
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.

*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.

Elegant Toronto Lakeview Condo 1+1 w. Free Parking
Step into a world of breathtaking, unobstructed lake views from the private balcony of this executive-style condo. The cozy interior blends comfort and style perfectly. Every inch of this compact space is designed for your convenience and relaxation. Located within walking distance of iconic attractions like Rogers Centre, Scotiabank Arena, Billy Bishop Airport, and the vibrant Entertainment District. Perfect for couples, solo adventurers, business travelers, and families (with kids).

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.

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.

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.

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.

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!
Popular amenities for Church-Wellesley family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury CN Tower and Lake View Penthouse Sleeps 10

Beautiful Penthouse with Breathtaking View

Year-Round Heated Pool & Hot Tub Family Oasis

The Fort York Flat

Luxury Stay w/phenomenal view!

Lakeside Condo Studio In Downtown Toronto

Luxury 1 Bedroom Suite In Heart Of Toronto

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

Lux Spacious 3 Beds w CN Tower View (Free Parking)

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

Luxe 1+Den Condo in Downtown Toronto Stylish Stay

A spectacular and authentic loft!

Stylish Yorkville Studio: Near U of T & ROM

Mid-town T.O. getaway - conveniently located

Downtown Toronto Heritage Home

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

270° CN Tower View - Stunning 3BR - Free Parking

MillionDollarView49thFloor☀CN Tower LAKE W/Parking

Beautiful Condo Across CN Tower and MTCC

Lux Waterfront Condo Pool Hot Tub Free Parking

CN Tower View 4BD Penthouse+Rogers Centre+Parking

Toronto's Perfect View Apartment

Luxury condo 2+2 /free parking on Bay Street

Luxury Downtown Condo For 6 (Near CN Tower)
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 147 | € 149 | € 139 | € 156 | € 165 | € 207 | € 193 | € 189 | € 173 | € 164 | € 220 | € 149 |
| 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 € 34 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 patio Church-Wellesley
- House rentals Church-Wellesley
- Rentals with outdoor seating Church-Wellesley
- Fitness-friendly rentals Church-Wellesley
- Rentals with a hot tub Church-Wellesley
- Rentals with a fireplace Church-Wellesley
- Flat rentals Church-Wellesley
- Rentals with breakfast Church-Wellesley
- Rentals with pools Church-Wellesley
- Pet-friendly rentals Church-Wellesley
- Rentals with a sauna Church-Wellesley
- Apartment rentals Church-Wellesley
- Rentals with a washing machine and dryer Church-Wellesley
- 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
- BMO Field
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




