Family-friendly holiday rentals in Parkdale

Spacious 1 Bed + Den + Downtown + Free Parking

Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Spacious 1BR Loft • High Ceiling • Walk Everywhere

A bright and stylish urban loft in the heart of downtown! This sun-filled suite features soaring 12-ft ceilings, stunning floor-to-ceiling windows, and sleek hardwood floors. Relax on the oversized sofa, dine at the modern table, and cook in the fully stocked kitchen with stainless steel appliances. Sleep soundly on a plush Westin Heavenly queen bed, and refresh in the spa-like marble bathroom. Includes in-suite laundry, high-speed Wi-Fi, and an unbeatable location near vibrant King Street West!

Bright Suite in Little Portugal / Queen West

Our guest suite is bright, spacious & cozy - just down the street from The Drake Hotel. We're in the heart of Little Portugal - tons of amazing restaurants, shops, amenities & cafes in all directions. It’s a great launch pad to explore Queen west / Ossington / Parkdale / Trinity Bellwoods / Dundas West. *Check-in using the keypad on. We keep the space simple and very clean, all the linens & towels are cotton and you'll find organic coffee beans ready to grind + brew! *Pack+play bed available

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!

Stylish Garden Suite. Walk to city's best areas.

Why HighParkHomes? Best location value. Save w direct, short hops to all the best Toronto offers. *Quiet block near all the fun: Dundas W|Queen W|Trinity Bellwood|Roncy|Little Portugal|Little Italy|Bud Stage|BMO Field|Scotia Arena|Rogers Centre. *Fully private. *High ceilings. Heated floors. *Powerful rain shower. Bidet. USB ports all over. Quality furnishings. *Sunlight fills the suite thru the 9 foot glass entryway. (NB, this is a bsmt reno'd to 9'). *Full kitchen. Full laundry in suite.

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.

Bright, clean basement Little Portugal

Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

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.

Bright & Modern Lower Level On Lansdowne

Located on Lansdowne between Queen and Dundas West, this newly renovated one bedroom lower level unit with separate entrance is a bright and open floorplan you will easily enjoy during your stay. It’s proximity to downtown and highway access while being close to all the best Toronto West neighbourhoods makes this location truly special. Come stay in this convenient, private, and modern unit with all the comforts of home.

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.