for another visit! If you're looking for a clean, beautifully decorated space with all the comforts of home, this is the place to book.
Top guest favorite
Home in Midtown
5 out of 5 average rating, 15 reviews

Luxe Forest Hill Retreat

EvanRating, 5 stars3 weeks ago
Great house in a great area. Would definitely stay here again!

Quick stats about house rentals in Church-Wellesley, Old Toronto

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$8,364 GYD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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  2. Canada
  3. Ontario
  4. Toronto
  5. Church-Wellesley
  6. House rentals