Holiday rentals in Church-Wellesley, Old Toronto

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

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!

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

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!

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.

5 out of 5 average rating, 50 reviews

The One in Yorkville-Previously Four Seasons Hotel

Our chic 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.

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

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.

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.

4.96 out of 5 average rating, 24 reviews

Modern High Rise Chic Studio - Downtown Toronto

Experience the heart of Toronto in our modern studio condo at Yonge and College! This perfect retreat is designed for those looking to enjoy city life with comfort and style. Whether you’re here for business or leisure, our fully equipped studio offers a prime location, stunning city views, a TTC subway station right outside, and easy access to top attractions.

4.92 out of 5 average rating, 122 reviews

Home in Downtown Toronto

Heritage House all to Yourself! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home on tree lined street in downtown Toronto. Wellesley Subway half block away. 1 bedroom w/ensuite, formal dining room, living room, kitchen w/breakfast room, separate TV room, and about a gajillion books to read :) We also have no hidden cleaning fees (don’t you hate those??)

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Popular amenities for Church-Wellesley, Old Toronto holiday 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 holiday rentals in Church-Wellesley, Old Toronto

4.93 out of 5 average rating, 137 reviews

The Winchester, Modern Bedroom Suite

CleoRating, 5 stars1 week ago

Incredibly nice place in Toronto! Great house with a private room and bathroom. Very clean and stunning interior! Host was very kind and flexible. Dog super super cute. Highly recommended!

4.98 out of 5 average rating, 249 reviews

Beautiful Loft in Victorian House with Hot Tub

NoelleRating, 5 stars6 months ago

We couldn’t have asked for more. Absolutely beautiful interior. Very comfortable bed and crisp clean linens. Walkable to Distillery Winter Village. Rooftop cedar hot tub. Coffee Nextdoor at the Sumach Cafe. We will be back!

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!

4.95 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!

4.84 out of 5 average rating, 103 reviews

A Sunny Room in a Victorian House (Cabbagetown)

CindyRating, 5 stars2 weeks ago

BOOK BOOK BOOK THIS PLACE‼️ I booked this place for my dad for few days! The host was very responsive and helpful they made sure to check in if my dad checked in okay! They remained in constant communication with me My dad described them as “very friendly and pleasant” he felt very comfortable and at home! Where the unit is located is VERY convient it’s accessible to many amenities(supermarkets stores, tourist spots, convient stores) he could easily walk anywhere he wanted. I thought he would need an uber but honestly everything is walkable 5-10 minutes The place itself was very comfortable modern, sleek and aesthetically pleasing you could tell it had been recently renovated. The main shared spaces are filled with everything you need! Each room has bathroom assigned to it! Which I found to be extremely convenient Overall this place is value for your money! I would recommend anyone staying here if your coming for short visit and a convient location without comprising comfort!

4.84 out of 5 average rating, 19 reviews

*Downtown Condo Private Room with City Views*

MiladRating, 5 stars1 month ago

I had a great stay at Brent’s place. It was quiet, clean, and exactly as described. Brent was a friendly and respectful host—communication was smooth and easy throughout. Would definitely recommend staying here!

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.