Pet-friendly holiday rentals in Rosedale

Four Bedroom Rosedale Home

Spread out at this peaceful and centrally located place., in the most prestigious downtown neighbourhood, wooded and tranquil Rosedale. With three work stations, 4 TVs including a 65 inch screen television with over 22,000 live TV channels. The main work station has a computer monitor at a sit-stand desk that turns your modern laptop into an internet connected workhorse. A fully stocked pantry and neighbourhood food shops make cooking in a breeze. Local fine restaurants are a brief stroll away.

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Admire City Views from Bed at this Chic Apartment

The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

Quiet Private Cabbagetown Suite Toronto

⭐ No Cleaning or Service Fees ⭐ Welcome to this bright, private upper-level suite in a Cabbagetown heritage home with separate keyless entry. Enjoy natural light, a cozy gas fireplace, and two balconies. Equipped with a full kitchen, in-suite laundry & A/C, this suite offers comfort and convenience, ideal for couples, professionals, or extended stays. Food & Shopping: 200–450m Downtown Toronto: 1.8 km U of T: 2.6 km Hospitals: 1.3 km Please note: Third-floor walk-up (stairs only).

6ix Hideaway | Skyline Views | Pool•Hot Tub•BBQ

Step into a quiet, design-forward retreat high above downtown — east-facing skyline views, soft morning light, and a space that feels more like a friend's beautifully kept apartment than a rental. Pool, hot tub, sauna, gym, and rooftop BBQ included. Steps to the subway station, Yorkville, and The Village. A welcome basket on arrival, a curated digital guidebook, and a Superhost Team that's quick when you need us — invisible when you don't. Your downtown hideaway in The 6ix awaits.

The Robert House: Masterpiece in Harbord Village

The Robert House is a beautiful stylish home in the heart of the city. Located just south of the Annex neighbourhood, east of Toronto’s Little Italy and a stone’s throw from Kensington Market and Chinatown. Enjoy this remarkable home - steps to subway, landmarks, parks, markets, cafes, restaurants, bars & shops. You will remember your stay in this bright & spacious 3+1 bed, 2.5 bath with soaring 10 foot ceilings and high-end finishings.

Cozy Leslieville 2-Bedroom Home

Unique urban home located right next to Greenwood Park where the Leslieville Farmer's Market happens May - October. Perfect for families with children and dogs as the dog park is less than 1 minute away. Convenient access to Queen St. restaurants and the streetcar 5 minutes away. Be downtown Toronto in 15 minutes. Free parking behind house fits 1 car. Explore all Leslieville has to offer.

Stunning Yorkville Townhome Backing onto Park

Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

Spacious 3-Bedroom Loft in Leslieville

Gorgeous 3 Bedroom loft conveniently located on Queen St. East and in one of Toronto's most beautiful neighbourhoods. Steps to amazing restaurants, some of the city's best brunch spots, the best cafes and independent shops. Ideal for those looking for a beautifully furnished stay and looking for the convenience of having all you need just steps away. We look forward to hosting you!

Urban Retreat | Private Patio Near Subway

- Relax in a stylish space featuring a spacious patio for a true city escape - Walk to diverse eateries, vibrant shops, and convenient public transport - Stay connected with fast Wi-Fi and a fully equipped kitchen for modern comfort - Reserve your stay and enjoy easy access to FIFA events and fan zones

A spectacular and authentic loft!

A one of a kind 1500 sq. ft. post and beam hard loft with wood floors, brick walls and high rafted ceilings.This unique space is decorated with the latest in contemporary designs.Stunning roof top deck over looks a very hip neighbourhood and the city!