Pet-friendly holiday rentals in Parkdale

Sun-Filled Two-Storey Loft | 15 Minute FIFA Walk!

Welcome to our two-storey loft in the heart of entertainment! You have the place to yourself, and location strikes the perfect balance of quiet, yet close to the action. Most popular booking reasons: access to concert venues, conference centres, downtown core, waterfront and all professional sports. Work from home is ideal with a dedicated work space. The balcony gets lots of sun light; it's a cozy place to relax, have a drink and read a book. Make yourself at home and enjoy the area!

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!

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.

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

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.

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.

Backyard Oasis | Hot Tub & Playground | Near DT

Summer in Toronto starts here — a private fenced backyard with an all-season 6-person hot tub, fire pit, BBQ, and a playground the kids won't want to leave. Four bedrooms, three full bathrooms, sleeps 9 comfortably — 15–20 minutes from downtown. Need more space? Add the basement unit for up to 15 guests total. ★ "The backyard is AMAZING!!! The house is super close to the parade and it's walking distance to so many restaurants and shops." — Devon, Caribana 2025

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.

Luxury 4BR | World Cup | High Park & Beach

Luxury 4-bed, 4.5-bath home sleeping 8 in Toronto's vibrant west end. Steps from the cafes and restaurants of Roncesvalles Village, 10-min walk to Sunnyside Beach and High Park — Toronto's largest public park. BMO Field (World Cup 2026 venue) is a 30-min walk or quick rideshare away. Glimpses of Lake Ontario from the master terrace. Self check-in, high-end finishes throughout, fast WiFi, dedicated workspace, and pets welcome.

Bright Two Storey Loft - with parking

We’re so proud to have been named a top 5% listing worldwide. Our urban hideaway is a perfect blend of open-concept living in a prime location. Our space provides a peaceful retreat right on the edge of Toronto's most vibrant neighbourhoods. Enjoy a stylish home base, with the excitement of city life right at your doorstep. Perfect for those who want to explore by day and relax by night.

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.