Holiday rentals with outdoor seating in Parkdale

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 on foot, plus close transit with a stop right at your doorstep.

Charming Liberty Village condo! - Casa di Leo

Enjoy a memorable stay at this unique condo located in the heart of Liberty Village. Just steps from downtown Toronto, BMO Stadium, & Budweiser Stage, you’re never far from where you need to go. With beautiful unobstructed park and city views, you can take it all in while you enjoy your little slice of paradise. The condo is designed with warmth, character, and meaning to feel as welcoming and comfortable as possible. You’ll instantly feel at home here. Thank you for choosing Casa di Leo!

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.

Corner Unit in Liberty Village (Parking + Balcony)

Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

Charming Apt w/ Private Deck in a 1890s Victorian

Live like a local in this Toronto Victorian with newly updated kitchen, private patio and plenty of natural light. It even boasts an original stained glass window circa 1890 serving legit heritage vibes. Located just off bustling Queen Street on a quiet one-way; this lovingly maintained second floor apartment has got it all, including free laundry, black out blinds, a TV and super reliable internet access. The sofa can be made into a queen size bed; sleeps 4 comfortably.

Bright Private Basement Suite | 1BR Near Subway

A newly renovated, private lower-level (basement) 1-bedroom, 1-bath suite located in Toronto’s Annex West, just a 3 minute walk to the subway and buses. Bright, quiet, and thoughtfully designed, this self-contained space is ideal for solo travelers, couples, or short business stays. Enjoy heated floors, unlimited hot water, fast Wi-Fi, a full kitchen, and comfortable living and dining areas—steps from restaurants, parks, shops, and beautiful residential streets.

Cozy & Private Apartment DT Toronto - Free Parking

Welcome to this beautifully renovated apartment in a charming three-story century home in Little Portugal. This prime location offers convenience and easy access to the vibrant city. The apartment is a private and comfortable retreat, within walking distance of the Mall and two major subway stations. Enjoy nearby parks, restaurants, bars, and shops for endless entertainment during your visit.

Garden Home @ Trinity Bellwoods Park

Stay in the amazing Trinity Bellwoods area in my modern 2 bed/1 new bath apartment with a tree covered deck for coffee in the mornings! All mod cons. Cable/Netflix. Check In 3pm/Out 11AM. Parking can be organized for city streets by me. NOTE: stairs are narrow to the lower level, where the bathroom, laundry & 2nd bedroom are located. This bedroom has a 6 ft-2in ceiling height.

Liberty Village Luxurious 1 Bed + Free Parking

STR-2307-HDGHHW Welcome to Toronto! Enjoy a cozy 1-bedroom suite in vibrant Liberty Village. With free parking, it's perfect for solo travelers or couples. Explore nearby restaurants, bars, and shops, or take a short walk to the Entertainment District for more fun. Relax in comfort in this thoughtfully designed space. Can't wait to host you and make your Toronto stay memorable!

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.