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
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.
Condo in Church-Wellesley
4.96 out of 5 average rating, 164 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
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.
Condo in Church-Wellesley
4.96 out of 5 average rating, 164 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.

Top Guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.94 out of 5 average rating, 217 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Guest favourite
A minimalist sleeping area features a bed with a simple frame and a light-colored bedding set. A framed bicycle-themed poster adorns the wall, while a bedside table holds a soft-glowing lamp. Natural light filters in through a small window, complemented by a potted plant.
Townhouse in Church-Wellesley
4.89 out of 5 average rating, 96 reviews

Large Clean Renovated 1BDRM-Yonge & College

Bright, newly renovated 1bdrm apartment is located one minute from College Station and close to UofT, TMU/Ryerson, Hospitals- TGH PMH Sick Kids Mt Sinai, Eaton Centre, College Park Shops & IKEA, Eaton Centre and Yorkville. This spacious suite has high ceilings, a spa like bathroom and a modern kitchen with stainless steel appliances. Laundry facilities are available for longer monthly stays. Enjoy the sights of the city with private access so you can avoid the lobby and sharing elevators.

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, 146 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.
Apartment in Cabbagetown
4.93 out of 5 average rating, 183 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.
Condo 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.

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, 48 reviews

Boutique 1BR Downtown | Pool•Hot Tub•Sauna•Parking

Top Guest Favorite — a boutique retreat designed with zen vibes. We are a 7-9 min walk from Wellesley and Sherbourne subway stations for easy excursions in the downtown core. Private balcony with skyline views, full kitchen, in-suite laundry. Plus building amenities most hotels charge extra for: outdoor pool, hot tub, sauna, gym, rooftop patio, and free parking. Long weekends, working weeks, or a FIFA World Cup match at BMO Field (~25 min by car) — this is your downtown base.

Superhost
Apartment in Toronto
5 out of 5 average rating, 4 reviews

Warm 1BR Suite Steps to Subway City Views!

Elevate your Toronto stay in this sanctuary at the prestigious Teahouse Condos. This modern 1-bedroom suite comfortably sleeps 4 guests, featuring a plush queen bed and a high-quality sofa bed. Experience the perfect blend of Japanese-inspired serenity and urban energy with a private balcony overlooking the skyline, a 55-inch TV, and a chef-ready kitchen. Located steps from the subway and Yonge-Dundas Square, you are at the heart of everything. Note: No free parking on-site.

Guest favourite
A modern living area features a gray sectional sofa with colorful cushions, arranged on a patterned area rug. Wall-mounted artwork and plants add a touch of greenery. Natural light floods the space, highlighting the open layout that connects to the dining area.
Home in Church-Wellesley
5 out of 5 average rating, 15 reviews

Luxury Townhouse in Downtown Toronto TH4

Luxury Townhouse in the Heart of Toronto – 33 Dundonald Street Welcome to your luxurious home away from home! This stunning townhouse offers a perfect blend of modern elegance and comfort. Nestled in a vibrant, central neighborhood, you’re just steps away from everything the city has to offer – from world-class dining and shopping to the best local attractions.

Superhost
A modern living area features a sleek black sofa adorned with decorative pillows, facing a low glass coffee table. Natural light fills the space through large sliding glass doors, with a view of the city skyline. Wall art adds a touch of color to the neutral walls.
Apartment in Church-Wellesley
4.77 out of 5 average rating, 26 reviews

1 BDRM Urban Oasis-Steps toWellesley Subway

Welcome to your home away from home a beautifully appointed 1-bedroom apartment nestled in the vibrant heart of downtown Toronto. Perfectly positioned just a short stroll from Wellesley Subway Station, this urban retreat offers unparalleled convenience and access to the city’s best attractions, dining, and entertainment.

Guest favourite
Condo in Downtown Toronto
4.96 out of 5 average rating, 26 reviews

Near TTC to FIFA 2026 | Private Balcony

- Relax in comfort with a king-size bed and upscale bedding for a truly restful stay - Take in panoramic skyline views from a serene, city-facing balcony - Explore vibrant shopping, dining, and iconic attractions just steps away - Secure your stay and experience Toronto during the excitement of FIFA World Cup 2026

Popular amenities for Church-Wellesley holiday rentals

When is the best time to visit Church-Wellesley?

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Avg. price$153 NZD$155 NZD$167 NZD$187 NZD$194 NZD$209 NZD$225 NZD$213 NZD$194 NZD$182 NZD$175 NZD$167 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 $17 NZD 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 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

    150 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, 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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