Holiday rentals in Parkdale

Bright New Laneway House in Roncesvalles

Bright, brand-new upper-level laneway suite (1BR queen) in the heart of charming Roncesvalles. This sun-filled, modern private space offers comfort, style, and excellent natural light. Steps to cafés, shops, bars, and the Roncy streetcar, with easy access to Queen West. Walk or enjoy a short bike ride to High Park and Sunnyside Beach—an ideal urban retreat in a prime Toronto neighborhood. Street parking available with city overnight permit (12–10 am). Optional garage parking available for a fee.

Avó Maria's | 2 km from RBC Amphitheatre

Welcome to Casa Maria, a warm, thoughtfully designed suite inspired by the sun-drenched homes of the Iberian Peninsula. Named in honour of our beloved Avó Maria, this space blends Portuguese character with modern comfort to make you feel at home in Toronto. Perfectly placed for everything Toronto has to offer: BMO Field & FIFA World Cup RBC Amphitheater Exhibition Place Little Portugal Queen West Nestled in our family home, expect warmth, character & the occasional pitter-patter of tiny feet.

Quiet Haven

Located in trendy Roncesvalles Village, Toronto, this beautiful, bright basement in family home has 8' ceilings, private entrance, full bathroom, queen bed, work area with desk &Wifi and living room with tv. Coffee and tea but no kitchen. Steps away from public transit; streetcars (trams), Dundas West subway and UP Express to Pearson International Airport. A 5 minute walk to St. Joseph's Hospital. A walker's paradise with shops, restaurants and a 10 minute walk to Lake Ontario and High Park.

Chic West Side Suite | Walk the city's best areas

•The Main @HighParkHomes: a private oasis central to Old Toronto's most vibrant authentic areas: Little Portugal, Bellwoods, Roncesvalles, Little Italy, etc. •Walk to Cafés, Boutiques, Fashion. Nightlife. Plus, an old forest & lake beach sunrise/sunset. •20 min direct by car/train to airport & big event venues. •Bright spacious 900 SF. Gourmet kitchen. Proper dining area. Living room (sofa-bed). Secluded bedroom. Sunroom. Heated floors. Oriental rugs. Full bath. Big windows. Blackout blinds.

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.

Roncesvalles Modern Suite

Walk to BMO Field & RBC Amphitheatre! Professionally designed spacious and elegant Airbnb guest suite. Beautiful exposed brick wall showcasing designer furniture throughout the suite. 75in TV, Full Kitchen and plates , utensils, pots/pans, blower dryer, iron, air, ductless Air Conditioner. Free street day parking, overnight street parking available from city. 12am-7am parking permit from the city of Toronto website. You would need to print the parking pass and place on you car dashboard

Lux Top-Floor w/ CN Tower Views

Welcome to our beautiful top-floor apartment with stunning CN Tower views! Located on the exclusive penthouse level, enjoy a fully equipped living area, kitchen, and cozy bedroom. ▪ Free parking ▪ Outdoor Pool ▪ Gym ▪ Fast Internet ▪ Steps from the hottest Toronto spots on Queen & King St, and the closest location for Budweiser Stage events. Public transport is right in front of the building. Perfect for solo travelers, couples, or business professionals. Experience Toronto in style!

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.

Quiet Heritage Cottage • Walk to CNE

A hidden cottage retreat in Toronto’s vibrant west end. Tucked away on a quiet, tree-lined laneway, this fully renovated 1800s cottage offers a rare blend of charm, privacy, and location. Explore Queen West, Ossington, Liberty Village, Exhibition Place, the waterfront, and downtown—then return to your own peaceful retreat. Perfect for families, couples, business travellers, and remote workers, it’s an ideal place to experience the city without sacrificing comfort and tranquility.

The Noble Loft - Prime Location

Working from home, or here to adventure through the City, this loft has everything you need. Chefs kitchen, walk-in closet, optional walking pad and standing desk (just ask so we can check availability!), big TV, and all new Bosch appliances. We fully renovated the space in Nov 2025, and can’t wait to have someone experience the new perks! We’re also next to public transit and the rentable bike racks. Perfect location to experience all the best food and bar scene in the city.

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.

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.