Holiday houses 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

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 Terrace Downtown TO

This modern 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.

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.

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.

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 • 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.

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.