
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.

Panoramic Views in the Heart of Downtown
Designed with comfort and functionality in mind, our luxury condo is perfectly located in Downtown Toronto. Steps from the following hot spots: - Women's College Hospital –2 min walk - Toronto General Hospital –5 min walk - Queen’s Park – 6 min walk - University of Toronto –8 min walk - Yonge-Dundas Square –10 min walk Also a 4-min walk to College Subway Station. Enjoy nearby amenities, top-tier dining, cafes, hospitals, and parks—all within minutes! Ideal for families and business travellers.

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.

Loft-Style Private Studio Little Italy/Ossington
From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

Modern Downtown Loft with Private Garden
Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

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.

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.

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.

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.

Urban Escape in Prime Location + 1 Free Parking
Escape to this modern condo in Toronto's charming Cabbagetown, surrounded by scenic parks, local cafes, and the vibrant Distillery District. The condo is professionally decorated, offering a stylish and private retreat with no shared spaces. Thoroughly cleaned between each guest, it provides a fresh, inviting atmosphere—perfect for exploring the city or simply relaxing in your own space.
Popular amenities for Church-Wellesley family-friendly rentals
Family-friendly home rentals with a hot tub

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

The Penty: Luxurious Penthouse with Pool, Hot Tub

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

Lux Waterfront Condo Pool Hot Tub Free Parking

The Fort York Flat

Luxury Stay w/phenomenal view!

Stylish Downtown Toronto Condo with Free Parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Family- and pet-friendly home rentals

Explore City Life, Pool, Gym, Patio

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

A spectacular and authentic loft!

Canadiana Downtown Condo w/King Bed + Free Parking

One bedroom vacation rental at The Beaches

Eclectic Apartment in The Village near Yorkville

Luxury 1 Bedroom Condo in Downtown Toronto

Downtown Toronto Heritage Home
Family-friendly home rentals with a pool

Beautiful Condo Across CN Tower and MTCC

Prime Downtown Spot by Wellesley, Transit Nearby

Hidden gem in Humber bay shores Toronto w/ parking

Chic, High-Rise Apartment with CN Tower Views

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Luxury condo 2+2 /free parking on Bay Street

Enjoy the City Skyline View with Pool & Gym

Studio by Lake -Close to Central Airport & Station
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,178 GYD | G$36,596 GYD | G$34,087 GYD | G$38,269 GYD | G$40,570 GYD | G$50,816 GYD | G$47,471 GYD | G$46,425 GYD | G$42,452 GYD | G$40,360 GYD | G$54,162 GYD | G$36,596 GYD |
| 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 G$8,365 GYD 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 washer and dryer Church-Wellesley
- Condo rentals Church-Wellesley
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- Rentals with outdoor seating Church-Wellesley
- Rentals with breakfast Church-Wellesley
- House rentals Church-Wellesley
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- Rentals with pools Church-Wellesley
- Rentals with a patio Church-Wellesley
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- Pet-friendly rentals Church-Wellesley
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- 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




