Pet-friendly holiday rentals in Church-Wellesley

Bright downtown Toronto studio Renovated & Modern

Welcome to a bright and thoughtfully designed studio in the heart of Toronto. This cozy bachelor apt offers everything you need for a comfortable, stress-free stay whether you’re visiting for work or exploring the city. The open-concept layout creates a spacious feel, with a comfortable bed, clean linens, and a relaxing living area to unwind after a long day. Enjoy your favorite movies on the new 55 inches smart TV. The kitchen is fully equipped for simple meals, morning coffee, takeout nights.

Walkability · Cleanliness · Kitchen

Top Guest favourite

Guest favourite

Private Cozy Downtown Condo

Centrally located in Toronto, this apartment fits 4 people and boasts full access to amenities, in unit laundry, and a brief walk to the North and South Subway lines to navigate and explore the city with ease. 736 Bay Street promises a comfortable stay for any working professional, a family visiting sick kids or any of the surrounding hospitals, friends looking to discover the vibrant city, and everything in between. Parking is available, pets ARE permitted, and this is a non-smoking unit.

Pets · Walkability · View

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.

Walkability · Outdoor spaces · Checkout

College Park :2Bd+2bth + Free parking

950 sq.ft. luxurious 2 Bed 2 Bath including underground parking. In the coveted Bay and College neighbourhood. 5-10min walk to University, Queens Park, Dundas Square,Eaton Centre, Yorkville,ROM, City Hall,Nathan Philips SquareChurch Street, UofT, Ryerson 20-25 minute walk to CN Tower;Rogers Center 3 Min : Womens Hospital, 7 mins to Toronto General Hos Loblaws, 24 hr Metro Walking Distance to 3 subway stations (Wellesley,Queens Park,College Station). Pool,Gym,Hot Tub

Walkability · Hot tub · Location

Debonair Condo Heart of Toronto w/Free Parking

Enjoy a stylish experience at our centrally located home. Take advantage of charming cafes, Michelin-star restaurants, and boutiques at your doorstep. Steps from the following (walking times) - Financial District - 9 min - St. Lawrence Market - 6 min - Eaton Centre - 12 min - Distillery District - 18 min - St. Michael's Hospital - 9 min Note: there is a new condo building under construction which partially obstructs the view. This is not yet captured in the photo.

Walkability · Kitchen · Check-in

Luxury home with 4 king suites near High Park

Designed for families and groups who want space and privacy, this beautifully renovated Toronto home features four king bedrooms, each with its own ensuite. Walk to Roncesvalles cafés and restaurants, High Park and the Sunnyside waterfront, then come home to bright open living spaces and a private top-floor terrace with glimpses of Lake Ontario. Fast Wi-Fi, a dedicated workspace, self check-in and pet-friendly stays make it an ideal west-end base for exploring Toronto.

Walkability · Outdoor spaces · Decor

Downtown Gem! Free Park + Roof Deck + Backyard BBQ

Prime location with a 99 Walk Score, 98 Transit Score & 99 Bike Score—steps from restaurants, shops, and transit, yet tucked on a quiet street for peaceful sleep 😴 Sparkling clean with comfy beds, in-home laundry, and flexible early check-in/late check-out when available. Dedicated quiet work/study space for 4. Enjoy free garage pad parking, rooftop deck, gas BBQ, treed backyard, and complimentary coffee/tea. Comfort, convenience, and thoughtful touches await!

Outdoor spaces · Walkability · Air conditioning

Top Guest favourite

Guest favourite

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Walkability · Outdoor spaces · Wi-Fi

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.

Outdoor spaces · Walkability · Comfort

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.

Walkability · Outdoor spaces · Long stay

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!

Pets · Walkability · Sleep quality

Top Guest favourite

Guest favourite

Downtown Toronto Heritage Home

This fully renovated heritage home in the heart of downtown Toronto, minutes from the Eaton Centre, is spacious (2800 sq. ft.), bright with high ceilings and large principal rooms. Fully equipped kitchen, 4BR, 2 living rooms and a 3rd floor deck. Once you are home after a long day out, you will enjoy luxury accommodation that provides peace, quiet and privacy.

Walkability · Outdoor spaces · Kitchen