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.

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.

Entire Floor Suite+2 Rooftop Balconies Downtown TO

This stylish suite is perfect for downtown Toronto visiting with comfortable way of staying like home away from home with warm, homey and cozy feeling with character in residential area steps away from King St. (main street of Toronto) and 15 minutes walking to BMO field conveniently browsing the city but yet peaceful at night to relax and regain energy for next day. Step out into one of two cozy balconies surrounded by trees occupying the entire floor overlook the quiet but urban neighborhood.

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.

World Cup - Queen West Unique 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.

Cottage in Toronto’s West End • Near Downtown

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.

Walk2World Cup! Roncesvalles Modern Suite

Walk to BMO Field, Host of World Cup 2026! 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 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

The Wanderly Suite

A whimsy apartment in an 18th century building, the Wanderly Suite is curated with rustic antique furnishings and merged with modern amenities. Located above our store ~The Wanderly~ the apartment is conveniently situated amongst Little Portugal's best vintage shops + cafés/restaurants! The space features an open concept kitchen/living room + bedroom, complete with a patio off the back. The perfect jumping off point for your next Toronto stay!

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.

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.

Walk to Waterfront-Designer Suite with Parking

Welcome to The Grove, where historic charm meets modern luxury. Experience hotel-inspired luxury in this newly renovated 2-bedroom suite in a classic Toronto Victorian. Comfortably sleeping 4, this stylish 1000 sq ft space features two king beds, a dedicated workspace, and a cozy fireplace. Perfectly located, you can walk to Queen West, King West, and Liberty Village. Your vibrant city getaway awaits at The Grove!