Family-friendly holiday rentals in Parkdale

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Parkdale Vintage Loft: 20 minutes to BMO Stadium

Welcome to "A Room of One’s Own", The Woolf. This fully equipped hard loft contains all you need for your visit, and is 20 minutes from BMO Stadium. This private studio apartment's kitchen has a toaster oven, microwave, dishwasher, 4 burner stovetop, and fridge. High-speed internet, a large couch, Murphy Bed, clean sheets, bath towels, give you every homely comfort. With it's excellent location, warm atmosphere and great view, the Woolf is the perfect place to hang your coat after a long day.

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, 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

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.

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.

Cozy Corners one bedroom ground floor

Cool and cozy downtown main floor in Parkdale! Lake Ontario is 5 minutes away, walking trails and bike path along waters edge. Liberty Village, shopping, great Restaraunts, Ontario Place, CNE, Soccer stadium, many music venues,are all within walking distance. Queen street west is the best ! and is also very close by. Huge fully stocked kitchen with tin ceiling ! Backyard patio. With backyard access. King size canopy bed. Apple TV. Fully private space for work or just hanging out.

Cottage in Toronto’s West End •Walk to BMO Field•

A hidden cottage retreat in Toronto’s vibrant west end—just 15 minutes walk to BMO Field with no traffic or crowds. Tucked away on a quiet, tree-lined laneway, this fully renovated 1800s cottage offers a rare mix of charm, privacy, and location. Enjoy the energy of the city—Queen West, Ossington, Liberty Village —then come home to your own peaceful escape. Perfect for World Cup visitors, families, and remote workers. Stay close to everything, without sacrificing calm and comfort.

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.

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.

Backyard Oasis | Hot Tub & Playground

Spacious and family-friendly 4-bedroom home with a private fenced backyard featuring a hot tub, playground, fire pit, and BBQ. Close to downtown Toronto, yet perfect for a relaxing getaway. - Sleeps up to 9 guests - 4 bedrooms, 3 full bathrooms - Free parking and EV charger - Pet-friendly - Crib, high chair, and baby essentials included Need more space? Add our basement suite to accommodate up to 15 guests total.

Liberty Village | 1 Bedroom Apartment with Balcony

Centrally located in the heart of Liberty Village, convenience is at your doorstep. Short walking distance to BMO Field and Budweiser Concert Stage with a direct view of Lamport Stadium Park from the comfort of your own spacious patio. Accessible to endless restaurant options with a grocery store and pharmacy within the building. 24-Hour gym access available, as well as, a daily gaming room equipped with TVs.

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.