Holiday rentals with outdoor seating in York

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.

Amazing 1BR Suite Near Downtown!

A private one bedroom luxury basement suite in popular Wychwood has it all: amazing kitchen; open living area with oversized sofa - watch Netflix or cable on the wide-screen TV; dine at a reclaimed wood table; sleep great on a queen size Sealy Posturepedic mattress in the bedroom, 8ft ceilings, private entrance; new washer/dryer! Public transit is steps away. Visit famous Wychwood Barns or shop on St. Clair West - less than 10 min walking. High speed unlimited wifi, premium cable TV, and more!

Home in Carleton Village

Welcome and feel perfectly at home in our bright and spacious main floor unit with a cozy basement bedroom on a peaceful tree-lined street in the heart of the city. We are conveniently located, nestled between the Junction and St. Clair West, next door to a beautiful large park. Steps away you’ll find St. Clair West parks, shops, and restaurants, Junction shopping and breweries, and the West Toronto Railpath and the Bloor UP station, for quick and easy transit to Pearson airport or Downtown.

Cozy nest in The Junction neighbourhood!

Welcome to The Junction/High Park - we are passionate about this neighbourhood, and offer a stylish, clean, and cozy place to stay where you will feel like a local, and be ideally situated to explore! Perfect for solo travellers, couples, two friends, or business travellers. The unit is in the basement of our home, on a quiet residential street. Enjoy your own private bathroom, separate entrance, kitchenette & living space featuring a desk for remote work, and use of the shared backyard!

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

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.

Luxe near High Park • 5BR w/ Theater & Game Room

Experience a unique, newly constructed three-story home nestled near High Park in one of Toronto’s most charming neighborhoods. Featuring 5 bedrooms and 4.5 bathrooms, it has top-tier amenities, including a private movie theater, ping pong table, gourmet kitchen with a Nespresso machine, extendable dining table, a large deck with views of a sprawling backyard. With sun-filled interiors and elegant finishes, this home promises a memorable stay for families and friends alike.

Private Suite - Walk to Everything!

It’s a cozy, fully private suite in our downtown, modern and fully-renovated Toronto Victorian townhouse. We're the perfect base for a Toronto visit, located on the downtown west side, one minute to buses and streetcars and an easy walk to restaurants, nightlife, attractions and neighbourhood amenities. Coming to Toronto for the FIFA World Cup? Walk one minute to the 63 Ossington bus, ride 20 minutes from our place and stroll through Liberty Village to BMO Field.

Family Home Near St Clair W and Public Transport

Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

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!

Weston Garden Cottage

Uniquely restored charming century house with large private garden in a quiet enclave of homes. Driveway parking for two cars. Walk 7 minutes to Weston UP Express train station with a 14 minute ride to Union station (Downtown Toronto City Centre), and 11 minute ride to YYZ Pearson airport. Walk to the Humber river trails and Denison park.