
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.

2-Bedroom House In Deer Park
Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

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.

Centrally Located Haven
Quick access to all downtown venues from this perfectly located unit - entire apartment to yourself :) Enjoy Yorkville, Church & Yonge streets, the distillery district etc. Restaurants, groceries, and a subway station all within walking distance. The world's at your fingertips. ! Perfect WFH space with high speed internet Welcoming respectful guests who will be on the quieter side and won't disturb my neighbors. Building amenities (exercise room, laundry, etc) available upon request.

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!

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 | 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!

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.

Spacious and Modern Garden Suite Studio
Bright, modern and large studio of nearly 700sqft/70sqm in North America’s largest Victorian district just minutes from Yonge Street, Ryerson, and the Village. Great for those who don’t want the hassle or sterility of condo rentals. Queen Murphy bed with extra deep mattress plus a Bensen sleeper sofa that sleeps one adult or two children. Full shutters that block out light or let some in while maintaining privacy during the day.

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
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

Scotiabank Arena/Union Station

The Penty: Luxurious Penthouse with Pool, Hot Tub

Year-Round Heated Pool & Hot Tub Family Oasis

The Fort York Flat

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 6 (Near CN Tower)

Studio by Lake -Close to Central Airport & Station
Family- and pet-friendly home rentals

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

Wellesley Station 3-Min, Museums & Winter Shopping

A spectacular and authentic loft!

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

Admire City Views from Bed at this Chic Apartment

renovated cozy bachelor downtown Toronto

Downtown Gem | Free Parking + Private Rooftop Deck

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

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

Lux Waterfront Condo Pool Hot Tub Free Parking

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
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$36,221 GYD | G$36,640 GYD | G$34,127 GYD | G$38,315 GYD | G$40,618 GYD | G$50,877 GYD | G$47,527 GYD | G$46,480 GYD | G$42,502 GYD | G$40,409 GYD | G$54,227 GYD | G$36,640 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$8,375 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
- Rentals with pools Church-Wellesley
- Apartment rentals Church-Wellesley
- Rentals with breakfast Church-Wellesley
- Fitness-friendly rentals Church-Wellesley
- House rentals Church-Wellesley
- Condo rentals Church-Wellesley
- Rentals with a sauna Church-Wellesley
- Rentals with outdoor seating Church-Wellesley
- Pet-friendly rentals Church-Wellesley
- Rentals with a washer and dryer Church-Wellesley
- Rentals with a patio Church-Wellesley
- Rentals with a hot tub 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




