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
Guest suite in Little Portugal
4.94 out of 5 average rating, 192 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

Guest favourite
Guest house in Little Portugal
4.86 out of 5 average rating, 484 reviews

Unique Studio with Sauna

Perfect sanctuary for two with 11' high cedar-ceilinged right in the heart of Toronto. ♡ Architectural designed space with Private Sauna ♡ Outdoor Patio with Firepit ♡ Hotel Inspired Space with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Street Parking ♡ 100/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Queen West ♡ Flexible Check in Check out - Message for Details 4K Netflix ♡ A/C ♡ Coffee Bar ♡ Record Player ❤ Book today! Please note: NO KITCHEN OR LAUNDRY

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, 148 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 modern living area features a dark sofa and a light blue chair, positioned around a glass-top coffee table. A large wall-mounted TV is displayed, while decorative lanterns adorn a white console table with wicker baskets. Natural light streams through a window beside a potted plant.
Flat in Little Portugal
4.9 out of 5 average rating, 128 reviews

Cozy Private Apt DT Toronto + Free Parking

Step into this bright, cozy 1BR 1BA private suite in Toronto’s West End—minutes to great cafés, restaurants, shops, and easy transit to downtown. Ideal for couples, friends, or business travelers who want comfort and convenience. ✔ Queen Bedroom + Sofa Bed (Sleeps 4) ✔ Full Kitchen + Dining ✔ Workspace ✔ Smart TV + Streaming ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Shared Backyard ✔ Self Check-In Enjoy Toronto like a local! Coming for the 2026 World Cup? BMO Field is ~7 mins by car/taxi!

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, 178 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
4.86 out of 5 average rating, 214 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
Home in Corktown
4.99 out of 5 average rating, 242 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Top guest favourite
A spacious living area features a comfortable dark sofa and an accent chair, complemented by decorative artwork hanging on the walls. A round mirror adds depth, while a wooden coffee table sits centrally, showcasing magazines. Light streams in through glass doors leading to an exterior staircase.
Flat in Roncesvalles
4.94 out of 5 average rating, 127 reviews

Chic Garden Suite. Walk to City's Best Areas.

Welcome to the Garden Suite @HighParkHomes *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 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, 182 reviews

Modern suite in eclectic Roncy - Queen West

A sleek, newly renovated, bright and airy lower level suite in a charming, century-old Edwardian home with high ceilings, a full modern kitchen, and a relaxing soaker tub. Located in family-friendly Roncesvalles village and Queen West, within walking distance of High Park, Lake Ontario, Little Tibet, Little Italy. Multiple transit options 5 to 10 minute walk from our house, which will take you downtown in 30 to 45 minutes.

Guest favourite
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.
Flat in Roncesvalles
4.94 out of 5 average rating, 108 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.

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, 120 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.

Top guest favourite
A comfortable sofa, accented with a variety of cushions in soft tones, is positioned against a plain wall. A round glass coffee table sits in front, holding a few stacked books, creating a cozy seating area.
Townhouse in Roncesvalles
4.95 out of 5 average rating, 160 reviews

New Luxury Suite off Sterling Rd

Early risers will enjoy the morning light that streams through the window, while the night owls will appreciate the black out curtains. We offer a Keyless entry, a gorgeous and spacious walk in shower, extra high ceilings, a Nespresso coffee machine, smart TV, wifi, and a super comfy queen sized bed that is actually a Murphy bed, and can be easily be turned into a sofa!

Popular amenities for Parkdale family-friendly rentals

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Avg. price$155 SGD$162 SGD$177 SGD$185 SGD$189 SGD$194 SGD$217 SGD$224 SGD$230 SGD$201 SGD$178 SGD$186 SGD
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Quick stats about holiday rentals that are family-friendly in Parkdale

  • Total holiday rentals

    Explore 120 holiday rentals in Parkdale

  • Nightly prices starting at

    Parkdale holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,240 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    120 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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