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Family-friendly vacation rentals in Parkdale, Old Toronto

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Parkdale, Old Toronto family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
The living area features a cozy sitting arrangement with a light-colored sofa adorned with various cushions. A rustic wooden coffee table sits in the center, complemented by a decorative storage trunk. A large television is mounted on the wall, surrounded by tasteful decor and shelving.
Apartment in Toronto
4.9 out of 5 average rating, 59 reviews

New condo w/ gorgeous lake views

ConorRating, 5 stars4 months ago
Really amazing view and building in a great location with easy access to GO trains and TTC. Building facilities are great! Check out is 10am
Guest favorite
The bedroom features a spacious bed dressed in a mix of striped and patterned linens, complemented by matching nightstands on either side. A floral artwork adorns the wall above, and modern bedside lamps provide soft lighting, enhancing the calm ambience.
Condo in Downtown Toronto
4.97 out of 5 average rating, 324 reviews

Beautiful Condo + CN Tower View + Free Parking

JosieRating, 5 stars5 days ago
A few days in Toronto watching some baseball. Perfect location, 5 minute walk, view of the CN Tower from the balcony. Very spacious for 4 adults and two grown teenagers. Everything we required in the accommodation. Very easy check in and parking. Excellent, prompt communication from Katherine. Will definitely stay here again.
Guest favorite
The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.
Condo in Unionville
4.91 out of 5 average rating, 114 reviews

Downtown Markham Unionville

AndreaRating, 5 stars3 months ago
We had a great stay at Thomas' place. He met us at check in, showed us the building, parking and any details we needed to know. He was very responsive, provided early check in, and coordinated parking spots for both our vehicles. The place was very clean and quiet. We would definitely stay again!
Guest favorite
A modern workspace is presented with a sleek black desk and stylish chair. Floating orange shelves display decorative items, while a globe adds a touch of elegance. The kitchen area is visible in the background, featuring dark cabinetry and contemporary appliances.
Condo in Downtown Toronto
4.89 out of 5 average rating, 842 reviews

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

Glen & TraceyRating, 5 stars1 week ago
Wow and thank you. To find such a perfect location was so fortunate. Cal sent a warm and welcoming message that just set the experience off to a great start. The condo was clean and modern and just felt so comfortable. There is something energizing about being right in the centre of thing’s, especially when you have such a wonderful space to come “home” to. Thanks to Cal for providing such a terrific space.
Superhost
A modern kitchen features a central island with a wooden countertop, surrounded by white bar stools. Stainless steel appliances, including a refrigerator and oven, are visible. Natural light floods the space through large windows, highlighting the sleek cabinetry and minimalist design.
Condo in Downtown Toronto
4.87 out of 5 average rating, 326 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

JuliaRating, 5 stars3 months ago
Lovely place , felt right at home . Crystal was very helpful and responsive, given it was a very last minute booking. The street was very quiet and so was the building itself . Very cozy getaway in the heart of downtown Toronto for an incredibly good price . Thank you so much for making our short stay nothing short of AMAZING !
Superhost
A colorful abstract artwork hangs above a wooden bed, featuring flowing lines in shades of blue, pink, and beige. Two exposed bulb lights are mounted on the walls beside the bed, enhancing the space's artistic expression.
Condo in Downtown Toronto
4.87 out of 5 average rating, 107 reviews

Casa Di Mama | Beautiful 2BR Downtown-Free Parking

EmilieRating, 5 stars1 week ago
Super logement! Franchement la localisation est top, vous êtes à 15 min à pied de la CN Tower, a quelques minutes du tram. Le fait d’avoir un parking en souterrain est un vrai +! Le petit balcon aménagé est top aussi, la proximité avec la voie ferrée n’est pas trop gênante parce que l’appartement est bien isolé. On s’y sent bien et Julian est adorable et très réactif!
Top guest favorite
A corner of the living area features a plant in a black pot beside a bookshelf filled with various books. A wall with dark stone adds texture, while a sleek television is mounted above a modern fireplace. A door leads to an outdoor space.
Condo in Downtown Toronto
4.93 out of 5 average rating, 92 reviews

Explore the City Centre from Condo with Views

KaitlynRating, 5 stars3 months ago
Robert's place is in a great location, right next to the CN tower, aquarium, and Rogers center. He provides a binder of local recommendations which is really helpful. I would definitely stay again!
Guest favorite
A modern living space features a large sectional sofa adorned with striped cushions. A vibrant rug covers the floor, and a bright piece of art hangs above a sleek red media console. Floor-to-ceiling windows offer natural light and views of the city beyond.
Condo in Downtown Toronto
4.86 out of 5 average rating, 151 reviews

Modern 1 Bdrm Suite Downtown District - Lake View

ClintonRating, 5 stars1 month ago
Beautiful apartment within walking distance to everything you need. Host was accommodating and responded quickly to inquiries. Apartment was spotless. Was easy to find and check-in was easy. Would stay here again.

Family- and pet-friendly home rentals

Guest favorite
A cozy bedroom features a plush, upholstered headboard with lighting on either side. A soft, muted color palette is complemented by decorative pillows and a textured throw. Nightstands hold small items, and a mirror reflects a warm ambiance.
Home in Roncesvalles
4.92 out of 5 average rating, 59 reviews

Gorgeous Renovated Victorian Roncesvalles Village

OonaghRating, 5 stars8 months ago
We had a fantastic stay here at Rosalinda’s place. It’s an amazing house, so beautifully decorated, spotlessly clean and had everything we needed and more. The beds were super comfortable! It was a great location for us and our kids with easy access to Roncesvalles, the Queen streetcar and a lovely big playground on Sorauren! We would definitely recommend this place to anyone looking to visit Toronto
Top guest favorite
A cozy living area features a light-filled space with a large, neutral-colored sofa adorned with patterned cushions. Two accent chairs with geometric patterns complement a white coffee table, while a dining table is visible in the background near a modern kitchen area.
Condo in Downtown Toronto
4.93 out of 5 average rating, 159 reviews

Beautiful suite in Downtown Toronto

LesleyRating, 5 stars1 week ago
Great space for folks attending public events in the downtown area.
Guest favorite
An open-concept living space features a leather couch and an armchair, with a coffee table positioned nearby. A light wood kitchen island provides seating with two yellow stools. Natural light enters through two windows, illuminating the modern decor and warm wood flooring.
Apartment in Milton
4.72 out of 5 average rating, 162 reviews

Studio Apt in Milton Dorset Park

CharleneRating, 5 stars1 month ago
Steve and Melissa's place was perfect. They were fantastic hosts. The place had everything you needed. Would definitely stay again and recommend it.
Guest favorite
A modern living area is presented with soft white seating arranged around a central coffee table. Shelves hold decorative items, while a large window allows natural light to fill the space, offering views of greenery outside. A mounted television complements the inviting atmosphere.
Home in Richmond Hill
4.89 out of 5 average rating, 157 reviews

Luxury 5 beds, 6 Baths custom home

StephenRating, 5 stars3 days ago
Perfect spot for a group trip. Quiet neighborhood, close to the TTC for easy access to downtown. Jay was awesome at handling our request to drop off our luggage prior to our scheduled check-in time. Would definitely stay again!
Top guest favorite
The interior of the cabin features warm wooden walls and a cozy woodstove. Two blue lounge chairs are positioned near a rustic table. Natural light floods through a large window, illuminating the space, while a striped rug adds comfort underfoot.
Tiny home in Schomberg
4.99 out of 5 average rating, 212 reviews

SNAKE CABIN(rustic, 'off-the-grid')

JoelRating, 5 stars1 week ago
Peaceful, rustic, and completely off the grid. Just what we needed to slow down and breathe. We spent our time on the porch, watching the sunset paint the sky while listening to the soothing sounds of nature—geese calling in the distance, frogs croaking nearby, birds chirping in every direction. No city noise, no rush—just pure, simple quiet. The perfect place to disconnect and truly recharge.
Guest favorite
A living room features a gray sofa accented with decorative cushions, paired with two mid-century modern chairs. A large window allows natural light to illuminate the space. A mounted flat-screen TV and an electric fireplace are visible, enhancing the cozy atmosphere.
Guest suite in Toronto
4.89 out of 5 average rating, 240 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

RachelRating, 5 stars1 week ago
I stayed here with my family for two nights while visiting the city! The space was super nice and welcoming. Spotless, updated, and comfortable. About a 10min walk to transit but straight forward and the neighbourhood felt very safe.
Guest favorite
A modern kitchen area is equipped with stainless steel appliances, including a large refrigerator and oven. A glass-topped breakfast bar is accompanied by two neutral-colored stools. Decorative wall art and a small plant add visual interest, while natural light enhances the bright ambiance.
Condo in Downtown Toronto
4.92 out of 5 average rating, 240 reviews

Vibrant downtown place

LeandroRating, 5 stars3 weeks ago
The apartment is very nice and clean, located in a great area with plenty of shops and restaurants nearby. It's also equipped with everything you need for a short or long stay. Alexandru is very friendly and made sure everything was impeccable.
Guest favorite
A trendy street scene showcases a mix of brick buildings adorned with greenery, featuring shops and cafes at street level. Parked cars line the road, while trees provide shade overhead, contributing to a vibrant urban atmosphere.
Apartment in Trinity-Bellwoods
4.79 out of 5 average rating, 53 reviews

One-bedroom loft on Ossington ave

MimiRating, 5 stars1 month ago
A great place to stay in a great neighbourhood in Toronto. You won’t run out of cafes and restaurants to go to. A lovely space created by Yury. 10/10 would recommend

Family-friendly home rentals with a pool

Guest favorite
Condo in Downtown Toronto
4.93 out of 5 average rating, 220 reviews

College Park :2Bd+2bth + Free parking

JeanneRating, 5 stars1 week ago
This condo was a great location, especially for guests visiting U of T or wanting to be in the heart of Toronto with easy access to adjoining neighborhoods. The apartment had great views of the area, was comfortable, clean with excellent amenities including a superb pool and exercise area on the 2nd floor of the building. Arjun is a most friendly and reliable host. I look forward to staying at his condo for an upcoming visit to Toronto.
Superhost
Condo in Downtown Toronto
4.7 out of 5 average rating, 316 reviews

2 BDRM + 2 BATH + Free Parking - MTCC, CN, Jays!

TaraRating, 5 stars5 days ago
Krishna is the ideal host. Frequent and regular communication from check in right up to check out and everything in between. Apartment was exactly as described and location is right in the heart of some of the big must see attractions Toronto has to offer. Also loved the facilities in the complex - pool gym etc. 100% worth, would stay again no questions asked .
Superhost
The rooftop pool area features a swimming pool surrounded by lounge chairs and shaded cabanas. Barbecue grills are positioned along the edge, with a hot tub nearby. The expansive urban skyline is visible in the background under clear blue skies.
Condo in Downtown Toronto
4.67 out of 5 average rating, 379 reviews

Modern Condo in the heart Downtown Toronto!

FelipeRating, 5 stars5 days ago
I had a wonderful stay at Jonathan’s apartment in Toronto. From the moment I arrived, he was incredibly attentive and made sure everything was perfect. The apartment is in an excellent location — right in the heart of the city, with a stunning view facing the CN Tower. Waking up to that view every morning was truly unforgettable. I highly recommend this place to anyone traveling to Toronto. It’s the perfect spot for a comfortable and memorable stay!
Superhost
Guesthouse in Bronte West
4.6 out of 5 average rating, 10 reviews

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*

JulieRating, 5 stars5 months ago
Une place vraiment internet intime et comfortable parfait pour une vacance
Guest favorite
A clear view of a private heated pool is presented, surrounded by a green patio. A striped chair and glass table are visible in the foreground, with a blue waterslide and shaded seating area observed in the background.
Bungalow in Milton
4.91 out of 5 average rating, 35 reviews

Milton Home- a Family Oasis

SherryRating, 5 stars9 months ago
This place was absolutely amazing. It had everything you could possibly need and want. We enjoyed everything- the qames, pool table and darts. We wish we hadn't planned so much so we could make better use of everything. Thomas was very responsive and went out of his way to help when there was something we couldn't figure out. We loved being there and will definitely look to return if we return to Toronto
A well-lit living area features two light-colored sofas arranged around a dark coffee table. A television is positioned on a white entertainment unit, with a stylish chandelier above. Large windows with sheer turquoise curtains allow natural light to enhance the hardwood flooring.
Townhouse in Niagara
4.74 out of 5 average rating, 168 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

YanaRating, 5 stars1 month ago
Amazing location! Just a 10-minute walk to both King Street and Queen Street, and about 30 minutes to the CN Tower. The neighborhood is quiet and safe, with plenty of cafes, restaurants, and grocery stores nearby. The apartment itself was clean, cozy, and had everything we needed for a comfortable stay. The host was responsive and made check-in super easy. Since the building is older, we could occasionally hear footsteps from the unit above, but it didn’t really affect our overall experience.
Guest favorite
An indoor swimming pool is set within a sleek environment, featuring a clear water surface reflecting the light from overhead fixtures. The pool area includes decorative mosaic accents on the edges and two stainless steel ladders for entry.
Condo in Mississauga
4.85 out of 5 average rating, 59 reviews

Luxury 2 bedroom Condo With Pool Near Square One

maudeRating, 5 stars1 month ago
Très beau séjour chez Bose et Esther. Merci encore!
Guest favorite
A private balcony offers a view of the skyline, featuring the CN Tower and surrounding high-rise buildings. Modern outdoor seating is provided, including a small table and chairs, with decorative greenery placed on the balcony.
Condo in Downtown Toronto
4.76 out of 5 average rating, 363 reviews

Airbnb Friendly- Sleeps 6 With FreeParking!

Xin-YiRating, 5 stars2 days ago
Tiyana was super responsive since day 1 of booking this Airbnb. We had a little hiccup at check-in, but this was not the host’s fault. Tiyana responded to my call and followed up with us after to ensure we got into the Airbnb ok. The location was convenient for the purpose of our trip and it was great that Starbucks was right downstairs. The bed and couch were comfortable, and the space was clean. We enjoyed our stay here!

Quick stats about vacation rentals that are family-friendly in Parkdale, Old Toronto

  • Total rentals

    120 properties

  • Nightly prices starting at

    ﺩ.ﺇ73 before taxes and fees

  • Total number of reviews

    4K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    120 properties include access to wifi

Destinations to explore

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  2. Canada
  3. Ontario
  4. Toronto
  5. Parkdale
  6. Family-friendly rentals