Holiday rentals in Church-Wellesley

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Church-Wellesley

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

%{current} / %{total}1 / 1
Superhost
A dining area is presented with a glass table and four stylish chairs, set against expansive windows offering views of the urban landscape. Sunlight fills the space, highlighting the sleek furnishings and light wood flooring.
Flat in Discovery District
4.67 out of 5 average rating, 18 reviews

Panoramic Views in the Heart of Downtown

Designed with comfort and functionality in mind, our luxury condo is perfectly located in Downtown Toronto. Steps from the following hot spots: - Women's College Hospital –2 min walk - Toronto General Hospital –5 min walk - Queen’s Park – 6 min walk - University of Toronto –8 min walk - Yonge-Dundas Square –10 min walk Also a 4-min walk to College Subway Station. Enjoy nearby amenities, top-tier dining, cafes, hospitals, and parks—all within minutes! Ideal for families and business travellers.

Top guest favourite
A spacious living area is highlighted by dark wood floors and abundant natural light. A large, comfortable couch is positioned next to a dining table with four chairs. A decorative console table is visible, enhancing the room's aesthetic with artwork adorning the walls.
Flat in Church-Wellesley
4.89 out of 5 average rating, 63 reviews

Luxury 2+2 In The Heart Of DT Free Secured Parking

This Charming 1050 Sq Ft 2 Bed/ Bath condo sits on the 3rd floor of a 10 story building in the heart of DT. This home features a cozy warm atmosphere with a dining table for 4, oversized couch and 90 inch flat screen TV with sonos speaker. Beautiful Dark wood floors, a modern kitchen, very spacious master suite with private bathroom and in suite laundry. With 11.5 Ft Ceilings throughout, you will certainly not feel cramped. Subway right next door and everything you need within a few steps!

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.
Flat in Saint James Town
4.97 out of 5 average rating, 77 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!

Guest favourite
A spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.
Loft in Upper Jarvis
4.87 out of 5 average rating, 94 reviews

Modern Downtown Loft with Private Garden

Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

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
4.78 out of 5 average rating, 148 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 favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Flat in Annex
5 out of 5 average rating, 42 reviews

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Guest favourite
Flat in Toronto
5 out of 5 average rating, 5 reviews

Bright & Modern Retreat in Cabbagetown

Enjoy a private and professionally decorated condo nestled beside historic Cabbagetown. This stylish retreat is professionally cleaned between every guest to ensure a spotless, welcoming stay. Explore charming Victorian streets, local boutiques, and cozy cafes, or visit nearby attractions like Riverdale Farm, Allan Gardens, and the Distillery District. Perfectly located for both relaxation and city adventures.

Guest favourite
Apartment in Downtown Toronto
4.95 out of 5 average rating, 19 reviews

Enjoy the City Skyline View with Pool & Gym

- Stay in a luxurious condo centrally located for exploring all of downtown. - Enjoy the comfort of a pillow-top king bed and all-inclusive modern amenities. - Close walking distance to top shops, dining & iconic attractions like the CN Tower. - Relax on the balcony with skyline views, or unwind by the building's pool & sauna. - Reserve now to experience vibrant city life and seamless convenience firsthand!

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, 136 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
A bright living area is presented with large windows that offer city views. A gray sofa is positioned in front of a round coffee table with decorative plants. A flat-screen television mounted on a wooden stand contrasts with the artwork displayed on the wall.
Flat in Discovery District
4.9 out of 5 average rating, 29 reviews

Amazing High-Rise Views + 1 Free Parking

Located in the heart of Toronto’s bustling downtown, this sleek, professionally decorated condo offers the perfect private retreat. Walk to top attractions like the Toronto Eaton Centre, the Art Gallery of Ontario, and the vibrant Queen Street West. With no shared spaces and professional cleaning between each stay, it’s the ideal base for exploring the city or enjoying a business trip.

Flat in Yorkville
5 out of 5 average rating, 4 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.

Superhost
A comfortable living area features a blue tufted couch accented with plaid throw pillows. A round coffee table sits in front, while a dining space is visible with metal chairs. Wall art adds a touch of personality to the room, and natural light pours in from the window.
Flat in Church-Wellesley
4.84 out of 5 average rating, 101 reviews

Eclectic Apartment in The Village near Yorkville

Entire apartment good for business travelers, couples, and solo adventurers. Close to the most convenient subway interchange Bloor-Yonge station, Yorkville Shopping, the ROM, University of Toronto, The Village, you'll love my décor and that this is an older building that used to be the Waldorf Astoria Hotel. The third guest needs to be short enough to sleep on the couch.

Popular amenities for Church-Wellesley holiday rentals

When is the best time to visit Church-Wellesley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$118 SGD$114 SGD$127 SGD$144 SGD$149 SGD$161 SGD$172 SGD$163 SGD$149 SGD$158 SGD$167 SGD$121 SGD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C

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 $26 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    340 of Church-Wellesley holiday rentals include wifi 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!

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Church-Wellesley