Holiday houses in Old Toronto

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Family · Location · Parking

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Value · Location · Decor

The Little Gallery Suite – Cozy Living in the Core

Cozy and artsy 1-bedroom townhouse unit in Toronto’s vibrant Liberty Village! Thoughtfully designed with warm décor, a bright open-concept living space, and a fully equipped kitchen for comfortable stays. Steps to trendy cafés, restaurants, shops, and transit. 15 min Walk to BMO Field—perfect for World Cup—and nearby RBC Amphitheatre (Budweiser Stage). Just minutes from CN Tower. Ideal for couples seeking style, comfort, and convenience. Parking subject to availability, please inquire!

Location · Value · Cleanliness

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.

Family · Value · Sleep quality

Cozy Townhome Condo in the heart of Toronto!

This charming condo townhome offers the ideal pied-a-terre vibe right in the heart of the city. This is the perfect blend of lifestyle and location. Easily accessible to public transportation: • 5 minute walk to Strachan Ave & King Street W line • 15 minute walk to Exhibition Go Station Main attractions: • 10 min. walk to Exhibition Place • 10 min. walk to King Street • 15 min. walk to BMO Field (FIFA World Cup Stadium) • 20 min. walk to Budweiser Stage • 25 min. walk to CN Tower

Location · Family · Amenities

Stylish 1870s Home near Distillery District & Old Toronto

Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Value · Family · Biking

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.

Value · Location · Laundry

The One in Yorkville-Previously Four Seasons Hotel

Our apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

Location · Family · Walkability

The Riverdale Laneway Suite

Welcome to our stylish new laneway suite nestled in the beautiful Neighbourhood of Riverdale. This modern new build offers two bedrooms, 1.5 bathrooms, a fully equipped kitchen and spacious living space. Perfect for solo travelers, couples or small families. Enjoy the vibrant neighbourhood filled with cafes, shops, parks and and attractions just steps away. Whether you are here for business or leisure our laneway provides the perfect home base for your stay in Toronto.

Family · Value · Outdoor spaces

Yorkville Sinclair

Stay on the 30th floor in the heart of Yorkville in this stylish 430 sq ft one-bedroom suite. Enjoy a full kitchen, in-unit washer & dryer, high-speed WiFi, and optional paid parking. Contactless check-in for a seamless stay. Walk Score 98, Transit 96. Steps to top dining, shopping, and the Royal Ontario Museum. 9 mins to CN Tower & Scotiabank Arena, 27 mins to Pearson Airport. 🎈 Check-in until 8pm, late check-in to 9pm available for a fee.

Value · Location · Quiet

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 !

Family · Value · Heating

Indigo Lantern!

Enjoy our luxurious bedroom suite in the heart of Downtown Toronto! This unit is within walking distance of famous downtown Toronto attractions including the CN Tower, Ripley’s Aquarium, Rogers Centre, Roy Thomson Hall and the Metro Toronto Convention Centre. Access the rest of Toronto with the TTC, Union Station and underground P.A.T.H. nearby. You will have a wide selection of the finest dining, shopping, nightlife and entertainment.

Value · Location · Indoor spaces