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.

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
Apartment in Garden District
4.8 out of 5 average rating, 30 reviews

Modern & Stylish Entire Unit in Downtown Toronto

Welcome! We are located just a 5-minutes walk from downtown station and steps from the street car. Simply arrive — everything’s here • 50' Smart TV for Netflix, Youtube, Disney+ and more • A dedicated workspace for business travelers with high-speed internet • Comfy bed with fresh linens • Fully equipped kitchen for home-cooked meals • Your own clean and private bathroom • Disposable items for your nights: Including razors, Hair brush, Toothbrush/paste, Shampoo/conditioner/body wash

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.

Guest favourite
The living area features a modern design with a sectional sofa and a flat-screen TV mounted on the wall. Large windows allow natural light to illuminate the space, providing a view of the balcony. A piece of artwork and a wooden coffee table add character.
Condo in Upper Jarvis
4.93 out of 5 average rating, 118 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 favourite
A modern living space features a light-colored sofa adorned with vibrant cushions. A stylish coffee table sits on a geometric rug, alongside a sleek TV console. Large windows provide natural light, with greenery visible through the glass, complementing the minimalist kitchen layout.
Apartment in Downtown Toronto
4.9 out of 5 average rating, 48 reviews

Vibrant City Stay: Patio, Gym, and Pool Access

- Relax in a stylish space with a spacious patio for a city escape - Indulge in lush amenities: gym, pool, sauna, perfect for work and play - Stroll to diverse eateries, vibrant shops, and seamless public transport - Enjoy speedy WiFi and a fully equipped kitchen for a comfortable, modern stay - Book today and uncover ultimate urban relaxation in this elegant hideaway!

Guest favourite
Apartment in Toronto
4.9 out of 5 average rating, 10 reviews

Elegant Downtown Retreat with Spacious Comfort

Modern 2-bedroom, 2-bath condo in downtown Toronto. Sleeps 6 with two queen beds and a sofa bed. Features a 55-inch TV, fully stocked kitchen, and bright open layout. No patio and no free parking, but unbeatable central location with everything nearby.

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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