Holiday houses in Toronto

Place to stay in Roncesvalles

4.97 out of 5 average rating, 30 reviews

Bright New Laneway House in Roncesvalles

Bright, brand-new upper-level laneway suite (1BR queen) in the heart of charming Roncesvalles. This sun-filled, modern private space offers comfort, style, and excellent natural light. Steps to cafés, shops, bars, and the Roncy streetcar, with easy access to Queen West. Walk or enjoy a short bike ride to High Park and Sunnyside Beach—an ideal urban retreat in a prime Toronto neighborhood. Street parking available with city overnight permit (12–10 am). Optional garage parking available for a fee.

FamilyLocationBiking

4.95 out of 5 average rating, 242 reviews

A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.

Guest suite in 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.

FamilyValueKitchen

4.93 out of 5 average rating, 154 reviews

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 .

ValueFamilyComfort

Superhost

5.0 out of 5 average rating, 3 reviews

Luxury 2BR Suite in Heart of Toronto Entertainment

Experience the pinnacle of downtown living in this sleek, modern condo located in the heart of Toronto's vibrant Entertainment District. This high-rise retreat offers a sophisticated, open-concept design with floor-to-ceiling windows and a private balcony that captures the energy of the city. Perfectly suited for up to six guests, this residence provides premium comfort, a fully stocked kitchen, and access to world-class building amenities, making it the ultimate base for your urban getaway.

ValueLocationWalkability

Superhost

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in Toronto

4.93 out of 5 average rating, 214 reviews

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

FamilyValueHeating

4.94 out of 5 average rating, 620 reviews

An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.

Home in Downtown Toronto

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.

FamilyLocationParks

4.92 out of 5 average rating, 137 reviews

An open-concept living area features a light-colored sofa and a chic coffee table, complemented by a neutral rug. A staircase leads to the upper floor, while a dining area is visible in the background near large windows allowing natural light.

Home in Islington

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

LocationFamilyQuiet

4.99 out of 5 average rating, 257 reviews

Home in Downtown Toronto

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

ValueFamilyHeating

Luxe

Condo in Downtown Toronto

5.0 out of 5 average rating, 17 reviews

2,500 sq ft | Penthouse | Scotiabank Arena

Newly renovated Executive Penthouse — high-end comfort in Toronto's core. Perfect for business or leisure. → Steps from Convention Centre & Financial District → Next door to Scotiabank Arena → Around the corner from top restaurants & bars → Short walk to Harbourfront → Minutes to Rogers Centre, Ripley's & CN Tower ✔️ 3 KING beds ✔️ Motorized blackout blinds ✔️ 85" 4K TV + Sonos Arc Theatre ✔️ 10' floor-to-ceiling windows Luxury, location, and privacy — all in one.

FamilyLocationCleanliness

5.0 out of 5 average rating, 16 reviews

Luxury CN Tower Studio | Steps to Scotiabank Arena

Experience downtown Toronto from this luxury studio at 65 Bremner Blvd, featuring stunning CN Tower views and a premier location steps from Union Station, Scotiabank Arena, Rogers Centre, Harbourfront, PATH, restaurants, nightlife, and top attractions. The space includes a queen bed, double sofa bed, stainless steel kitchen, Nespresso coffee, high-speed internet, and a Smart TV. Perfect for couples, business travelers, or small families. Paid parking nearby.

LocationQuietAccuracy

4.84 out of 5 average rating, 292 reviews

A spacious living area features a light-colored sofa facing a large window, with natural light filling the space. A modern staircase leads to the upper level. Textured stone walls add depth, and a small wooden table is positioned next to a comfortable chair.

Loft in Downtown Toronto

Amazing 2 Storey Loft 3 BED In Central Downtown

This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

LocationValueTV