Family-friendly vacation 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.

%{current} / %{total}1 / 1

Guest favorite

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.

Apartment in Roncesvalles

4.94 out of 5 average rating, 112 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.

Guest favorite

Guest suite in Little Italy

4.88 out of 5 average rating, 139 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.

Guest favorite

A row of charming, distinctive homes showcases a variety of architectural styles. Lush greenery and colorful flowers adorn the well-maintained front gardens, enhancing the inviting atmosphere. A stone pathway leads to the entrance of one of the homes, which features a striking red door.

Apartment in Roncesvalles

4.94 out of 5 average rating, 123 reviews

Stylish. Spotless. Superb Location. HighParkHomes

Guest favorite

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

4.92 out of 5 average rating, 133 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 favorite

A cozy living area features a leather couch and a wooden coffee table, complemented by a large mounted TV. A guitar leans against the wall, and sunlight filters in through expansive glass doors leading to a balcony with city views.

Apartment in Liberty Village

5 out of 5 average rating, 118 reviews

Downtown Condo With a View! - Casa di Leo

Enjoy a memorable stay at this unique condo located in the heart of Liberty Village. Just steps from downtown Toronto, BMO Stadium, & Budweiser Stage, you’re never far from where you need to go. With beautiful unobstructed park and city views, you can take it all in while you enjoy your little slice of paradise. The condo is designed with warmth, character, and meaning to feel as welcoming and comfortable as possible. You’ll instantly feel at home here. Thank you for thinking of us!

Guest favorite

A bright corner of the living area showcases a spacious sectional couch with decorative pillows, accompanied by a cozy throw. A large abstract painting adorns the wall, featuring vibrant colors. Natural light filters through large windows, highlighting indoor plants and a soft-textured rug.

Loft in Junction Triangle

4.96 out of 5 average rating, 105 reviews

Large Artsy Loft w 30ft Ceilings and Natural Light

Welcome to one of the last surviving historic live/work lofts in the city! Live the Toronto artist's dream in this 1000 sq ft, 30ft ceiling, 3-level, artistic and spacious pad in the Junction Triangle! Enjoy a light-filled space sandwiched between the hippest neighborhoods of Toronto West - with Bloordale, Roncesvailles and Brockton Village as neighbours you’re only steps away from some of the city’s coolest restaurants, coffee shops, vintage and galleries! Right on the UP express line!

Guest favorite

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 favorite

A charming coach house is framed by lush greenery and flowering plants. A stone pathway leads to the entrance, flanked by potted plants. Outdoor seating areas feature vibrant blue fabrics, and a grill is positioned on the left, offering a welcoming outdoor space.

Guesthouse in Scarborough

4.96 out of 5 average rating, 127 reviews

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Guest favorite

A living area features a comfortable brown sofa with red cushions and a rustic coffee table at its center. A flat-screen television sits on a white stand, while potted plants add greenery to the space. Natural light enters through sliding glass doors.

Home in Little Portugal

4.91 out of 5 average rating, 209 reviews

Charming coach house / guest house downtown

Private and secluded, completely separated, fully serviced and renovated guest house / urban cottage with a beautiful private patio nestled among the mature trees of Dufferin Grove - one of Toronto's most vibrant and interesting neighbourhoods. Find quiet, peace and tranquility in a private oasis, tucked away behind trees and the residential streets, located in the middle of Toronto's trendiest urban centres: Little Italy, Dundas West, Ossington, Little Portugal and Queen West.

Top guest favorite

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, 172 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 favorite

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.

Apartment in Trinity-Bellwoods

4.82 out of 5 average rating, 196 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

Guest favorite

A modern living area features a black sofa, round ottoman, and a small coffee table positioned on a textured rug. A bright artwork piece is mounted on the white wall, with the kitchen area visible in the background, showcasing essential appliances and a minimalist design.

Guest suite in Roncesvalles

4.93 out of 5 average rating, 103 reviews

Bright & Modern Lower Level On Lansdowne

Located on Lansdowne between Queen and Dundas West, this newly renovated one bedroom lower level unit with separate entrance is a bright and open floorplan you will easily enjoy during your stay. It’s proximity to downtown and highway access while being close to all the best Toronto West neighbourhoods makes this location truly special. Come stay in this convenient, private, and modern unit with all the comforts of home.