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.

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 charming front exterior of a heritage home is framed by lush greenery and vibrant orange flowers. A welcoming staircase leads to a covered entryway, with a yellow awning above the door. Large windows accentuate the warm brick facade.
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 bright sleeping area features a spacious bed with crisp white linens and two fluffy pillows. A neat stack of white towels is arranged at the foot of the bed. Natural light pours in through a large window dressed with blue curtains, offering a view of tree-lined streets.
Apartment in Upper Jarvis
4.93 out of 5 average rating, 124 reviews

Toronto Center, No-fuss home away from home

We are doing our best to help you enjoy Toronto with the comforts of home when you stay at our spacious and serene apartment. With its queen bed, twin bunk bed and full kitchen, it’s perfect for families or couples. - NO CLEANING FEE! No hidden costs or strange rules, federal and Provincial taxes included in price. Our place is close to the vibrant Church-Wellesley, Cabbagetown, and Yorkville neighbourhoods. This is a smoke-free unit. No pets. No parties. No parking on premise.

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, 182 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.

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.

Top Guest favourite
Apartment in Toronto
4.96 out of 5 average rating, 47 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.

Superhost
Apartment in Church-Wellesley
4.62 out of 5 average rating, 191 reviews

renovated cozy bachelor downtown Toronto

This cozy bachelor apartment is just one block from Church Street, right in the heart of the Village! It features a brand new 10,000 BTU AC unit to keep you cool during the summer. It’s the perfect spot to stay while you’re in town — clean, comfortable, and in an unbeatable location. You’re sure to have a great time!

Popular amenities for Church-Wellesley holiday rentals

When is the best time to visit Church-Wellesley?

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Avg. price$154 NZD$156 NZD$168 NZD$189 NZD$195 NZD$211 NZD$226 NZD$214 NZD$195 NZD$183 NZD$177 NZD$168 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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