Holiday houses in Old Toronto

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

Island Getaway

Toronto Island cottage apartment Two bedroom, newly renovated, furnished with full kitchen Adjacent to park and beaches, easy access to the downtown, public transit, the Rogers Centre, CN tower, the aquarium, harbour front The island is a car free community accessible in 8 min by ferry or water taxi and does not have grocery stores although there are several restaurants and cafes to eat at. My island retreat is a 2 min walk from the Wards ferry. Winter guests note last City ferry is at 11:15 pm

Sunny private home with garden and free parking

Entire home (not shared, no other tenants in house, no basement apartment ) with 2 bedrooms (one queen bed in each) and 1.5 bathrooms. 🍷 Private backyard retreat with a lounge, dining area. 🚗 Private parking located directly behind a secure gate off the back laneway. 📍 steps from Queen East’s best cafes and dining, with easy, immediate access to Lake Shore and the waterfront. In the studio district. Not suitable for small children or pets due to open staircase. Please see picture.

Yorkville | Exec Kitchen | Office | Spa bathrooms

Tucked away on a tranquil street in Yorkville , this 19th-century gem places you steps from the city's most exclusive dining, shopping, and art galleries. Meticulously renovated, you'll enjoy high-end finishes --a Wolf range, Miele appliances, deep soaker tub and custom furniture. The spacious layout features 1 bedroom per floor for ultimate privacy. The home office ensures effortless remote work. When it's time to close your laptop, unwind on 1 of 3 patios, savoring serene city skyline views.

Cozy 5BR | 4 Bath | 10 Min to DT | Free Parking

Luxurious 5BR/4BA home just 10 mins to downtown Toronto-perfect for family reunions, wedding groups, and large gatherings! Sleeps 12 in comfort with open-concept living, a fully equipped kitchen, 4 Smart TV's, fast Wi-Fi, and a cozy bar area. Enjoy a spacious backyard w/large deck, BBQ, books, board and card games for relaxing nights. Includes free driveway parking, 2 in-unit laundries, keyless self check-in, refined finishes, hotel-quality bedding, and plush towels. Luxury. Comfort. Together.

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.

Townhome with Private Rooftop Terrace

Enjoy this centrally located townhome in downtown Toronto's Liberty Village. One bed, one bath that sleeps 3-4 comfortably with private king size bedroom and a main floor queen pull out bed. Home is three floors including a stunning rooftop patio which is complete with CN Tower and city views, an outdoor couch, dining table, BBQ and life size connect 4 game. Newly renovated, with many picture perfect opportunities throughout the place including mural art from local artists.

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

Unique Loft in Quiet Pocket | Close to U of T/UHN

Relax and unwind in this unique loft apartment in a rustic house in downtown Toronto! My cat Rikki will be with you also. This space is perfect for anyone looking for a comfy place to stay while exploring what Toronto has to offer. Steps to University of Toronto + Kensington Market. Just north of the entertainment district, 15-min walk to Eaton Centre, 5-min walk to major subway line and University Health Network hospitals. Perfect for couples or single travellers alike!

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.

Private 3BR Whole Home for Groups Near Subway

A newly built, private 3-bedroom, 3-bath home on a quiet laneway in Toronto’s Annex West, just a 3-minute walk to the subway. Bright, modern, and thoughtfully laid out, this entire home is ideal for families or groups traveling together who want to stay in one shared space. Enjoy a full kitchen, heated floors, unlimited hot water, and fast Wi-Fi. Steps from restaurants, parks, and shops, yet calm and private inside. Best suited for guests with confirmed travel plans.

John's Island House

Experience the serenity of rural life on Toronto Island while exploring the dynamic city center without getting into a car. Our exclusive island home is quaintly tucked into a forest-lined street connected to pathways with easy access to all the activities the island has to offer. The property is within a three (3) minute walk to Ward’s Beach, the most sought-after sandy beach in Toronto and a fifteen (15) minute walk (including a ferry ride) to downtown Toronto.