Vacation rentals with outdoor seating in Parkdale

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.

Urban Oasis: 2-Storey Townhouse with Parking

Situated steps away from the Ossington strip, Toronto’s most sought-after destination; this newly renovated 2-storey townhouse offers a cozy & tranquil retreat from the bustle of the city Complete with a fully stocked kitchen w/ brand new stainless steel appliances, large flat screen TV, & brand new stylish decor throughout. Absolutely unbeatable location to everything Toronto’s west end has to offer! 24hr transit at your doorstep effortlessly connects you to the rest of the city!

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Charming coach house / guest house downtown

Private and secluded, completely separated, fully serviced and renovated guest house / urban cottage with a beautiful private patio nestled among the mature trees of Dufferin Grove - one of Toronto's most vibrant and interesting neighbourhoods. Find quiet, peace and tranquility in a private oasis, tucked away behind trees and the residential streets, located in the middle of Toronto's trendiest urban centres: Little Italy, Dundas West, Ossington, Little Portugal and Queen West.

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.

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.