Holiday houses in Church-Wellesley

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Top-rated holiday rentals in Church-Wellesley

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

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Top Guest favourite
Apartment in Discovery District
4.87 out of 5 average rating, 31 reviews

Luxe Cozy Downtown 1BR Condo w/Views

Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Fully equipped kitchen & in-unit laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in a prime location.

Guest favourite
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 favourite
A spacious living room is filled with natural light from large windows, offering city views. A large sectional sofa with soft cushions is placed around a glass coffee table. Occasional chairs with a distinctive pattern complement the elegant decor, highlighted by a decorative chandelier above.
Apartment in Saint James Town
5 out of 5 average rating, 31 reviews

Penthouse * Rare * Stunning Views * 2500 sq ft

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Guest favourite
A modern bedroom features a plush green bed with layered bedding in shades of green and blue. A piece of framed artwork hangs above the bed. Natural light filters through large glass doors, which open to a city view, while dark curtains frame the windows.
Apartment in Downtown Toronto
5 out of 5 average rating, 26 reviews

Pleasant 1BR Sofa Bed Close to UofT

Welcome to our modern urban retreat in the heart of downtown Toronto, situated next to the lively Yorkville area and the esteemed University of Toronto. Experience the ideal mix of luxury and convenience in our elegantly furnished apartment, featuring breathtaking city views. Discover world-class shopping, dining, and cultural attractions just moments away. Our space comfortably accommodates three guests, offering a plush Queen bed in the bedroom and a pullout sofa bed for an additional guest

Top Guest favourite
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 favourite
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.

Superhost
A spacious bedroom is presented with large windows offering panoramic city views. A comfortable bed is complemented by stylish bedding and a decorative throw. A bedside table and lamp enhance the functionality, while a modern chair adds to the overall decor.
Apartment in Church-Wellesley
5 out of 5 average rating, 3 reviews

CN Tower View - 2BR - Free Parking - Pool/Gym

Our spacious 2BR suite is located in the heart of Toronto, with panoramic skyline and CN Tower views. The unit is perfect for international visitors, families, and business travellers. ➜ Located 1 min walk to College/Yonge subway station ➜ Easy access to CN Tower, Metro Toronto Convention Centre, Rogers Centre, Scotiabank Arena, Union Station ➜ View of the CN Tower ➜ 24HR self check-in ➜ 1 FREE parking spot ➜ Walk score of 100 - Excellent! ➜ Transit score of 100 - Excellent!

Superhost
Apartment in Downtown Toronto
4.9 out of 5 average rating, 10 reviews

London Studio Designed by Architect

Live Work Studio in heart of downtown Toronto with everything at your door step. This Studio is a gem, designed by an Architect to create the perfect live work environment. This space will inspire you to work with a large work station surrounded with natural light and coffee brewing in a clean built-in kitchen. It's also cozy if you want to relax, pull down the Murphy bed and you literally have everything within arms reach.

Top Guest favourite
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.

Top Guest favourite
Condo in Yorkville
5 out of 5 average rating, 17 reviews

Yorkville Luxury • 2BR Condo w/ Views + Parking

Experience upscale living in the heart of Yorkville. This stylish 2-bedroom, 2-bath condo features modern finishes, luxury Miele appliances, a wine fridge, Nespresso, and in-suite laundry. With 2 bedrooms plus a sofa bed, it comfortably sleeps up to 6. Relax on the balcony with city views, then step outside to world-class dining, designer shopping, and Toronto’s top attractions.

Superhost
Condo in Downtown Toronto
4.95 out of 5 average rating, 40 reviews

Skyline Views, Pool, Gym, Sauna, Downtown Access

- Take in breathtaking city views from this stylish, well-equipped stay - Dive into comfort with gym, sauna, pool, and a warm indoor fireplace - Stroll to downtown dining, shopping, and entertainment just minutes away - Easily access public transport 2 minutes from your doorstep for exploring - Book now to immerse in a vibrant and unforgettable urban experience!

Superhost
A modern living area features a light, neutral color palette with two sofas and a coffee table. Large windows provide natural light, while a television is positioned on an elegant cabinet. Potted plants add freshness, enhancing the inviting, spacious layout.
Condo in Downtown Toronto
4.84 out of 5 average rating, 57 reviews

City Vibes: Balcony, Pool, Gym & Sauna Access

- City views and natural light in a stylish, fully-equipped high-rise apartment. - Indulge in leisure with pool, gym, sauna, and more; unwind in modern elegance - Nearby eateries, stores, and transit offer convenience at your doorstep - Perfect for business or leisure stays with thoughtful in-home amenities - Reserve today to secure your serene city escape!

Popular amenities for Church-Wellesley holiday rentals

When is the best time to visit Church-Wellesley?

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Quick stats about holiday rentals in Church-Wellesley

  • Total holiday rentals

    Explore 370 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Holiday 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 holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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