Vacation rentals in Rosedale, Old Toronto

A rooftop terrace features an expansive seating area with grey wicker furniture arranged around a central table. Lush greenery outlines the space, providing a vista of the city skyline under a partly cloudy sky.

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!

4.85 out of 5 average rating, 39 reviews

A wooden dock extends over calm waters, reflecting fluffy clouds and a blue sky. Surrounding trees and landscape are visible in the distance, contributing to a serene and peaceful scene.

Home in Richmond Hill

Awesome Lakefront House/5Bedrooms/Private Dock

ShannonRating, 5 stars1 month ago

Our family enjoyed our stay! The house had plenty of room for all of us. Lots of natural light and a beautiful view. This would be a great place to rent in the summer! If we return to the arena in the summer we will definitely book again.

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 starstoday

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, 54 reviews

A serene master bedroom features a spacious bed dressed in light linens, complemented by minimalist decor. Large windows provide views of the lake, while a bright soaking tub is positioned nearby, surrounded by greenery for a refreshing touch.

Home in Brampton

Modern Lakefront Cottage In The City With Hot Tub

JuliaRating, 5 stars3 weeks ago

We had a fantastic stay and would be more than happy to come again! The host was extremely nice and caring and the house is absolutely fabulous. From the views outside to the interior decorating this place was a dream come true. Thank you for having us!

The living area features a sectional sofa adorned with cushions, a round dining table, and a backdrop of large windows displaying city views. An exposed brick wall adds character, while a hanging planter and stylish light fixtures enhance the space. A TV is mounted on the wall, complemented by a sleek media console.

4.83 out of 5 average rating, 41 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!!

4.91 out of 5 average rating, 22 reviews

Home in Lawrence Park

Upscale Home in Lawrence Park [With Yoga Room]

BenRating, 5 stars3 weeks ago

This was by far the most incredible stay we have ever had. We are so appreciative for our hosts going above and beyond, and providing us with such an incredible environment. They made us feel like family. My goodness. Thank you, thank you, thank you. 🤍🤍🤍

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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

Royal Ontario Museum2,332 locals recommend

Yorkville651 locals recommend

The Danforth Music Hall110 locals recommend

Bata Shoe Museum326 locals recommend

Evergreen Brick Works275 locals recommend

Allan Gardens268 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, 5 reviews

The Snug 1+1 Suite w/ Free Parking

Paul LRating, 5 stars1 week ago

Excellent apartment everything is close the host responds to any h it's really appreciated

5 out of 5 average rating, 9 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

DannyRating, 5 stars2 months ago

Booked the place to host a respected guest. He likes it immediately and is really appreciative. Too bad the place was not available for my guest's extended stay. Will return for sure.

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 stars6 days 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!

4.79 out of 5 average rating, 19 reviews

A modern open-concept living space is featured, showcasing a sleek kitchen island with wooden accents. Large windows provide ample natural light, illuminating the cozy seating area with a sectional sofa and a coffee table. Unique hanging light fixtures add a touch of character.

Apartment in Toronto

Lakeside Condo w Amazing views

JovenRating, 5 stars1 week ago

Perfect place to stay. Great location. Everything as pictured. Ronaldo went above and beyond to ensure our stay was great.

Top guest favorite

A spacious dining area features a large wooden table surrounded by six dark chairs. Bright lighting illuminates the room, while large glass doors provide views of a grassy backyard. A hint of yellow accents one wall, enhancing the room's light atmosphere.

Home in Midtown

4.99 out of 5 average rating, 73 reviews

Bright Modern Private Oasis Whole Laneway 3BR 3BA

JessicaRating, 5 stars2 weeks ago

A perfect stay. Rayva’s place is pristine, comfortable, beautiful and private while being a short walk away from transit and tons of restaurants. The beds are very comfortable, the atmosphere is peaceful and the place is very spacious. It looks and feels brand-new with great attention to detail. The “house manual” is really clear about where to find everything and what to do. The value for money is truly incredible, given that this is a 3-bedroom, 2.5-bath detached laneway house! Our 10 and 12 year olds also loved the place. They loved having their own space and they also found it very comfortable. We loved this stay and we will recommend Rayva’s place to everyone we know who wants to visit Toronto with their tweens and teens.