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
Apartment in Discovery District
4.82 out of 5 average rating, 22 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.

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.
Apartment in Church-Wellesley
4.89 out of 5 average rating, 64 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.
Apartment 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!

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, 151 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 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, 25 reviews

Lake Views | Downtown | Charming | by UFT & TMU

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!

Top Guest favourite
A bright living area is furnished with a spacious sofa, armchair, and coffee table. A dining table is set for two with a bowl of oranges. Natural light fills the room through large windows, enhancing the neutral tones of the decor.
Condo in Upper Jarvis
5 out of 5 average rating, 38 reviews

1 BR Downtown w/Pool & Gym Near Subway & Hot Spots

🌇 Discover refined comfort and effortless convenience in your exclusive urban retreat in downtown Toronto: • Steps from two subway lines – seamless access to the city • Exclusive amenities – gym, outdoor pool, hot tub, and summer BBQ terrace • Fully furnished with all essentials – simply arrive with your suitcase • Prime location – minutes from Yonge Street, the Village, Eaton Centre & more • Ideal for extended stays – perfect for professionals, students, or long-term guests

Guest favourite
Apartment in Entertainment District
4.85 out of 5 average rating, 75 reviews

In the Heart of DT Toronto Across CN Tower/MTCC

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. We provide high-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - TIFF Bell Lightbox 100m - CN Tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Scotiabank Arena/Air Canada Centre 900m

Guest favourite
Condo 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 modern living area features a grey sofa with orange accent pillows and a flat-screen television on a sleek black cabinet. Natural light fills the space through large windows, complemented by potted greenery and a circular dining table with a simple wooden chair.
Apartment in Downtown Toronto
4.89 out of 5 average rating, 47 reviews

Explore City Life, Pool, Gym, Patio

- Embrace urban living with this modern space featuring a large, scenic patio. - Located steps away from restaurants, shops, and public transportation access. - Amenities include gym, pool, sauna, and high-speed WiFi for work or leisure. - Enjoy seamless check-in/out with a responsive host for ultimate convenience. - Reserve now for a comfortable stay in this stylish and convenient location!

Guest favourite
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, 9 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!

Guest favourite
Apartment in Yorkville
5 out of 5 average rating, 5 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.

Popular amenities for Church-Wellesley holiday rentals

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Avg. price$138 AUD$133 AUD$148 AUD$168 AUD$174 AUD$188 AUD$202 AUD$191 AUD$174 AUD$185 AUD$196 AUD$142 AUD
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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 $31 AUD 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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