Vacation rentals in Church-Wellesley, Old Toronto

An ice skating rink, bustling with skaters, is framed by modern skyscrapers and the historic Old City Hall. A large illuminated sign spelling 'TORONTO' stands on one side, while a bridge arches over the rink, linking the lively scene to the surrounding architecture.

4.88 out of 5 average rating, 41 reviews

Entire and cozy large studio in Downtown, Toronto

❇️Large renovated studio close to 3 downtown subway stations. LOCATION, and convenience: Although the apartment is in the heart of downtown, the street is very cozy surrounded by houses, trees and parks. Close to all tourist spots such as Dundas Square, Eaton Center, ROM museum, CN TOWER ❇️everything for your daily needs: Tv with Netflix, Amazon, and Amazon Prime. Espresso machine, French press and electric kettle. Workspace desk, complete kitchen (cooking spices gently provided), AC, and Heater

The living area features a neutral-toned sofa positioned adjacent to a dining table with two modern stools. A floor lamp provides soft light, while a kitchenette is visible in the background, showcasing sleek cabinetry and appliances. Warm wooden flooring contrasts with the light walls.

4.9 out of 5 average rating, 29 reviews

Cozy 1 BR @Bloor/Yonge by subway

Experience downtown Toronto living at its finest in this bright unit located in a Yorkville condo. Situated across from the prestigious W Hotel, convenience is at your doorstep. Enjoy the upscale shopping of Bloor Street's Mink Mile and the diverse dining options on Yonge Street. The Bloor/Yonge subway station is a short walk away, providing easy access to the rest of Toronto. This unit boasts a 100% walk and transit score. Experience the best of Toronto living in this centrally located unit.

4.97 out of 5 average rating, 62 reviews

Bright Two Story Loft, Downtown TO, FREE Parking

Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

A modern living space is featured, showcasing a white sofa adorned with a yellow accent pillow. A marble coffee table sits on a patterned rug, while a sleek television is mounted on the light-colored wall. Natural light enters from a nearby window, enhancing the airy atmosphere.

4.91 out of 5 average rating, 22 reviews

Elegant Downtown Condo for the Perfect Getaway

Start your Toronto stay with comfort, style, and unbeatable convenience. Stay connected with blazing Bell 1.5 Gbps Wi-Fi, unwind with two 55” 4K TVs and bamboo therapeutic beds, and take in skyline views at the seasonal rooftop pool. Enjoy 24/7 concierge service and the convenience of an on-site Rabba store. Free street parking after 9PM. Steps to transit, shops, and dining — just 8 min to Dundas Square and Eaton Centre. Ready to experience Toronto like a local? We’d love to host you!

Hotel room in Downtown Toronto

A contemporary bathroom is designed with a glass shower enclosure and modern fixtures. A sleek vanity with a sink is positioned next to a toilet. Soft lighting is provided by an illuminated mirror, creating a bright and clean atmosphere.

4.79 out of 5 average rating, 86 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

An open living area is shown, featuring a workout bench with weights and exercise equipment. A large sectional couch and a television create a relaxed space, while a kitchen can be seen in the background. The floor is covered with a textured rug, enhancing comfort.

5 out of 5 average rating, 8 reviews

Cozy Central Toronto Bachelor

In the heart of the Toronto gay village, you won't find a more convenient and cozy bachelor ready to host your Toronto adventures. This bachelor basement suite in a historic Toronto house has its own private entrance; and is a very safe area of the city. The suite has a massive California king bed, extremely fast internet, two desks to work at; and is a totally connected smart home, with smart speakers. Two blocks from the Bloor/Yonge station, you can get everywhere quickly.

Two black valet signs are positioned prominently on a concrete surface, indicating designated valet parking. An upscale vehicle is partially visible in the background, and a modern building's entrance is seen behind the signs, characterized by a sleek architectural design.

4.93 out of 5 average rating, 169 reviews

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)

Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

A modern bathroom features a walk-in shower with a glass door beside a white toilet. A sleek vanity with a rectangular sink sits under a backlit mirror. Light grey tiles cover the floor, while wooden shelves add functional storage space.

4.71 out of 5 average rating, 14 reviews

Cozy One Bedroom Condo Yonge/Bloor

- 5 mins walk to Bloor-Yonge Subway Station - 5 mins walk to nearby grocery store, restaurants, LCBO - 10 mins walk to vibrant Yorkville community with Royal Ontario Museum, Art Gallery and Luxe Boutiques - 30 mins to Downtown Toronto, CN Tower, Scotiabank Arena and Roger’s Centre by subway - Full Kitchen with Stainless Steel Appliances and Kitchen Essentials - Hotel-equivalent Pillows, Liens, Sheets and Towels and Bathroom Essentials

A rooftop terrace offers stunning views of the city skyline, featuring a blend of modern skyscrapers. Black metal tables and chairs provide seating, while lush planters add greenery around the edges, creating an inviting outdoor space for relaxation.

4.97 out of 5 average rating, 132 reviews

Luxury One Bedroom In The Heart Of DT/Next To SubW

Enjoy a stylish experience at this centrally located place. Super central steps away from Wellesley Subway station. This renovated suite looks right onto Yonge St. With many restaurants and stores right outside the front door everything is within arms reach. Enjoy the cozy living room with a massive flat screen, luxurious beddings and a modern kitchen that is fully stocked for all your needs.

A panoramic view of Toronto's skyline is showcased, featuring a mix of modern skyscrapers and historic buildings. Lush greenery punctuates the urban landscape, while distant landmarks are visible under a clear blue sky, complemented by soft clouds.

5 out of 5 average rating, 4 reviews

Urban Escape in Prime Location + 1 Free Parking

Escape to this modern condo in Toronto's charming Cabbagetown, surrounded by scenic parks, local cafes, and the vibrant Distillery District. The condo is professionally decorated, offering a stylish and private retreat with no shared spaces. Thoroughly cleaned between each guest, it provides a fresh, inviting atmosphere—perfect for exploring the city or simply relaxing in your own space.

5 out of 5 average rating, 5 reviews

Downtown Urban Retreat- Wellesley Subway Station

Welcome to your urban oasis in the heart of downtown Toronto! This stylish 1-bedroom condo offers the perfect blend of comfort and convenience, making it the ideal retreat for solo travelers, couples, or small families. Whether you’re in town for business or leisure, you’ll find everything you need right at your fingertips.

A dining area is set with two plates at a round table, surrounded by light-colored chairs. Large windows offer a panoramic view of the city skyline, complemented by soft natural light. A cozy seating area is visible beside the table, enhanced by a decorative lamp and greenery.

4.87 out of 5 average rating, 39 reviews

Yorkville’s Ultimate Hideaway

Nestled in the heart of Yorkville, Toronto's most fashionable district, this private, professionally decorated condo is just steps from high-end shopping, trendy eateries, and cultural landmarks. Enjoy the comfort and privacy of a fully cleaned space, with no shared areas, making it the perfect base for your Toronto visit.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Church-Wellesley, Old Toronto vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Church-Wellesley, Old Toronto's top sights

University of Toronto32 locals recommend

Toronto Eaton Centre392 locals recommend

Royal Ontario Museum513 locals recommend

Art Gallery of Ontario356 locals recommend

Yonge-Dundas Square173 locals recommend

Yorkville176 locals recommend

Other great vacation rentals in Church-Wellesley, Old Toronto

A coffee machine is situated on a granite countertop, accompanied by a water filtration pitcher. The machine features a sleek black design, while the pitcher is clear, indicating the availability of fresh water for brewing.

4.87 out of 5 average rating, 38 reviews

Private and Comfy Room, Close to Everything

JorgeRating, 5 stars2 days ago

The location is good, it is a few minutes walk from the subway, bus, restaurants and shops. Access to the apartment is easy and you have what you need to get there and rest. Host José is willing to help and is friendly.

A private outdoor deck is surrounded by lush greenery and features a brown wicker seating area. Colorful flowers bloom in planters, and wooden fencing offers privacy while allowing light to filter through. The space provides a tranquil setting for relaxation.

4.87 out of 5 average rating, 105 reviews

DT Toronto Sunny Suite in Historic Cabbagetown

MohammadRating, 5 stars1 month ago

I had a great stay! The place was clean, quiet, and exactly as described. The host was kind and responsive, and everything went smoothly. I’d definitely recommend staying here. Thank you for the hospitality!

4.94 out of 5 average rating, 144 reviews

A kitchen drawer is shown with a clean, white interior. Several essential utensils are neatly arranged, including scissors, a ladle, a grater, and pliers. A chef's knife with a sleek blade is also visible, suggesting a well-equipped cooking space.

Private room in Midtown

Bright, Stylish Bedroom in Downtown Toronto

GaryRating, 5 stars2 weeks ago

Jiageng's place was super clean and comfortable. He was very accommodating and fast at responding to questions as well. We also appreciated how he was flexible with some of our requests for our trip. One of the best Airbnb experiences I've had. Thank you!

A private back patio is featured, illuminated by string lights. A wooden picnic table is positioned on the dark wooden deck, surrounded by brick walls and a fence. An alleyway is visible in the background, providing access to the side of the home.

4.95 out of 5 average rating, 215 reviews

Cozy suite in the heart of Toronto (no kitchen)

Ella-KatrinRating, 5 stars1 week ago

Had a great stay!

A bright view of downtown Toronto is visible through the large windows. Skyscrapers and residential buildings are framed against a clear blue sky, showcasing the cityscape and surrounding greenery.

5 out of 5 average rating, 69 reviews

Private Room with a View

Ashiyah MoneRating, 5 stars4 days ago

My stay was amazing! He made me feel at home, I explained it was my first time out of the country and he gave great recommendations. He was also just as equally friendly to my cousin when he stopped by. Overall amazing and I do plan on coming back and I might just rebook the Airbnb because it was so welcoming.

4.93 out of 5 average rating, 229 reviews

A bright bay window area features a cushioned seat with decorative pillows. The view includes a tree-lined street and residential houses, creating a serene outdoor atmosphere. Light filters through the windows, enhancing the indoor warmth.

Private room in Toronto

Unique and stylish in The Danforth!

JannaRating, 5 stars3 weeks ago

I really enjoyed the stay at Morgen's place. The flat is really nice, super clean and the room is very comfortable. Morgen was so friendly and welcoming and made me feel like home. The location is a bit outside of the city center but easily accessible by public transport and in a really nice neighborhood. I can fully recommend staying here.

A welcoming living area is filled with natural light from large windows adorned with soft drapes. Comfortable seating is arranged around a glass coffee table, with potted plants and decorative accents enhancing the space. A glimpse of the city skyline is visible through the glass.

4.94 out of 5 average rating, 48 reviews

Bloor/Yorkville/U ofT, clean, steps to subway

JohnRating, 5 stars4 days ago

Marc is a great host and his location is private and found it to be quiet for sleeping. Bed was very comfy and now want to know what make it is. He's very helpful and easy person to talk to. Thanks!

An aerial view of the inviting living area showcases a combination of a grey sofa and a light pink couch, arranged around a central coffee table. Bright yellow chairs add a pop of color. A large wall art piece and potted plants provide decorative elements, while the staircase leads to the upper level.