Family-friendly holiday rentals in Parkdale

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

Indoor spaces · Family · TV

Elegant Victorian 2BR • 2 Parking • 2 km FIFA MBO!

Luxury 2 BR apartment in downtown Toronto, on main floor of Victorian house. High ceilings, huge living room with fireplace, big TV, and original artworks. Gorgeous formal Dining room with crystal chandelier. Brand new fully equipped kitchen with French country charm. Chic Master bedroom with king bed and second TV. Second bedroom with queen bed. Modern new washroom and private laundry. 2 Parking in the backyard - included ! Ideal location close to top restaurants, cafes, and shopping districts.

Kitchen · Family · Location

Two bedroom artsy spacious apartment in Parkdale

This apartment is in a triplex of a 60's built house, located in the heart of trendy Parkdale neighborhood, near the Sunnyside beach. This charming, newly renovated 2-bedroom apartment is located on the second floor, offering a cozy 800-square-foot living space. Fully furnished with stylish, modern furniture, the apartment boasts a blend of comfort and unique artistic touches throughout. The open-concept design makes the most of the space, creating a bright and welcoming atmosphere. Fast wifi.

Kitchen · Indoor spaces · Accuracy

Unique Queen West Laneway Home

Featured in Dwell, this unique and private detached laneway home is located in Toronto's trendiest neighbourhood, West Queen West. The Scandinavian inspired retreat features an open concept main floor with a walkout to a private patio, a spa like bathroom with skylight and heated floors, 2 spacious bedrooms and is packed full of smart technology and entertainment features. Cozy up for a movie with the 100 inch projector or listen to your favourite music on the full home smart speaker system.

Indoor spaces · Family · Sleep quality

Bright west end 1-bedroom basement suite

A beautiful newly renovated basement suite, with 8ft ceilings, large windows, a glass rainfall shower & 2 comfy Queen sized beds (one is a fold-out sofa bed in the main living space). It's conveniently located close to the UP Express & TTC stations for traveling around the city. The house upstairs has a small child & there will be a certain amount of noise :) Please message me with any questions & I would be happy to answer you. Thanks for stopping by! registration # STR-2207-GGZRVF

Indoor spaces · Kitchen · Location

Garden Gem | Central | Walk to City's Best Places.

Book GardenGem @HighParkHomes risk-free to get our Insider’s Guide to Toronto's most vibrant places & best discounts. Keep it even if you cancel. 🚶🏻‍♀️WALK to BMO Field •RBC Stage •Little Portugal•Dundas •Bellwoods •Roncy •Little Italy 🚊UP EXPRESS Train in 10 mins to CN Tower, Scotia Arena, Rogers Centre •PRIVATE! High ceilings, heated floors, quality furnishings. ☀️Sunlight fills a big glass entry to lower level, renovated to 9' ceilings. 👨🏻‍🍳Full kitchen. 🧺Laundry ensuite.

Indoor spaces · Kitchen · Outdoor spaces

Spacious 4BR DT Home: Walkable, Transit, 2 Parking

🏡 Discover your perfect Toronto retreat in our 4-bedroom, 2.5-bath Parkdale home! ⚽️ Only 15-minute walk to the Toronto World Cup Stadium! 👨‍👩‍👦 Ideal for families or groups, this stylish space comfortably fits your crew. 🛍️ Enjoy the vibrant neighborhood, a fully equipped kitchen, and the rare convenience of two free parking spots. 🚋 Located on King St West, you're steps from transit and top attractions. A perfect blend of city excitement and private comfort awaits.

Kitchen · Family · Walkability

Charming Apt w/ Private Deck in a 1890s Victorian

Live like a local in this Toronto Victorian with newly updated kitchen, private patio and plenty of natural light. It even boasts an original stained glass window circa 1890 serving legit heritage vibes. Located just off bustling Queen Street on a quiet one-way; this lovingly maintained second floor apartment has got it all, including free laundry, black out blinds, a TV and super reliable internet access. The sofa can be made into a queen size bed; sleeps 4 comfortably.

Kitchen · Family · Shared spaces

Luxury home with 4 king suites near High Park

Designed for families and groups who want space and privacy, this beautifully renovated Toronto home features four king bedrooms, each with its own ensuite. Walk to Roncesvalles cafés and restaurants, High Park and the Sunnyside waterfront, then come home to bright open living spaces and a private top-floor terrace with glimpses of Lake Ontario. Fast Wi-Fi, a dedicated workspace, self check-in and pet-friendly stays make it an ideal west-end base for exploring Toronto.

Family · Indoor spaces · Value

Cherry Blossom House - Overlooking Park

The Gardens Of Wendigo Way are truly unlike any other in the High Park/Bloor West Village Area. This property is on a quiet side street and the home almost sits directly inside High Park. We are tucked away in a valley with a short walk to the gardens ponds zoo and grenadier restaurant. An easy bike ride to the lake. Just steps from Bloor Street and minutes from the core by car. Ideally suited for a family visiting Toronto.

Family · Indoor spaces · Value

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.

Family · Kitchen · Parks

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.

Family · Indoor spaces · Access