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.

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Superhost
A comfortable living area features a gray couch with teal accent pillows, positioned on a soft area rug. A wooden coffee table sits at the center, complemented by a potted plant. Framed art adorns the wall, enhancing the space’s modern aesthetic.
Guest suite in Dufferin Grove
4.86 out of 5 average rating, 118 reviews

Guest Suite in Trendy Bloordale Village

Welcome to fabulous Bloordale Village! My home is conveniently located next to everything you need for your stay in Toronto. It is a stone's throw away from Bloor Street West, home to some of the best restaurants, cafes, bars, breweries, vintage shops and galleries Toronto has to offer. There are also many grocery stores nearby, should you wish to take advantage of your private kitchen. The house is walking distance to the subway and a train station bringing you directly to and from the airport.

Guest favorite
A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.
Condo in Entertainment District
4.95 out of 5 average rating, 155 reviews

Spacious 1 Bed + Den + Downtown + Free Parking

Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Guest favorite
Guest suite in Little Portugal
4.95 out of 5 average rating, 187 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 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, 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.

Guest favorite
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, 140 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 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
4.93 out of 5 average rating, 135 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.

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 comfortable living area features a black couch adorned with yellow and patterned cushions. A round ottoman sits atop a textured area rug, with a modern kitchen visible in the background, showcasing sleek appliances and a dining area with yellow chairs.
Guest suite in Toronto
4.88 out of 5 average rating, 111 reviews

Peaceful Family-Friendly w/Parking | 15 min to DT

Modern 2BR smart suite just 15 mins from downtown Toronto — perfect for families, friends, & pet lovers (yes, we’re pet-friendly!). Enjoy 24/7 guest support, Alexa-controlled smart home features, a massive 75” smart TV, fast 3 Gbps WiFi, and a gourmet kitchen. Steps from Lake Ontario and parks, with free parking on a dedicated driveway spot (beside the house). Ideal for both relaxation and urban adventure, the suite is proudly owned and operated by a retired teacher who loves hosting.

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, 210 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, 173 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.

Superhost
A well-appointed bedroom features a queen-sized bed with premium linens and decorative pillows. A terracotta accent wall is complemented by soft lighting from a woven pendant lamp. Two nightstands with lamps sit beside the bed, and a cozy throw blanket rests over the foot of the bed.
Condo in Toronto
4.89 out of 5 average rating, 105 reviews

Stylish Apartment in Toronto - Long term available

Stay at our modern 1-bdrm in Toronto’s downtown west end. This private apartment in a classic brick home was recently renovated and features a spacious patio for summer evenings. Inside, modern design mixes with eclectic details, plus a full kitchen and laundry. Local transit is just steps away for exploring the city. Note: Guests must have reviews. We cannot host stays with young children (no stair gate, outlet covers, etc.)

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, 106 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.

Popular amenities for Parkdale family-friendly rentals

When is the best time to visit Parkdale?

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Avg. priceﺩ.ﺇ444ﺩ.ﺇ463ﺩ.ﺇ507ﺩ.ﺇ529ﺩ.ﺇ540ﺩ.ﺇ555ﺩ.ﺇ665ﺩ.ﺇ735ﺩ.ﺇ610ﺩ.ﺇ595ﺩ.ﺇ698ﺩ.ﺇ536
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Quick stats about vacation rentals that are family-friendly in Parkdale

  • Total vacation rentals

    Explore 110 vacation rentals in Parkdale

  • Nightly prices starting at

    Parkdale vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 4,470 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Parkdale vacation rentals include wi-fi 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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