
Family-friendly vacation 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.

Luxury Yorkville Escape | Condo in Prime Location
Discover refined living in this beautifully furnished apartment in Yorkville Toronto’s most glamorous & exclusive neighborhood. With new furniture & modern appliances, this space blends comfort with sophistication. Step outside and find yourself surrounded by luxury boutiques, acclaimed restaurants, chic cafes, & world-class art galleries. With Bay subway station just a 3 minute walk away, the entire city is at your fingertips. Elevate your lifestyle in a place where elegance meets convenience.

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.

King bed, Big kitchen, Free Parking, Central
Welcome to 9 Selby St. Downstairs Apartment. We genuinely hope that you have an enjoyable stay in our home and in our city. We know just how ideal our neighbourhood is for sightseeing, great walks in every direction and convenient stores across the street. One minute from subway/transit -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)

Private Coach House near the Bluffs
This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

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.

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.

Town Inn Suites
Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Stylish 1870s Home near Distillery District & Old Toronto
“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

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.

Lake Views | Downtown | Charming | by UFT & TMU
Enjoy the best of downtown Toronto in this stylish condo located near Yonge and Wellesley. Perched on a high floor, this unit offers breathtaking views of Lake Ontario and boasts top-tier amenities, including a pool, fully-equipped gym, and a relaxation room, so you can unwind in style. Indulge in renowned spots like Hey Tea and Japadog, right at your doorstep! Enjoy the comfort of living near UofT and TMU, a short 10 minute walk away. Experience downtown living at its finest!

Beautiful Suite in Historic Cabbagetown
Beautifully renovated 1 bed 1 bath lower level in historic Cabbagetown. Tastefully designed and updated throughout. Cabbagetown is a largest protected Victorian Heritage area in North America with houses dating back to the 1800s. One of Toronto's founding neighbourhoods, it's ideal to visit being very close to the downtown core while maintaining an authentic neighbourhood feel. Walking distance to shops and restaurants, and nature with Riverdale Farm and the Don Valley.

Stunning Yorkville Townhome Backing onto Park
Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.
Popular amenities for Church-Wellesley family-friendly rentals
Family-friendly home rentals with a hot tub

Unwind on the Private Terrace of a Downtown Oasis

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

The Penty: Luxurious Penthouse with Pool, Hot Tub

Lux Waterfront Condo by Rogers -IndoorPool-Parking

The Fort York Flat

Stylish Downtown Toronto Condo with Free Parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Charming Condo w Parking, CN Tower View & Pool
Family- and pet-friendly home rentals

Stylish Yorkville Studio: Near U of T & ROM

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

1300sf unique artists loft. Downtown coach house

The Beaches pied-á-terre (Woodbine Beach)

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto

Downtown Toronto Heritage Home

4 BR, 3BA Modern Toronto Home | Offices, Espresso
Family-friendly home rentals with a pool

Welcome to the heart of Toronto

Premium-Style 1 Bed+Den Condo in Downtown Toronto

CN Tower View 4BD Penthouse+Rogers Centre+Parking

City Living Next to CN Tower + 1 Free Parking

Hidden gem in Humber bay shores Toronto w/ parking

Stylish 1 BDRM/ GYM/WIFI/ Laundry

1 BR Downtown w/Pool & Gym Near Subway & Hot Spots

Skyline Views, Pool, Sauna, Downtown Access
Quick stats about vacation rentals that are family-friendly in Church-Wellesley
Total vacation rentals
Explore 80 vacation rentals in Church-Wellesley
Nightly prices starting at
Church-Wellesley vacation rentals start at € 34 per night before taxes and fees
Verified guest reviews
Over 2,490 verified reviews to help you choose
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Vacation 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 vacation 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
Destinations to explore
- Rentals with a washer and dryer Church-Wellesley
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- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara