Family-friendly holiday rentals in Church-Wellesley

Find and book unique family-friendly homes on Airbnb

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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Top 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, 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.

Top 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 Cabbagetown
4.94 out of 5 average rating, 588 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.

Top 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
4.94 out of 5 average rating, 162 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, 108 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
Guest suite in Annex
4.98 out of 5 average rating, 181 reviews

Bright Modern Private Oasis Lower-Level 1BR 1BA

Newly renovated private lower-level apartment with 1 BR, 1 BA, full kitchen with living and dining area located downtown in the charming Annex West neighborhood. Ideal for quarantine/isolation Your space: - WiFi (75Mbps) - Cozy heated floors - Unlimited hot water - 2-3 min walk to subway and buses - Work remotely in comfort - Child friendly - 2 55" TV's This quiet corner of downtown Toronto sports lots of restaurants, shops, parks, and beautiful streets steps away.

Guest favourite
Condo in Church-Wellesley
4.83 out of 5 average rating, 101 reviews

Modern Residence with Parking @ Heart of Downtown

Heart of Downtown Location! Enjoy your stay in a bright & spacious unit. Premium bedding & floor-to-ceiling windows with amazing skyline views. More information: -College Park Location is perfect for exploration with 24/7 transit, Grocery stores, fast food joints & many shops. -Enjoy indoor building amenities such as Gym -One free parking spot -Please respect the check-in and check-out times. Read the entire description before booking including house rules.

Top 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
4.95 out of 5 average rating, 112 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.

Top Guest favourite
A bright and inviting bedroom features a spacious bed with white linens, framed tropical prints on the walls, and a lamp beside a potted plant. Floor-to-ceiling windows offer stunning views of the city skyline, allowing natural light to fill the space.
Apartment in Discovery District
4.92 out of 5 average rating, 572 reviews

Million Dollar City Views w/ Standup desk, monitor

Gaze at a seemingly unending city view through the floor to ceiling windows of this condo that sits high above the downtown hustle. The 46" HDTV has cable and full streaming, the kitchen is fully equipped with a Nespresso and full sized stove, oven and fridge. Easily work from home at the height adjustable standup desk with 19" external monitor, wireless keyboard and mouse. Perfect for a couple on a weekend getaway or an extended stay of up to 3 months.

Top Guest favourite
A cozy suite features a queen bed with decorative pillows, accompanied by a vibrant red sofa. A TV is positioned on a black unit, while framed floral artwork adorns the walls. A desk and chair are also present, creating a functional workspace in the inviting space.
Guest suite in Riverdale
4.94 out of 5 average rating, 195 reviews

Charming Suite in the Riverdale area of Toronto

While staying in our charming suite, enjoy the comforts of home in our newly renovated space. Our basement suite is fully equipped with bed, bath and kitchenette and includes applicable linens. Enjoy breakfast with the use of our kitchenette including: bar fridge, kettle and a Kuerig coffee maker. Snuggle up after a full day of exploring in our comfortable queen bed. Enjoy the comforts of home while in the heart of the city. Mi Casa es su Casa!

Top Guest favourite
A spacious bedroom features a large queen-size bed with soft bedding and a bedside lamp on each side. A desk sits near the window, providing natural light, while a comfortable sofa is positioned against one wall. Elegant lighting enhances the room's design.
Guesthouse in Garden District
4.88 out of 5 average rating, 103 reviews

Downtown - 1 Bedroom Home Upper unit of house

Private and self-contained Upper unit of a house in the heart of downtown Toronto. Close to the hospital district, the universities & Eaton Centre. Walk to most places in downtown Toronto, or take the public underground, less than a 5 minute walk to College Station. Large 1 bedroom on the top (third) floor, kitchen, living room, main bathroom on the mid-level (second) floor. Must climb stairs. Quiet people only please.

Guest favourite
The inviting bachelor suite features a spacious bed with neutral-toned bedding, complemented by folded towels. A kitchenette is visible in the background, along with modern appliances. Soft lighting enhances the calm ambiance, while stairs are seen leading to the exterior.
Home in Garden District
4.97 out of 5 average rating, 102 reviews

Pembroke Hideaway

Pembroke hideaway is your prime downtown privacy with high end finishes, full kitchen with fridge, stove, microwave, dishwasher and all the essentials. Full walk-in bathroom and shower with laundry facilities in the suite. Ultimate privacy with a separate entrance in a secure property. Walking distance to practically anything in the city. Brand new renovation top to bottom in 2022. Comfort, convenience and Luxury!

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.

Popular amenities for Church-Wellesley family-friendly rentals

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Avg. price$267 AUD$270 AUD$252 AUD$283 AUD$300 AUD$376 AUD$351 AUD$343 AUD$314 AUD$298 AUD$400 AUD$270 AUD
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Quick stats about holiday rentals that are family-friendly in Church-Wellesley

  • Total holiday rentals

    Explore 80 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $62 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,490 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

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Church-Wellesley holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Church-Wellesley rentals

  • 4.7 Average rating

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

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