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.

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

2-Storey Loft in Trendy Dundas W

Unique and stylish 2-storey loft in the heart of Toronto's trendiest neighbourhood! Located in a boutique 4 unit building, the unit offers an abundance of natural light, private rooftop patio and two levels of living space. Enjoy everything that the City has to offer with Dundas West, Ossington, Queen West, Little Italy and Trinity Bellwoods Park all within walking distance. Transit access is located immediately outside, with the subway located with a 7min walk. 30 mins to financial district.

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.

Downtown Condo With a View! - 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 thinking of us!

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.

Garden Home @ Trinity Bellwoods Park

City of Toronto Lic. # STR-2009-HSDPBL Come stay in the Trinity Bellwoods area. Enjoy our tree covered deck for coffee/cocktails and a BBQ. Inside, our modern 2 bed renovation with a studio-style layout lets you feel at home. All mod cons. Cable/Netflix. Check In 3pm/Out 11AM. Parking: can be organized for city streets. NOTE: The stairs are narrow to the lower level, where the bathroom, laundry & 2nd bedroom are located. The bedroom has a 6 ft-2in ceiling height only.

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.

Sunny Loft Overlooking Trinity Bellwoods Park

Large, bright and open. This Loft overlooking Trinity Bellwoods Park is steps from everything Ossington, Queen West, Dundas West and Little Italy have to offer. 1,250 Sq Feet of living space with soaring 12 foot ceilings above an entertainers paradise. 10 foot live edge table can easily sit 12. Front and back private balconies offer lots of fresh air, and a 600 Sq Foot Rooftop patio with unobstructed 360 views of Toronto will make you feel on top of the world.