Family-friendly holiday rentals in Church-Wellesley

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Church-Wellesley

  • Total holiday rentals

    Explore 90 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,570 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    90 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!

Top-rated family-friendly rentals in Church-Wellesley

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Downtown Toronto
4.89 out of 5 average rating, 124 reviews

Spacious boutique condo beside subway station

Located in the heart of Toronto's downtown core, this fabulous 2 bedroom, 2 bathroom condo is bathed in natural light as it features 10-foot ceilings, floor-to-ceiling windows, a cozy gas fireplace, a great kitchen w/ granite counters, and overlooks Yonge St. With a 24/7 concierge-security. Walking distance to many attractions and steps from the Wellesley subway station there is easy access to all over Toronto. We look forward to hosting you in our well kept, stylish and friendly Toronto Condo.

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 Downtown Toronto
4.93 out of 5 average rating, 160 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 and hosting fees 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
Condo in Downtown Toronto
4.95 out of 5 average rating, 177 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
4.95 out of 5 average rating, 255 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.

Top Guest favourite
Apartment in Downtown Toronto
4.93 out of 5 average rating, 105 reviews

Private Cozy Downtown Condo

Centrally located in Toronto, this apartment fits 4 people and boasts full access to amenities, in unit laundry, and a brief walk to the North and South Subway lines to navigate and explore the city with ease. 736 Bay Street promises a comfortable stay for any working professional, a family visiting sick kids or any of the surrounding hospitals, friends looking to discover the vibrant city, and everything in between. Parking is available, pets ARE permitted, and this is a non-smoking unit.

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 Downtown Toronto
4.93 out of 5 average rating, 154 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 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 Downtown Toronto
4.88 out of 5 average rating, 118 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.

Guest favourite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Downtown Toronto
4.94 out of 5 average rating, 625 reviews

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

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 Downtown Toronto
4.92 out of 5 average rating, 215 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 bright kitchen area features a central island with seating for three. Modern cabinetry and appliances are visible, including a microwave and coffee maker. Warm wooden floors and recessed lighting enhance the inviting space.
Apartment in Downtown Toronto
4.99 out of 5 average rating, 120 reviews

King bed, Big kitchen, Free Parking, Central

Welcome to 9 Selby Street – Downstairs Apartment. We hope you enjoy your stay in our home and city. Our neighbourhood is close to popular attractions, offers great walks, and has convenient stores across the street. The subway and transit are a one-minute walk away. -Private apartment with own laundry -Spacious and bright kitchen -Smart tv, working desk, fast Wi-Fi -Cozy living room with a huge TV -Sleeping: Bedroom has luxury King bed, living room has 2 futons (full size)

Top 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 Downtown Toronto
4.96 out of 5 average rating, 186 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 suite looks onto Wellesley St, With many restaurants and stores right outside the front door everything is within arms reach. Enjoy the cozy living room with a large flat screen, with a queen size bed and a kitchen that is fully stocked for all your needs. Relax on 2 rooftop patios with natural gas BBQ’s and a rooftop gym.

Guest favourite
The city skyline of Toronto is displayed at sunset, featuring the iconic CN Tower illuminated against a vibrant sky of orange, pink, and purple hues. The skyline includes a mixture of modern buildings, with reflections visible on the water's surface.
Apartment in Downtown Toronto
4.77 out of 5 average rating, 229 reviews

Toronto - Next Level

This apartment is in the heart of downtown Toronto. You have your own kitchen and washroom in this apartment. There is one queen size bed and one pull out couch. There are two closets, a three piece bathroom and a kitchen. The building is secure, so be calm and collected in public spaces. No horseplay, no loitering. There are large fines for noise in the building as well as smoking.

Popular amenities for Church-Wellesley family-friendly rentals