Holiday rentals with outdoor seating in Parkdale, Old Toronto

Ossington Rowhouse + Private Garden

Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft pied-à-terre on two private floors of a designer's 4-level townhouse just off the Ossington strip. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen, or discover Toronto's best bars and restaurants a few steps from home. Explore the city easily with a 97 Walk Score and a transit stop right outside the door.

Modern City Rooftop Downtown Toronto Two Balconies

This unique unit is perfect for downtown Toronto visiting with the comfy 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 top floor overlook the quiet but urban neighborhood.

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Bright & Cheery Full Basement Suite walk to Subway

Our basement with private keypad entry in Toronto's tree-lined West End is ideal for tourists or folks coming to the city to work. It was completely renovated in early 2025 with a 1950s vintage travel vibe you'll love. Brand new bathroom, full separate bedroom with queen size bed (ENDY mattress), TV, desk, plus living area with fireplace & sofa bed. There is also a kitchenette/laundry. 3 min walk to Jane subway. Ceiling 6'5" with 1 lower beam. We live upstairs--the unit is noise insulated.

Luxury modern Victorian - private parking included

This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Roncy R&R: comfy, convenient, parking

Welcome to your home-away-from-home in the heart of charming Roncesvalles Village – just steps to unique, independent shops, diverse cafes and restaurants, and beautiful High Park. Sunnyside Beach is located 20 minutes away by foot or 5 minutes by rental bike. Enjoy our spacious one-bedroom suite with kitchen (see images). Access suite via a lush urban garden and 2 decks perfect for reading, dining, bird-watching, yoga or taking a nap. Free parking usually available upon request.

Luxury Haven in Little Tibet

Discover a haven of luxury in the heart of Toronto's vibrant Little Tibet. Our exquisitely designed home offers a blend of timeless elegance and modern comfort. Indulge in breathtaking views of Lake Ontario from the master retreat's private terrace. Immerse yourself in the beauty of the meticulously renovated interior, featuring high-end finishes and meticulous attention to detail. With its prime location, this is the ultimate destination for an unforgettable stay in Toronto.

Brock Avenue Escape - Entire Apartment

Welcome to this chic modern apartment on Brock Avenue! Nestled in a vibrant neighbourhood, this delightful space is perfect for solo travellers or couples seeking a comfortable, stylish and convenient stay. Enjoy cool interior design and incredible views of the city. Everything you need is within a few blocks - world class restaurants, bars, cafes, stores, transit and parks, and you'll have access to the condo's fitness room and lovely outdoor dining and lounge area.

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.