Vacation rentals in Rosedale, Old Toronto

A spacious rooftop terrace features modern lounge seating and dining areas, offering panoramic views of the city skyline. Lush greenery and a barbecue area enhance the outdoor experience, providing a peaceful retreat above the bustling city.

4.96 out of 5 average rating, 45 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

AlonaRating, 5 stars1 month ago

We had an absolutely fantastic time staying in Zahra’s place. From start to finish, everything exceeded our expectations. The communication with Zahra was smooth and prompt, making the booking, check in at check out process hassle-free. It is highly recommended!

Top guest favorite

A private heated pool is framed by stone tiles and lush greenery, reflecting sunlight. Large glass doors lead into the home, enhancing the outdoor connection. Seating areas are available nearby, surrounded by natural landscaping and elevated steps leading to the indoor space.

Home in The Beaches

4.99 out of 5 average rating, 143 reviews

Heated Pool-tub Open 365 Days

PatrickRating, 5 stars3 days ago

We came up for a concert for the night and it was a great experience. The pool and hot tub were a wonderful perk and very well maintained and nice. The house is beautiful and spacious. Miles was extremely accommodating, we needed to get there a little early to help with making the concert on time and it was no problem at all. He worked with us and when there was an issue with the internet. he came and fixed it in person. The location is killer too! I strongly recommend staying here, it was a wonderful experience in every way!

Home in Churchill Meadows

The exterior view features a modern two-story house with a stone facade and a welcoming front porch. A neatly landscaped yard with shrubs and a tree provides a touch of greenery. The double garage doors are prominently displayed, complementing the home's elegant design.

4.9 out of 5 average rating, 41 reviews

Holiday retreat in Toronto

MelissaRating, 5 stars5 days ago

We had a wonderful 5-night stay at Ali’s Airbnb in Mississauga. We are a family of 8 (parents traveling with our adult children) visiting Toronto for the first time from Florida. The layout was perfect with plenty of room for everyone. The kitchen had everything we needed and we were surprised to have small touches like shower gel and laundry soap for washing included. The beds were extremely comfortable and the home was very welcoming. Nice quiet neighborhood for those who want a good night of sleep. If we ever visit Toronto again, we will definitely stay here!

4.93 out of 5 average rating, 15 reviews

Beautiful 1BR Condo Coveted Yorkville!

TaylarRating, 5 stars2 weeks ago

The location really makes this apartment, it's fabulous and there are tons of things around. Great views and feels very safe. The decor feels like an airbnb and with a few things could tip the scale from great to amazing. It would've been nice to have coffee on site, and better lighting, all the lighting is overhead and a lamp or two would've made a big difference!

Home in Whitchurch-Stouffville

Large windows frame a serene view of the private lake and surrounding greenery. Two modern chairs are positioned around a small glass table, inviting relaxation while natural light fills the space.

5 out of 5 average rating, 13 reviews

Amazing Swan Lake Villa/Private Lake/20+guests

PaulRating, 5 stars2 weeks ago

Great stay! Hufeng was very responsive and accommodating to all questions and any inquiries. The space was huge and welcoming to all our guests. Everything was straightforward and easy for us, and would definitely stay again

4.85 out of 5 average rating, 97 reviews

The exterior of a spacious cottage is presented, featuring a welcoming entrance with double doors framed by large windows. Neatly trimmed hedges and colorful flower pots add to the aesthetic. The concrete path leads to the front, emphasizing the property’s well-maintained landscape.

Cottage in Burlington

The Pearl Lodge

JenRating, 5 stars7 months ago

Pearl Lodge was much more than expected: the house sits on a gorgeous property with lots of parking and activities for all ages. The kitchen & bathrooms were spotless, and with multiple bedrooms, it was everything our group needed! Habib was extremely accommodating, and responsive with the questions I had upon check in. Would definitely recommend for larger groups & future guests in the area!

The spacious living area features large windows offering city views, complemented by a modern sofa and a dining table for four. A decorative floating planter hangs above, while a concrete accent wall adds texture. A partition leads to the cozy bedroom, visible in the background.

4.83 out of 5 average rating, 42 reviews

Jungle Made of Concrete: Free Parking & City View

CatharineRating, 5 stars1 month ago

I was forced to book a 2nd property last minute after another host accepted our reservation request despite not being able to accommodate the check in time needed (early/immediate). The initial host charged me for their apartment before informing me that they couldnt allow for the early check in that was specifically mentioned during booking, thus rendering that reservation basically useless. I decided to put my faith in Air BnB to recover the funds for me, and focused on securing last minute accommodations with a host who was able/willing to work with our need to check in more or less that very moment. Thats when I found Cecilia's apartment. It came with a free parking space which was a huge bonus, and was just steps from my orinigal booking (exactly where i needed to be). I reached out to her directly without initiating any reservation, and Cecilia respon promptly. She invited me to come straight away and sent check in instructions just as quickly. Cecilia was fantastic! Thanks!!

4.77 out of 5 average rating, 79 reviews

A serene beach scene is depicted, showcasing gentle waves lapping at the sandy shore. Lush trees frame the view, providing a contrast to the clear blue sky and vibrant water. Traces of footprints can be seen in the sand, inviting a sense of tranquility.

Home in Pickering

Beach House: First Floor

TennieRating, 5 stars1 week ago

Very nice apartment and we felt very welcomed - the walk by the water and the area was beautiful. So nice and friendly and would love to stay again next time we stop by. Nice furniture, bedding , comfortable bed , bathroom - everything we needed was available for us to use.

Vacation rentals for every style

Get the amount of space that is right for you

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Convenient locations with everyday essentials

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Popular amenities for Rosedale, Old Toronto vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Rosedale, Old Toronto's top sights

University of Toronto31 locals recommend

Royal Ontario Museum504 locals recommend

Yorkville171 locals recommend

The Danforth Music Hall32 locals recommend

Bata Shoe Museum57 locals recommend

Evergreen Brick Works79 locals recommend

Other great vacation rentals in Rosedale, Old Toronto

An open kitchen and living area is presented, featuring sleek, modern cabinetry and appliances. A dining table with seating for four is visible, alongside a black leather couch. Natural light filters through large windows, highlighting the warm wooden flooring and decorative green plants.

5 out of 5 average rating, 6 reviews

The Snug 1+1 Suite w/ Free Parking

JosephRating, 5 stars3 days ago

Overall very good and a much better location than most others. The place is a quite small but you are absolutely paying for the location which is walkable to the CN Tower and close to at least 2 streetcar stations. Overall, had all the amenities listed and a very communicative host.

5 out of 5 average rating, 10 reviews

The exterior of a two-story brick townhouse is visible, featuring a blend of light and dark brick. A welcoming set of stairs leads to a front door, flanked by large windows that allow natural light. Neatly landscaped flower beds add a touch of color.

Home in Oak Ridges

Charming Home near Bond Lake—Entire Main Level

BiyunRating, 5 stars3 days ago

We lived here for 20 days, the landlord respond speed is very quick, nobody bother us, provide everything we need, the kitchen appliances is very complete, 👍👍👍 the house is very convenient to each region if you are also in a business trip, Newmarket, King city, Markham, Vaughan is close to Richmood hill within half an hour driving distance, Brampton, Toronto downtown, Mississauga , Milton, Hamilton within 1 hour, Niagara Falls 2 hours, The nearby ESSO within 300 meters, You can find some restaurants within 20 minutes driving distance, few restaurants within 5-10 minutes, Everything is good, hope the landlord business better and better! Take care !

4.75 out of 5 average rating, 4 reviews

The kitchen features modern cabinetry and a sleek countertop made of speckled granite. Stainless steel appliances include a refrigerator, oven, and dishwasher. A coffee maker is positioned for easy access, and natural light filters through the window above the sink.

Home in Brampton

My Charming Getaway

MichelleRating, 5 stars8 months ago

The unit was as described in the ad. Very clean and well maintained. The host followed up to ensure we were checked in ok and she always responded in a timely manner. .

A spacious balcony offers sweeping views of downtown Toronto, showcasing urban landscapes and distant skyline features. Large glass panels create an unobstructed line of sight, while the building's modern architecture is evident in the design. Bright blue skies complement the cityscape.

4.8 out of 5 average rating, 82 reviews

Stylish Condo Heart of Downtown

BrayhanRating, 5 stars1 week ago

I had a great stay at this downtown Toronto apartment. Aliyah was a great host—she provided very clear and helpful instructions that made check-in and the entire stay smooth. The location is fantastic—walking distance to my meetings, with plenty of restaurant options and a cozy coffee shop nearby. The apartment itself was clean, comfortable, and had everything I needed. Highly recommend this place if you’re visiting Toronto and want to stay in a convenient, central location with a reliable host!

5 out of 5 average rating, 3 reviews

The modern kitchen features stainless steel appliances and quartz countertops, complemented by an island with seating. A dining area is situated nearby, illuminated by natural light from large windows adorned with horizontal shades. Light wood flooring enhances the contemporary design.

Home in North York

Modern Home with Pool & Jacuzzi [no cleaning fee]

Yalealem Rating, 5 stars5 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!

Top guest favorite

The modern kitchen features sleek white cabinetry, stainless steel appliances, and a minimalist design. Natural light is provided through a window, highlighting the clean surfaces and ample counter space. The space includes an oven, stove, microwave, and dishwasher for convenience.

Home in Midtown

4.99 out of 5 average rating, 74 reviews

Bright Modern Private Oasis Whole Laneway 3BR 3BA

LaurenRating, 5 stars1 week ago

Ravya’s place is just wonderful—spotless, spacious, quiet, and comfortable. Check-in and check-out were super easy. The kitchen had everything you need and was clean and organized. The neighborhood is central and fun, with lots of great food options, and just a few minutes from the subway station. Our family had a great stay—we highly recommend!

4.85 out of 5 average rating, 33 reviews

A modern living area is showcased, featuring a neutral-colored sectional sofa adorned with decorative pillows. A round coffee table sits in front, complemented by a potted plant and soft rug. Floor-to-ceiling windows allow natural light and provide a view of the cityscape.

Apartment in Fort York

Amazing Condo Heart of Downtown + 1 Free Parking

MireilleRating, 5 stars3 days ago

Great place with a stunning view. This felt like home away from home.