Holiday rentals 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
A modern kitchen area is presented, featuring sleek cabinetry and stainless-steel appliances. Three bar stools are positioned at the kitchen island, while a cozy living space includes a comfortable sofa and a wooden coffee table atop a plush area rug.
Apartment in Church-Wellesley
4.96 out of 5 average rating, 158 reviews

Luxury One Bedroom In The Heart Of DT/Next To SubW

Enjoy a stylish experience at this centrally located place. Super central steps away from Wellesley Subway station. This renovated suite looks right onto Yonge St. With many restaurants and stores right outside the front door everything is within arms reach. Enjoy the cozy living room with a massive flat screen, with a queen size bed and a modern kitchen that is fully stocked for all your needs. Relax on 2 rooftop patios with natural gas BBQ’s and a rooftop gym, subway station next to you

Guest favourite
Apartment in Toronto
5 out of 5 average rating, 9 reviews

Toronto Skyline view | Walk Everywhere

✨Just bring yourself – everything else is ready!✨ • Private Netflix zone🎬 –Lounge on a cozy daybed and enjoy your favorite shows with a beam projector • Separate dining area – Work, eat, or relax in a dedicated space • Cozy balcony with chairs – Sip your morning coffee or wind down at sunset • Comfy, clean beddings – Get the restful sleep you deserve • Thoughtful amenities provided: Toothbrush/paste, razor, comb, shampoo, conditioner, body wash • Welcome drinks & water – Ready upon arrival 💧

Guest favourite
An open living space is visible, featuring light-colored walls and wooden flooring. A large moose head mount decorates the wall, adding a unique focal point. Two barstools are positioned at a kitchen counter, with kitchen appliances discreetly arranged in the background.
Apartment in Church-Wellesley
4.96 out of 5 average rating, 163 reviews

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere

Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

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, 90 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
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, 144 reviews

Entire Heritage House for Two! 1BR 3BA 2 Liv Rms

Beautiful detached heritage home on a quiet, tree-lined street in the heart of downtown Toronto. Wellesley Subway Station is just half a block. We offer one spacious bedroom with ensuite bathroom, formal dining room, living room, modern kitchen with bright breakfast area, and tv room. You’ll also find an extensive library throughout the home — perfect for curling up with a book during your stay. Our pricing is transparent, with a modest cleaning fee and no surprises at checkout :)

Guest favourite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Flat in Cabbagetown
4.93 out of 5 average rating, 178 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Top guest favourite
A cozy bedroom is presented with a spacious bed adorned with soft, neutral-toned linens and decorative pillows. Illuminated by bedside lamps, the room features large windows draped with light-colored curtains, allowing natural light to fill the space.
Apartment in Upper Jarvis
4.94 out of 5 average rating, 111 reviews

Luxury Downtown Condo Welcomes You - Free Parking

Stunning, centrally located 1 bdrm PLUS den 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. Very large private balcony looking South lake view with stunning West views. 1 bdrm with Queen size bed plus office. Ensuite laundry. 24 hr grocery store downstairs. 55” TV w/ Netflix and high-speed internet. Outdoor pool* (see notes), large 24 hr gym, and bbq and lounge area.

Superhost
Flat in Toronto
4.8 out of 5 average rating, 5 reviews

Bright & Modern Stay in Cabbagetown

Relax in a private, thoughtfully designed condo located beside historic Cabbagetown. This stylish space is professionally cleaned between every stay, offering a comfortable and welcoming retreat. Stroll through charming Victorian streets, browse local boutiques, and enjoy cozy cafés, or explore nearby attractions like Riverdale Farm, Allan Gardens, and the Distillery District. A great choice for both quiet relaxation and city exploration.

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.
Apartment in Upper Jarvis
4.93 out of 5 average rating, 125 reviews

Full Condo in Downtown Toronto

Stunning, centrally located 1-bedroom in downtown Toronto, steps to Yorkville, the Village, Yonge St, subway, U of T, TMU, Eaton Centre, Financial District and more. Bright space with private east-facing balcony and partial lake views. Queen bed + dedicated workspace, full bath, 55” TV, fast Wi-Fi, and 24hr grocery downstairs. Please note: strictly smoke-free building — no smoking in unit or on balcony.

Guest favourite
Apartment in Downtown Toronto
4.92 out of 5 average rating, 50 reviews

City Views, Pool & Gym Access, Prime Location

- Admire skyline views & enjoy ultimate comfort in our chic urban retreat - Benefit from a fully equipped kitchen for homemade meals & balcony moments - Stay active with access to a well-maintained gym, pool, and relaxing hot tub - Easily explore vibrant locales with nearby transit, dining, & entertainment - Reserve now for an unforgettable stay where city excitement meets comfort!

Guest favourite
Flat in Yorkville
4.96 out of 5 average rating, 25 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.

Guest favourite
The living room features a spacious leather sectional sofa facing a central coffee table. Natural light fills the area through multiple large windows. A brick fireplace adds warmth, while a staircase with glass railing leads to the upper levels. Potted plants bring a touch of greenery.
Home in Annex
4.88 out of 5 average rating, 263 reviews

Bright, Stunning Victorian Townhouse in the Annex

Newly renovated, 3 level, 2-bedroom sun-filled unit, situated in the Annex. Brick fireplace, central air conditioning and heating, wooden floors and exposed brick. Steps away from Bloor St, coffee shops, restaurants, shops, galleries, parks and much much more. Short walk to Bathurst and Spadina Subway, Casa Loma, Yorkville, University of Toronto, and museums.

Popular amenities for Church-Wellesley holiday rentals

When is the best time to visit Church-Wellesley?

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Avg. price$115 SGD$111 SGD$124 SGD$140 SGD$145 SGD$157 SGD$168 SGD$160 SGD$145 SGD$137 SGD$131 SGD$125 SGD
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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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 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

    150 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

  • 4.7 Average rating

    Church-Wellesley stays receive an average rating of 4.7 out of 5 from guests

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