
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.

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.

Cute Private Apartment near University of Toronto
This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

*Gorgeous & professional condo in Yorkville*
Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

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.”

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

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.

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.

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.

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.
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

The Penty: Luxurious Penthouse with Pool, Hot Tub

Year-Round Heated Pool & Hot Tub Family Oasis

Lux Waterfront Condo Pool Hot Tub Free Parking

The Fort York Flat

Lakeside Condo Studio In Downtown Toronto

Toronto's Perfect View Apartment

Luxury 1 Bedroom Suite In Heart Of Toronto
Family- and pet-friendly home rentals

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

A spectacular and authentic loft!

Stylish Yorkville Studio: Near U of T & ROM

Mid-town T.O. getaway - conveniently located

One bedroom vacation rental at The Beaches

Downtown Toronto Heritage Home

Private 1-br Apartment: Your Secluded Getaway!

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

Explore City Life, Pool, Gym, Patio

City center/luxury amenities condo in Yorkville

High-End 1 Bed+Den Condo in Downtown Toronto

Beautiful Condo Across CN Tower and MTCC

* 2 bedroom CN Tower/Lake View *

Bright, spacious luxury basement apartment

Stylish 1 BDRM/ GYM/WIFI/ Laundry

King West Triplex Main FLR PVT APT 1 BDRM Parking
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $225 SGD | $228 SGD | $212 SGD | $238 SGD | $252 SGD | $316 SGD | $295 SGD | $289 SGD | $264 SGD | $251 SGD | $337 SGD | $228 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 2,490 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
80 of Church-Wellesley holiday rentals include wifi 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 fireplace Church-Wellesley
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- Rentals with a washing machine and dryer Church-Wellesley
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- Rentals with breakfast Church-Wellesley
- House rentals Church-Wellesley
- Rentals with a patio 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
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




