Family-friendly vacation rentals in Midtown

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Midtown

  • Total vacation rentals

    Explore 1,040 vacation rentals in Midtown

  • Verified guest reviews

    Over 21,570 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 260 rentals that welcome pets

  • Vacation rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    580 properties have a dedicated workspace

  • Wi-Fi availability

    1,030 of Midtown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Midtown rentals

  • 4.8 Average rating

    Midtown stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Midtown's top spots, include Casa Loma, Royal Ontario Museum, and Evergreen Brick Works

Top-rated family-friendly rentals in Midtown

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
The exterior of the duplex house is shown, featuring a well-maintained front lawn with blooming flowers. The building has a brick façade with large windows framed by vibrant greenery. A small balcony is visible on the upper floor, adorned with potted plants.
Home in Midtown
4.97 out of 5 average rating, 133 reviews

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.

Top guest favorite
A spacious living area is highlighted by a green sofa with decorative cushions, positioned near large glass doors that lead to a private backyard. Natural light fills the space, complemented by contemporary wall art and indoor plants, creating a relaxed and inviting atmosphere.
Home in Davisville Village
4.96 out of 5 average rating, 152 reviews

Family Oasis • Near Subway • Free Parking

BEST MIDTOWN LOCATION AND AMPLE SPACE - ALL TO YOURSELF! FREE 2-CAR PARKING - rare in this area. You’ll be close to everything at this centrally located midtown place steps away from Yonge str. Charming and spacious renovated character home. Sun-drenched family room overlooks a private backyard with a patio. Walking distance to public transit and major streets with 24h shopping and fine dining. 10 minutes to downtown by driving, steps to subway and minutes to top-rated attractions in Toronto!

Top guest favorite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.95 out of 5 average rating, 241 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Guest favorite
Guest suite in Davisville Village
4.77 out of 5 average rating, 396 reviews

Spacious Midtown Suite, Clean, Bright, Near Subway

Renovated, spacious (1000 sqft), private basement suite in vibrant midtown, just a 5-min walk to Yonge-Eglinton Subway and 10 min ride to downtown. Clean, bright, and elegantly furnished, this suite features free parking, high-speed WiFi for remote work, and a comfortable Queen bed plus a sofa bed, ideal for 4 adults or 2 adults & 3 kids. Enjoy a sparkling, modern bathroom and easy access to top restaurants, theatres, and grocery stores. Perfect for families, couples, or business travelers.

Top guest favorite
A cozy living room is illuminated by natural light, featuring a modular grey sofa with vibrant orange and white accents. A modern gas fireplace provides warmth against a textured wall, while shelves display books and decor. A flat-screen television is mounted above the fireplace.
Home in Toronto
5 out of 5 average rating, 114 reviews

Bright & Spacious 3BR Family Home | Walk to Subway

Stay in a bright & spacious 3 BR home just steps from Coxwell Subway, with direct access to downtown Toronto in 10 minutes. Perfect for families, small groups, or business stays, this home combines space, comfort, and unbeatable transit access in one of Toronto’s best walkable neighbourhoods. This family friendly home is full of natural light and features a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

Top guest favorite
A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.
Condo in Davisville Village
4.97 out of 5 average rating, 129 reviews

Luxury Toronto Condo with Private Terrace & BBQ

Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

Guest favorite
An open-concept living area is visible, featuring a modern gray sectional sofa positioned near a circular coffee table. A large abstract painting decorates the wall, and a sleek kitchen with stainless steel appliances is seen in the background. Recessed lighting illuminates the space.
Apartment in Midtown
4.89 out of 5 average rating, 112 reviews

Contemporary Apt in Central Toronto

Ultimate modern living in this exquisite, newly renovated suite nestled in the heart of central Toronto! This immaculate unit features 2 bedrooms, 3 beds, and a stylish 3-piece bathroom. Discover vibrant Midtown and Yonge/Eglinton, with superb restaurants, cafes and picturesque parks/ walking trails at your fingertips. Commuting is a breeze with a TTC bus stop conveniently situated right in front of your doorstep, or take a leisurely ten-minute stroll to reach Eglinton Subway Station.

Top guest favorite
A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.
Apartment in Toronto
4.96 out of 5 average rating, 121 reviews

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Guest favorite
The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.
Apartment in Davisville Village
4.94 out of 5 average rating, 177 reviews

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Guest favorite
A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.
Condo in Yorkville
4.93 out of 5 average rating, 218 reviews

Beautiful 1 Bedroom Yorkville Condo w/ Parking

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.

Guest favorite
A cozy living space features a blue sofa with patterned cushions and a wooden coffee table. A round mirror hangs on the wall, reflecting natural light. A floor lamp provides additional lighting, and a small chair is positioned nearby. A plant adds a touch of greenery.
Home in Midtown
4.91 out of 5 average rating, 118 reviews

Spacious Mid Century w/Patio

Adorable Historic Home with Private Patio & BBQ. ♡ 3 bedroom & 1.5 bath (1 King & 2 Queens) ♡ Hotel Inspired Home with Super Fast WIFI ♡ Automated Check in & Check Out ♡ Steps from St. Clair transit line / connects to Subway ♡ 90/100 Walk Score ♡ 100/100 Transit Score ♡ Walking distance to Casa Loma | Rated #1 by BlogTO of Places to Visit in Toronto ♡ Flexible Check in Check out - Message for Details ♡ A/C ♡ Laundry ♡ BBQ & Fully Equipped Kitchen ❤ Book today!

Top guest favorite
Condo in Davisville Village
4.99 out of 5 average rating, 86 reviews

Midtown Toronto Condo!

This vibrant midtown building is surrounded by diverse dining options, from restaurants to pubs, all within 1-10 minutes’ walk. The subway is just 5 minutes away, offering quick access to Rogers Centre (15 km) and Scotiabank Arena. A nearby bus stop connects you to the rest of the city. Conveniently, the building provides direct access to a Loblaws supermarket and LCBO through the parking garage. Registration number: STR-2406-HTPBPY

Popular amenities for Midtown family-friendly rentals

When is the best time to visit Midtown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,333 GYDG$30,751 GYDG$31,379 GYDG$31,379 GYDG$33,261 GYDG$36,608 GYDG$38,700 GYDG$41,629 GYDG$38,073 GYDG$34,935 GYDG$31,797 GYDG$33,471 GYD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C