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.

Parkdale 1980s Vintage Loft

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.

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.

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.

Roncesvalles Charm Stylish 1BR Near High Park

Experience the local side of Toronto in the beloved Roncesvalles neighborhood. This inviting 1-bedroom condo comfortably sleeps 4 guests with a queen bed and a sofa bed. Featuring a 55-inch TV and a fully stocked kitchen, the suite is a quiet sanctuary just steps from trendy cafes, boutique shops, and the scenic trails of High Park. Perfect for those who want a neighborhood feel with easy downtown access. Please note: paid parking is available nearby; no free parking is provided.

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.

Cozy Ground-Level Apartment & Private Garden

Perfectly located between Queen West, Dundas West and the Ossington strip, three of Toronto’s most popular areas, you find our spacious 1 bedroom ground-floor apartment with a private garden. The quiet space, high ceilings, large rooms, abundant natural light and lush gardens in the front and back make it hard to believe you’re nestled in one of the city's most lively and artistic neighbourhoods offering the best of city living. Must be thirty years old or older to book.

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!