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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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Guest favourite
Condo in Toronto
4.8 out of 5 average rating, 10 reviews

Toronto Sky Residence | Spacious High-Rise Stay

Welcome to the heart of downtown Toronto! • 65' Smart TV & Beam projector for Netflix, Youtube and more • Beautiful Skyline and Lake view • Clean and comfortable beddings accomodating up to group of 5 • Stylish space for your social media photos • Disposable items like razors, Tooth brush/paste, comb, shampoo/conditioner/bodywash • 10 minutes walk to Dundas Square and Eaton Centre • Easy access to everything: Grocery stores, Malls, Restaurants, Bars, Banks, Fitness Centre etc.

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 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, 34 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.

Guest favourite
Apartment in Toronto
4.81 out of 5 average rating, 16 reviews

Luxury spacious 2 bdrm condo, free parking, pool

Sunny and bright 2 bedroom unit with easy access to everything from this centrally located place. Floor to ceiling windows brings tons of natural light and downtown view. 4 min walk to College Station Subway Stop, or Yonge Street 8 min walk to Toronto General Hospital 11 min walk to Eaton Centre or Princess Margaret Hospital or Sick Kids hospital 12 min drive to Scotiabank Arena 12 min drive to CN Tower Pool, hot tub, free parking, airfryer, yoga mats, playpen, high chair, etc

Superhost
Private room in Garden District
4.87 out of 5 average rating, 157 reviews

Sunrise & City Views - Downtown - Comfortable Stay

This is a Private Room in a SHARED Apartment with spectacular views. Prime Location. Floor to ceiling windows, Double size bed, a small work space and chair over looking eastern sunrise views. Fresh towels & linen, closet & mirrors. Lock on door. You SHARE a washroom. Its cleaned prior to arrival. You SHARE and have access to the kitchen for light meals, share the living room & dining room. Apartment has great views. I Ask for 10pm quiet hours..Lower voices.

Apartment in Yorkville
5 out of 5 average rating, 3 reviews

Luxury TIFF District Condo

Experience a stylish getaway in the heart of downtown Toronto’s TIFF District. This modern condo offers breathtaking skyline views and the perfect blend of comfort and charm. Located in a central spot, you’re close to everything — restaurants, attractions, and the middle of all stores. Whether you’re here for the festival or city adventures, this is your perfect base to explore Toronto in style.

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.

Apartment in Toronto
4.8 out of 5 average rating, 5 reviews

Downtown 2BR Near Eaton Centre w Pool & Parking

Stay in the heart of downtown Toronto near Yonge–Dundas and the Eaton Centre. This spacious 2BR 2Bath condo sleeps up to 6 and includes free parking, a pool, hot tub, and steam room. Ideal for families, groups, and business travelers. Steps to Yonge-Dundas Square, Eaton Centre, UofT, and major hospitals. Self check-in, 24/7 support, and everything you need for the perfect stay.

Guest favourite
Apartment in Toronto
4.94 out of 5 average rating, 17 reviews

Cozy 1BR Getaway | Steps to Bay St & Downtown core

Experience modern downtown living in this stylish condo located in Toronto’s vibrant Bay Street neighbourhood. The home features elegant wooden panel accents in both the bedroom and living room. Surrounded by top restaurants, shops, and attractions, this condo offers the perfect blend of comfort and city convenience.

Top Guest favourite
A well-appointed bedroom features a spacious bed with light bedding and decorative pillows, complemented by a nightstand with a lamp. A mini refrigerator is located near the foot of the bed, and a wall-mounted TV is positioned for easy viewing. Natural light fills the room through large windows.
Private room in Church-Wellesley
4.98 out of 5 average rating, 414 reviews

Downtown Beautiful Bed. w/ Priv. En Suite Bathroom

Excellent location in downtown Toronto (Yonge and Church/Wellesley area). Steps from Wellesley Subway Station. Small but cozy, beautiful, sparkling clean bedroom with PRIVATE EN SUITE BATHROOM. The room is located on the main level at the front of the house. Truly an amazing spot!

An outdoor pool is depicted, surrounded by modern high-rise buildings. Comfortable loungers are positioned nearby, while a shaded cabana area offers relaxation options. The clear blue sky and bright sunlight create an inviting atmosphere for leisure activities.
Apartment in Downtown Toronto
4.64 out of 5 average rating, 47 reviews

Yorkville Luxury Toronto Condo - Sauna/Gym/HotTub

Luxury Living in Downtown Toronto. Close to Transit, Restaurants, Shopping District and Full CN Tower View. Outdoor Pool and Cabana, Fully Equipped Gym, Sauna and Hot Tub. Perfect for Students, Young Professionals and Visitors We encourage long term stays with great discounts.

Popular amenities for Church-Wellesley holiday rentals

When is the best time to visit Church-Wellesley?

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Avg. price$154 NZD$149 NZD$166 NZD$189 NZD$195 NZD$211 NZD$226 NZD$214 NZD$195 NZD$207 NZD$219 NZD$159 NZD
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Quick stats about holiday rentals in Church-Wellesley

  • Total holiday rentals

    Explore 350 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 11,410 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

    80 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Church-Wellesley holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Church-Wellesley rentals

  • 4.8 Average rating

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

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