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 with a 97 Walk Score and a transit stop right outside the door.

Central condo in heart of Liberty Village +parking

Right on the park! Enjoy a comfortable & convenient stay in one of the most desirable neighborhoods in Toronto. ALL amenities within walking distance; Shops, bars, patios, groceries, parks, trails, restaurants, concerts, transit, nightlife (King st and Queen St) just steps away. Short walk to the Waterfront, Lake Ontario, Coca-Cola Coliseum, Budweiser Stage, BMO field, Fort York, the Bentway, CNE, & more! This location is PERFECT for quick & easy access to any experience the city has to offer!

Loft-Style Private Studio Little Italy/Ossington

From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

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.

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.

Roncesvalles Cozy & Modern Suite

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 All furniture and bathroom are brand new. Free street day parking, overnight street parking available from city. 12am-7am require parking permit.