Family-friendly holiday rentals in Parkdale

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Parkdale

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A dining area features a wooden table surrounded by six black chairs, complemented by a potted plant. A large black-and-white photograph of a cityscape with a ship is displayed on the wall, enhancing the space's contemporary feel.
Home in Toronto
4.96 out of 5 average rating, 135 reviews

Private & Central Apartment

We have tried to create a place inspired by what we value and appreciate as avid travellers; A place that is clean, confortable, quiet and conveniently located to explore the city A lower level open concept one bedroom apartment with an additional sofa that turns into a queen size bed. Ideal for travellers - 1 Queen Size Bed & 1 Queen Size Sofa Bed - Travel Inspired - Automated, Flexible Check In & Out - Steps from TTC public transit and Subway Station - A/C - Laundry - Fully Equipped Kitchen

Top guest favourite
Guest suite in Little Portugal
4.95 out of 5 average rating, 188 reviews

Bright Suite in Little Portugal / Queen West

Our guest suite is bright, spacious & cozy - just down the street from The Drake Hotel. We're in the heart of Little Portugal - tons of amazing restaurants, shops, amenities & cafes in all directions. It’s a great launch pad to explore Queen west / Ossington / Parkdale / Trinity Bellwoods / Dundas West. *Check-in using the keypad on. We keep the space simple and very clean, all the linens & towels are cotton and you'll find organic coffee beans ready to grind + brew! *Pack+play bed available

Top guest favourite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Flat in Annex
4.93 out of 5 average rating, 221 reviews

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

Top guest favourite
A spacious sleeping area features a brand new bed with a quilted beige coverlet, complemented by two bedside lamps. Exposed brick walls add character, while colorful artwork hangs above the bed. A cozy sofa is visible to the side, enhancing the inviting atmosphere.
Guest suite in Little Italy
4.88 out of 5 average rating, 142 reviews

Loft-Style Private Studio Little Italy/Ossington

From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

Top guest favourite
The exterior of a charming brick home is surrounded by a lush garden filled with various plants and flowers. The walkway is paved, leading to a vibrant red door that adds a pop of color. Large windows are seen on the upper levels, allowing for natural light.
Flat in Roncesvalles
4.94 out of 5 average rating, 113 reviews

Lovely Gardens. Nearby top culture & nature.

Why HighParkHomes? Best location value. Save w direct, short hops to all the best Toronto offers. *Quiet block near all the fun: Dundas W|Queen W|Trinity Bellwood|Roncy|Little Portugal|Little Italy|Bud Stage|BMO Field|Scotia Arena|Rogers Centre. *Fully private. *High ceilings. Heated floors. *Powerful rain shower. Bidet. USB ports all over. Quality furnishings. *Sunlight fills the suite thru the 9 foot glass entryway. (NB, this is a bsmt reno'd to 9'). *Full kitchen. Full laundry in suite.

Top guest favourite
A modern living area features a sectional sofa and a coffee table on a colorful area rug. A fireplace adds warmth, positioned below a wall-mounted television. Accent chairs in yellow and green provide additional seating, while natural light spills in from a small window.
Guest suite in Swansea
4.93 out of 5 average rating, 138 reviews

Bright & Cheery Full Basement Suite walk to Subway

Our basement with private keypad entry in Toronto's tree-lined West End is ideal for tourists or folks coming to the city to work. It was completely renovated in early 2025 with a 1950s vintage travel vibe you'll love. Brand new bathroom, full separate bedroom with queen size bed (ENDY mattress), TV, desk, plus living area with fireplace & sofa bed. There is also a kitchenette/laundry. 3 min walk to Jane subway. Ceiling 6'5" with 1 lower beam. We live upstairs--the unit is noise insulated.

Top guest favourite
A bright living room is highlighted by a cozy sofa and a sleek coffee table. Two yellow chairs face large windows, allowing natural light to fill the space. A flat-screen TV is mounted on the wall, and a decorative plant adds a touch of greenery.
Home in Roncesvalles
4.99 out of 5 average rating, 173 reviews

Luxury modern Victorian - private parking included

This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Guest favourite
Flat in Little Portugal
4.84 out of 5 average rating, 199 reviews

Bright, clean basement Little Portugal

Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

Top guest favourite
A functional workspace is highlighted with a white desk, a black chair, and a lamp. A wall-mounted TV is positioned nearby. A shelf filled with books and decorative plants adds charm. Dark chairs with red cushions are placed in the corner, contributing to a cozy atmosphere.
Guest suite in Roncesvalles
4.96 out of 5 average rating, 174 reviews

New Suite in trendy Roncy

Fully private, our snug and snazzy, renovated (lower level) space with 8 ft ceilings is in an original, century-old, Victorian house, with comforts such as a soaker tub. Located in family-friendly Roncesvalles village, and within walking distance of Queen West, High Park, Little Tibet, Little Italy and other areas of interest. Multiple transit options 5 to 10 minute walk from our home which can take you downtown in about 30 to 45 minutes.

Guest favourite
A modern dining area is highlighted by a round glass table surrounded by two black wire chairs. A colorful framed poster depicting a cyclist hangs on the white brick wall, while a small vase with fresh flowers sits at the center of the table.
Flat in Trinity-Bellwoods
4.8 out of 5 average rating, 199 reviews

Modern Apartment in Historic Home near Trinity Bellwoods

Chill under the vintage LPs in this hip and cozy Trinity Bellwoods apartment. Showcasing clean lines and open-plan living, the newly renovated home is bright, white, and comfortable with colorful accents that add a retro vibe to its modern aesthetic. The flat sits on the lower level of a heritage home nestled between Dundas West, Queen West, The Ossington Strip, and Toronto's lively park, Trinity Bellwoods. STR-2009-GLXRPG

Top guest favourite
A spacious room is displayed with a comfortable queen bed positioned against the wall, accompanied by two bedside lamps. A soft sofa and a green accent chair create a cozy sitting area, while framed artworks and a large window provide a bright, airy ambiance.
Guest suite in York
5 out of 5 average rating, 141 reviews

Private, Spacious,Separate Entrance, Bath, Parking

My Airbnb is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Guest favourite
A balcony adorned with vibrant flowers showcases a dark blue umbrella and comfortable seating. Brick walls and wooden accents complement the lush greenery, creating a welcoming outdoor space. Soft lighting beneath the balcony highlights the entrance below.
Guest suite in Parkdale
4.9 out of 5 average rating, 118 reviews

Lakeside in the city

Over 1300 square feet apartment with views. Located on a quite dead end street with amazing lake views but in the heart of trendy parkdale highpark area. Only 20 minutes from Scotia Arena via 504 king streetcar , 15 min walk to high park, Sunnyside pool, shops and restaurants on Roncesville. Close to great walking trails along the lake, High park and the Martin Goodman trail.

Popular amenities for Parkdale family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Parkdale

  • Total holiday rentals

    Explore 110 holiday rentals in Parkdale

  • Nightly prices starting at

    Parkdale holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 4,470 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Parkdale holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Parkdale rentals

  • 4.8 Average rating

    Parkdale stays are highly rated by guests – averaging 4.8 out of 5!

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