House holiday rentals in Midtown Toronto, Old Toronto

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Popular amenities for house rentals in Midtown Toronto, Old Toronto

House rentals with a pool

Guest favourite
Home in Vaughan
5 out of 5 average rating, 5 reviews

Vacation Getaway with Heated Spa-Pool Open365 Days

YasminRating, 5 stars4 weeks ago
I had an amazing experience staying at this beautiful home. The property was exactly as described, and even better in person! It was clean, spacious, and thoughtfully decorated, making it feel like a home away from home. The host was incredibly welcoming and responsive, ensuring that we had everything we needed for a comfortable stay. The location was perfect, with easy access to local attractions and amenities. I highly recommend this place to anyone looking for a relaxing and enjoyable stay. Can't wait to return!
Top guest favourite
Home in Central Etobicoke
5 out of 5 average rating, 10 reviews

Luxe Haven Heated Pool Sauna Gym

KayhanRating, 5 stars4 months ago
We had the pleasure of stay at Trisha's property and I could honestly say it had everything we needed if not more. It definitely looks exactly like it does in the photos 100%. She provides extra pillows, linens, towels, blankets and amazing goody bags in the bathrooms just in case you forget any essentials, extra everything! She even had disposable slippers for the sauna, which was a plus! Her hospitality really stands out as a host! She thought of everything to make our stay comfortable! We took advantage of all the amenities; massage chairs, sauna, gym and the surround sound system was incredible. Trisha was very friendly and outgoing and extremely quick to reply! Thanks for having us and we will book again when needed.
Guest favourite
Home in North York
4.91 out of 5 average rating, 68 reviews

Toronto Pool Retreat

JessicaRating, 5 stars1 week ago
I enjoyed my stay and looking forwarding to staying here in the future . The home is fully equipped with everything you need . Felt like I was at home ☺️☺️
Superhost
Home in Central Etobicoke
4.89 out of 5 average rating, 9 reviews

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

TanyaRating, 5 stars7 months ago
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.
Top guest favourite
Home in Erin Mills
5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

SallyRating, 5 stars8 months ago
We had a wonderful 11 day stay at Caitlin’s. Extremely well appointed in terms of comfort and amenities (you could quite easily just enjoy the beautiful backyard and stay home). House was very spacious and, if you are travelling with children, Caitlin had lots of games, books and toys for their entertainment. As a multigenerational group we all enjoyed our stay and very much hope we can return very soon. Caitlin is an excellent host who takes her guests’ needs and comfort very seriously.
Superhost
Home in Pickering
4.85 out of 5 average rating, 46 reviews

Toronto Vacation DecemberPromotion/Park/Zoo/Casino

Huy LongRating, 5 stars1 month ago
Great host! Great response time and services!
Superhost
Home in Scarborough
4.94 out of 5 average rating, 16 reviews

Lakeview Cottage in the City with Pool

GarethRating, 5 stars1 month ago
We loved our stay at Maxim's place! We needed a longer-term stay (1-month+) due to renovations at our house and this house was great. We really enjoyed the sunrises from the master bedroom and our little one enjoyed the large jacuzzi tub! Thanks for taking us in during a time of need and for being flexible, Maxim!
Guest favourite
Home in Cooksville
5 out of 5 average rating, 13 reviews

The Retreat

Andrei Rating, 5 stars8 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!

Weekly house rentals

Guest favourite
Home in Vaughan
4.92 out of 5 average rating, 375 reviews

Private Lower 1 BR + Sofabed Self Checkin with PKG

KellyRating, 5 stars1 week ago
Jason’s place was the perfect spot for myself and my 2 small dogs. Instructions he provides are super clear, everything is easy to find, and he was super responsive when I contacted him. We were very comfortable and able to relax after a long day at the Pet Expo each day. Location is nice and quiet, and good neighbourhood to walk your dog if you bring one. All the basics are provided to feel at home. Bed is very comfortable, bathroom is a nice size, the whole unit is quite spacious! There is a decent staircase down to the unit as it is in the basement, but it is very well lit with a motion sensing light at the top of the stairs. Overall, very happy with our stay and would choose Jason’s place over a hotel in the area if ever we come back without question!
Guest favourite
Home in Brampton
4.9 out of 5 average rating, 181 reviews

Private Basemnt Apt., Separate Entry, Free Parking

LekhaRating, 5 stars6 months ago
The stay was pretty comfy, felt like being home. Host took care of minute needs of the guests. Host also accomodated our last minute request of Fan. Overall loved the place. If would get chance I will prefer the same place and will recommend too.
Guest favourite
Home in Richmond Hill
4.79 out of 5 average rating, 29 reviews

Luxurious 4-BR Richmond Hill House wifi & Parking

MichaelRating, 5 stars1 week ago
Saman was a great host! A four-bedroom house is tough to find and Saman’s was perfect for our stay. The kitchen had everything we needed and we made use of the laundry facilities. The neighborhood was quiet and easy to navigate.
Top guest favourite
Home in Trinity Bellwoods
4.91 out of 5 average rating, 336 reviews

Garden Home @ Trinity Bellwoods Park

GeorgeRating, 5 stars2 weeks ago
We had a fantastic stay at David's place! From the incredible property to the amazing location we could not have asked for a better place. We had no issues with three adults and two young children -- the unit was extremely kid-friendly. David was a wonderful host -- from prompt responses to clear parking instructions to additional flexibility. The neighborhood was a gem. We cannot wait to go back to Toronto and stay at David's place again!
Superhost
Home in North York
4.93 out of 5 average rating, 28 reviews

Rare & Spacious massive home w 7 beds

AlexisRating, 5 stars3 months ago
Quoc’s place was as described! Nice neighborhood, not too far from the city (about 30 minutes). The place was spacious, very clean and had comfortable beds. Host checked in and was responsive but not bothersome. Would stay again!
Superhost
Home in Toronto
5 out of 5 average rating, 4 reviews

3 bdr home + bsmt in Swansea/High Park

KirillRating, 5 stars2 weeks ago
we lived Johan's hosted house over two and half months. it's a pleasant staying. It's cozy and beautiful neighborhood , short distance to subway and almost everything in the walkable distance. Johan is such a responsible and considerate host, We do enjoy our staying.
Guest favourite
Home in Midtown
4.92 out of 5 average rating, 72 reviews

Luxurious 2 Bedroom in the heart of the city!

JessicaRating, 5 stars5 months ago
Throughly enjoyed our stay. Polite and welcoming host. Had everything we needed. Amazing location.
Superhost
Home in Parkdale
4.77 out of 5 average rating, 169 reviews

Fun and Bright House Queen West

JuliaRating, 5 stars1 month ago
Kim was kind enough to accommodate our group of 7 for an exchange week. The house is extremely cozy, even with the cold outside we were pleasantly surprised by the floor heating and general warmth inside the house. All of the appliances provided made for a perfect stay, it was hard to say goodbye to this wonderful place. Kim's recommendations and suggestions were really helpful when getting to know the area. She was also extremely friendly and kind when replying to our queries, even when we requested to leave our luggage past check-out time to explore the city before departure. Perfect place to stay and extremely helpful host! 🤍

Private house rentals

Superhost
Home in Cooksville
4.83 out of 5 average rating, 52 reviews

A comfortable 3 bedroom house with great outdoors

AnthonyRating, 5 stars7 months ago
The property is centrally located and convenient to many landmarks in Mississauga. The size of the house is exactly what we’re looking for. Furniture is dated but functional. All of the appliances are liked new and operated as expected. The host is responsive and answered questions promptly. In all, it’s a great experience and we enjoyed our stay.
Guest favourite
Home in Upper Beaches
4.93 out of 5 average rating, 80 reviews

Custom 4Bedroom Home In Upper Beach/Leslieville

XuanyeRating, 5 stars2 months ago
The house is clean. There are a lot board games available in living room, which is pretty nice. Definitely would live here again!
Superhost
Home in Oak Ridges
4.87 out of 5 average rating, 102 reviews

Luxurious Spacious Dream Home with Parking!

KaylaRating, 5 starstoday
this house was perfect for what we needed me and my family/friends stayed here while attending a concert in the city Romali was always helpful when we needed anything the house was clean and overall had a private feel to it
Top guest favourite
Home in Toronto
5 out of 5 average rating, 13 reviews

Fun and Functional Family Home In Corso Italia

Paul WoodRating, 5 stars2 weeks ago
You can’t go wrong!! My friends and I spent a wonderful time in Alex’s beautiful home. It was spotlessly clean and well equipped. We really appreciated the welcome gifts! Thanks so much Alex, we look forward to staying again!
Top guest favourite
Home in York
5 out of 5 average rating, 14 reviews

Luxurious House | Newly Modernized | Corso Italia!

AdilRating, 5 stars1 month ago
This host was excellent. Great communication and the place was very spacious and comfy! Definitely recommend and thank you again.
Guest favourite
Home in Upper Beaches
4.88 out of 5 average rating, 32 reviews

Beach Hill Detached 3 BR Home

CynthiaRating, 5 stars5 months ago
Janet is a fantastic host! Her home is inviting and located in a great neighborhood- we really enjoyed our stay!.
Guest favourite
Home in Leslieville
4.95 out of 5 average rating, 22 reviews

Whole House in Toronto

ShawnRating, 5 starstoday
Mark was an outstanding host. We arrived in the city earlier than our check in time and he made sure we could get in a bit early! Would definitely book again!
Top guest favourite
Home in North York
4.87 out of 5 average rating, 77 reviews

Casa Meya - Toronto Poolhouse Villa

CathrynRating, 5 stars2 weeks ago
We stayed at Rooz’s home for our son’s wedding at Graydon Hall Manor. It was the perfect location and only a seven minute drive. The house was beautiful! It was very comfortable and quiet inside. The neighborhood was also safe and quiet. It had well supplied kitchen and bathrooms. The beds were super comfy. I highly recommend this home to anyone traveling to Toronto, especially if attending an event at Graydon Hall Manor.

Quick stats about house rentals in Midtown Toronto, Old Toronto

  • Total rentals

    870 properties

  • Total number of reviews

    25K reviews

  • Family-friendly rentals

    360 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

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