
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.

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.

Spacious 1-Br apt in TO downtown
This spacious 1-bedroom apartment offers beautiful city views, a private balcony, and premium building amenities, including a pool and gym. Relax in the spacious living room, or enjoy the fully-equipped kitchen complete with a Nespresso coffee machine. Located just steps from top attractions, dining, and college station, it’s the perfect base for exploring Toronto. Whether you’re here for business or leisure, this modern retreat provides the ideal blend of comfort, convenience, and style.

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!

Lake Views | TMU | UofT | Pool | Gym & Parking
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 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.

Mins to Trains | 2 Bed+ Office + Bed |w Parking DT
Charming, Modern 2 bedroom + den in the heart of Toronto. Just a few steps from amazing restaurants, bbq, cafes, bars, and so much more. Perfect for a weekend getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything Toronto has to offer. Unbeatable location with Downtown, Metro Convention Center, Eaton Center, Dundas Square, Harborfront, and UofT. The subway are a short walk away. Parking spot available as well!

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!

Stylish 1870s Home near Distillery District & Old Toronto
Named a Top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

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
Family-friendly home rentals with a hot tub

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

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

Scotiabank Arena/Union Station

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

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

Wellesley Station 3-Min, Museums & Winter Shopping

Stylish Yorkville Studio: Near U of T & ROM

Artistic loft near U of T. Free parking. Unique!

Admire City Views from Bed at this Chic Apartment
Garden Home @ Trinity Bellwoods Park

Downtown Toronto Heritage Home

Skyline Views, Pool, Sauna, Downtown Access

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

Hidden gem in Humber bay shores Toronto w/ parking

Bright, spacious luxury basement apartment

Luxury 1BD Condo w/ Stunning Views - Toronto

Lux Condo w/ Free Parking, King Bed, Clean, Quiet

Perfect spot downtownToronto,free parking,gym,pool

Chic Downtown Condo w/ Private Patio + Parking

Award Winning 3BR Luxury Penthouse •Stunning Views

Across Street from CN Tower,Rogers,Aquarium,MTCC!
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ635 | ﺩ.ﺇ643 | ﺩ.ﺇ599 | ﺩ.ﺇ672 | ﺩ.ﺇ712 | ﺩ.ﺇ892 | ﺩ.ﺇ834 | ﺩ.ﺇ815 | ﺩ.ﺇ746 | ﺩ.ﺇ709 | ﺩ.ﺇ951 | ﺩ.ﺇ643 |
| 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 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 ﺩ.ﺇ147 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 fireplace Church-Wellesley
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- Rentals with a hot tub Church-Wellesley
- Apartment rentals Church-Wellesley
- Condo rentals Church-Wellesley
- Pet-friendly rentals Church-Wellesley
- Rentals with pools Church-Wellesley
- Fitness-friendly rentals Church-Wellesley
- Rentals with a patio Church-Wellesley
- House rentals Church-Wellesley
- Rentals with a sauna Church-Wellesley
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- Rentals with outdoor seating 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
- 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




