Vacation rentals in Church-Wellesley

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Top-rated vacation rentals in Church-Wellesley

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Guest favorite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Apartment in Saint James Town
4.98 out of 5 average rating, 80 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!

Top guest favorite
Apartment in Entertainment District
4.98 out of 5 average rating, 96 reviews

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

Superhost
Hotel room in Church-Wellesley
4.73 out of 5 average rating, 185 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!

Guest favorite
A modern living area is featured with a sofa positioned beside two small tables. Large floor-to-ceiling windows allow natural light to fill the space, framed by light-colored curtains. The kitchen area is visible to one side, showcasing contemporary appliances and cabinetry.
Condo in Yorkville
4.93 out of 5 average rating, 198 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.

Top guest favorite
A bright living area is furnished with a spacious sofa, armchair, and coffee table. A dining table is set for two with a bowl of oranges. Natural light fills the room through large windows, enhancing the neutral tones of the decor.
Condo in Upper Jarvis
5 out of 5 average rating, 43 reviews

Boutique 1BR | Parking•Walk to Subway | Gym•Sauna

🌇 Discover refined comfort and effortless convenience in your exclusive urban retreat in downtown Toronto: • Steps from two subway lines – seamless access to the city • Exclusive amenities – gym, outdoor pool, hot tub, and summer BBQ terrace • Fully furnished with all essentials – simply arrive with your suitcase • Prime location – minutes from Yonge Street, the Village, Eaton Centre & more • Ideal for extended stays – perfect for professionals, students, or long-term guests

Top guest favorite
Apartment in Yorkville
5 out of 5 average rating, 73 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.

Top guest favorite
A balcony stretches along the exterior, featuring a seating area with a table and chairs. The view showcases skyscrapers and a Canadian flag is visible among the cityscape. Glass doors provide a glimpse into the interior space, enhancing the connection to the city.
Condo in Discovery District
4.86 out of 5 average rating, 72 reviews

Bright Bay & College Condo w/Desk & Fast WiFi

Stay in a bright, cozy, and stylish downtown Toronto condo at Bay & College, conveniently located between two subway stations and steps from Eaton Centre, UofT, theaters, hospitals, restaurants, and cafés. Perfect for comfort-seeking travelers, couples, professionals, and small families. Enjoy a dedicated standing desk, monitor, and ultra-fast 1.5 Gb fiber internet, along with a private balcony, full kitchen, and thoughtfully designed space for a memorable stay.

Guest favorite
Apartment in Downtown Toronto
4.91 out of 5 average rating, 47 reviews

Modern 1BR Condo by Yorkville w Sofa Bed!

Welcome to our chic urban oasis in downtown Toronto, nestled next to the vibrant Yorkville district and prestigious University of Toronto. Enjoy the perfect blend of luxury and convenience in our stylishly furnished apartment, boasting stunning city views. Explore renowned shopping, dining, and cultural attractions just steps away. Our home sleeps 4 with a Sofa Bed and a plush Queen sized mattress in the bedroom.

Superhost
Apartment in Toronto
4.68 out of 5 average rating, 19 reviews

Vibrant Condo Heart of the City + 1 Free Parking

This stylish condo offers a private retreat in the heart of Toronto's vibrant Cabbagetown. With cozy cafes, lush parks, and trendy shops just around the corner, you'll feel at home in this charming neighbourhood. Steps from the iconic Distillery District and downtown, the condo is professionally decorated, fully private, and meticulously cleaned between stays, ensuring a comfortable and seamless city getaway.

Top guest favorite
The charming front exterior of a heritage home is framed by lush greenery and vibrant orange flowers. A welcoming staircase leads to a covered entryway, with a yellow awning above the door. Large windows accentuate the warm brick facade.
Home in Church-Wellesley
4.92 out of 5 average rating, 138 reviews

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??) and our house keeper takes care of sheets, towels, garbage, cleaning etc when you leave.

Guest favorite
A private balcony extends from the apartment, featuring modern furniture including two black barstools and a pink tufted sofa. The view includes nearby high-rise buildings and glimpses of the urban landscape, framed by greenery on the balcony wall.
Condo in Upper Jarvis
4.93 out of 5 average rating, 120 reviews

Full Condo in Downtown Toronto

Stunning, centrally located 1 bdrm in Downtown, Toronto. Steps away from the Village, Yorkville, Yonge Street, metro and close to Ryerson, U of T, Eaton Centre, Financial District and more. Private balcony looking East with some slight lake views. 1 bdrm with Queen size bed plus office. Full bathroom with bath and shower. 24 hr grocery store downstairs. 55” TV and high-speed internet.

Guest favorite
Apartment in Yorkville
5 out of 5 average rating, 15 reviews

Chic Yorkville Condo • Sleeps 3 • Prime Location

Experience upscale city living in the heart of Yorkville. This stylish brand-new 1-bedroom condo offers modern finishes, luxury Miele appliances, and a fully equipped kitchen — perfect for business travelers, couples, or small families. Nestled in one of Toronto’s most desirable new developments, you’ll be steps from world-class dining, high-end shopping, and the best of downtown.

Popular amenities for Church-Wellesley vacation rentals

When is the best time to visit Church-Wellesley?

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Avg. priceﺩ.ﺇ331ﺩ.ﺇ320ﺩ.ﺇ356ﺩ.ﺇ404ﺩ.ﺇ419ﺩ.ﺇ452ﺩ.ﺇ485ﺩ.ﺇ459ﺩ.ﺇ419ﺩ.ﺇ393ﺩ.ﺇ378ﺩ.ﺇ360
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Quick stats about vacation rentals in Church-Wellesley

  • Total vacation rentals

    Explore 370 vacation rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 11,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Church-Wellesley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Church-Wellesley rentals

  • 4.7 Average rating

    Church-Wellesley stays receive an average rating of 4.7 out of 5 from guests

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