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Vacation rentals in Church-Wellesley

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Top-rated vacation rentals in Church-Wellesley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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
4.97 out of 5 average rating, 78 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 Church-Wellesley
4.97 out of 5 average rating, 35 reviews

Clean and Bright 2 Bed w/Parking & Gym

Stay close to everything that makes Toronto great in the heart of downtown. This 2 bed, 1 bath offers an abundance of light to greet you each day + great amenities. I stay here with my infant daughter from time to time so this unit is CLEAN CLEAN CLEAN. Small collapsible baby bathtub and baby doc cushion for your use if travelling with an infant. Take advantage of the city’s public transportation one minute from your doorstep . Access to the condo gym. Garage parking on the property.

Guest favorite
A spacious room features a comfortable bed and a sitting area with elegant leather chairs. A desk is positioned by the window, offering natural light. Light hardwood flooring complements the room's neutral color scheme, while a piece of artwork adds a touch of color.
Apartment in Yorkville
4.92 out of 5 average rating, 25 reviews

Centrally Located Haven

Quick access to all downtown venues from this perfectly located unit - entire apartment to yourself :) Enjoy Yorkville, Church & Yonge streets, the distillery district etc. Restaurants, groceries, and a subway station all within walking distance. The world's at your fingertips. ! Perfect WFH space with high speed internet Welcoming respectful guests who will be on the quieter side and won't disturb my neighbors. Building amenities (exercise room, laundry, etc) available upon request.

Guest favorite
Apartment in Church-Wellesley
4.87 out of 5 average rating, 15 reviews

Spacious 1-Br apt in TO downtown

This spacious 1-bedroom apartment offers beautiful city views, a private balcony, and premium building amenities, including a pool and gym. Relax in the spacious living room, or enjoy the fully-equipped kitchen complete with a Nespresso coffee machine. Located just steps from top attractions, dining, and college station, it’s the perfect base for exploring Toronto. Whether you’re here for business or leisure, this modern retreat provides the ideal blend of comfort, convenience, and style.

Top guest favorite
A vibrant collage showcases stunning views of Lake Ontario and downtown Toronto. The living area includes a cozy couch and a coffee table, while the bedroom features layered bedding. Amenities like a pool and fitness area are highlighted along with local attractions, emphasizing city living.
Apartment in Church-Wellesley
5 out of 5 average rating, 30 reviews

Lake Views | TMU | UofT | Pool | Gym & Parking

Enjoy the best of downtown Toronto in this stylish condo located near Yonge and Wellesley. Perched on a high floor, this unit offers breathtaking views of Lake Ontario and boasts top-tier amenities, including a pool, fully-equipped gym, and a relaxation room, so you can unwind in style. Indulge in renowned spots like Hey Tea and Japadog, right at your doorstep! Enjoy the comfort of living near UofT and TMU, a short 10 minute walk away. Experience downtown living at its finest!

Superhost
Apartment in Toronto
5 out of 5 average rating, 3 reviews

Modern 2-BD Apartment in Prime Toronto

Experience contemporary living in the heart of Yorkville with this bright, thoughtfully arranged Suite. It offers one private bedroom, an additional den bed, and two well-designed bathrooms. The space features elegant finishes, premium Miele appliances, a wine fridge, a Nespresso machine, and in-suite laundry. With room for up to four guests, it also includes a private balcony with city views—just steps from top dining, boutique shops, and major Toronto attractions.

Superhost
A spacious living area features a red sofa, a coffee table, and a dining table surrounded by black wire chairs. A large mirror reflects the light fixtures and the white cabinetry in the background, while a colorful piece of artwork adds a pop of color to the wall.
Guest suite in Cabbagetown
4.84 out of 5 average rating, 133 reviews

Spacious and Modern Garden Suite Studio

Bright, modern and large studio of nearly 700sqft/70sqm in North America’s largest Victorian district just minutes from Yonge Street, Ryerson, and the Village. Great for those who don’t want the hassle or sterility of condo rentals. Queen Murphy bed with extra deep mattress plus a Bensen sleeper sofa that sleeps one adult or two children. Full shutters that block out light or let some in while maintaining privacy during the day.

Guest favorite
Apartment in Toronto
4.92 out of 5 average rating, 12 reviews

Modern & Sleek Condo Near Everything + 1 Parking

Located in Toronto’s historic Cabbagetown, this chic condo is the perfect spot for those looking to enjoy both the tranquility of green spaces and the excitement of downtown. Explore nearby attractions like the Distillery District and Allan Gardens, or relax in this professionally decorated, private condo. With no shared spaces and professional cleaning between each guest, your stay will be both comfortable and effortless.

Top guest favorite
The exterior of a detached heritage home is showcased, featuring a brick façade and large windows. The entrance is framed by vibrant orange flowers and lush greenery. A yellow awning extends over the front door, adding a cheerful touch to the welcoming ambiance.
Home in Church-Wellesley
4.92 out of 5 average rating, 137 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 modern living area features a glass dining table surrounded by six upholstered chairs. A comfortable seating arrangement is positioned nearby, with light streaming in through expansive windows. The wall-mounted TV and decorative plants add a touch of elegance to the space.
Apartment in Downtown Toronto
5 out of 5 average rating, 10 reviews

Downtown Serenity, Terrace with City Views

- Your city escape awaits in this stylish one-bedroom apartment on Bay St, Toronto! - Steps away from shops, restaurants, and cultural hotspots in a vibrant locale. - Modern amenities include a fully equipped kitchen and plush queen-size bedding. - Quick access to transit, major universities, and iconic attractions nearby. - Experience prime urban convenience, reserve your ideal trip today!

Guest favorite
Apartment in Yorkville
5 out of 5 average rating, 8 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.

Top guest favorite
Apartment in Toronto
5 out of 5 average rating, 10 reviews

Epic Views & Prime Downtown Condo + 1 Free Parking

Stay in the heart of the action with this bright, private condo—designed with care and cleaned professionally after each guest. Just a short walk from Toronto’s must-sees like the CN Tower, ROM, Eaton Centre, and Scotiabank Arena, the location is unbeatable. Enjoy a stylish home base surrounded by dining, culture, and entertainment at your fingertips.

Popular amenities for Church-Wellesley vacation rentals

When is the best time to visit Church-Wellesley?

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Quick stats about vacation rentals in Church-Wellesley

  • Total vacation rentals

    Explore 350 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 11,410 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

    80 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

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

  • Popular amenities for guests

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

  • 4.8 Average rating

    Church-Wellesley stays are highly rated by guests—averaging 4.8 out of 5!

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