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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
A modern entryway features a sleek bench against a wall, complemented by a large mirror. Natural light fills the space, leading towards an open living area with tall windows and wooden flooring, creating a welcoming transition to the main living space.
Loft in Church-Wellesley
4.73 out of 5 average rating, 148 reviews

Huge 2 Storey Loft W designer furniture and art

This one of a kind penthouse in downtown Toronto has 18ft high ceilings and furnished with designer furniture and art. No parties or loud gatherings are allowed here they will get cancelled. Only 4 people are allowed up to the unit total and is monitored by 24h concierge, they will check in each guest and only allow 4 up. 3 bedrooms one upstairs just a bed 1 king bed and one queen bed upstairs. The couch could sleep 1 ontop as well but is not a bed. Fire place and true luxury art with a 75" TV

Guest favorite
Apartment in Church-Wellesley
4.89 out of 5 average rating, 104 reviews

Downtown, bright, boutique condo

Located in the heart of Toronto's downtown core, this fabulous 2 bedroom, 2 bathroom condo is bathed in natural light as it features 10-foot ceilings, floor-to-ceiling windows, a cozy gas fireplace, a great kitchen w/ granite counters, and overlooks Yonge St. With a 24/7 concierge-security. Walking distance to many attractions and steps from the Wellesley subway station there is easy access to all over Toronto. We look forward to hosting you in our well kept, stylish and friendly Toronto Condo.

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
A modern living area is furnished with a light gray sectional sofa adorned with a soft blue throw blanket. Two round coffee tables with intricate metal bases are positioned on a circular area rug. A large flat-screen TV is mounted on the wall, complemented by tasteful decorative accents.
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.

Superhost
The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.
Hotel room in Church-Wellesley
4.77 out of 5 average rating, 171 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!

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.

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!

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.ﺇ444ﺩ.ﺇ470ﺩ.ﺇ342
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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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