Family-friendly holiday rentals in Midtown

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Midtown

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

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Top guest favourite
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 Deer Park
4.97 out of 5 average rating, 118 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 favourite
A compact bedroom is furnished with a spacious bed dressed in striped linens. Artwork is displayed on the walls, and a mirrored closet adds depth to the space. Natural light enters through partially covered windows, while soft bedside lamps provide illumination.
Flat in Oakwood Village
4.96 out of 5 average rating, 139 reviews

Cozy 1-bdm suite filled with amenities & parking

A whimsically decorated basement apartment with a separate entrance that welcomes all. The exposed brick gives it a unique character and the location means you're not too far from downtown, close to public transportation and away from congestion. Enjoy amenities such as a kitchenette with all the fixings for a continental breakfast, plentiful snacks and refreshments. The kitchen offers an induction cooktop & toaster oven instead of a stove. Guests can enjoy Netflix, Wifi, and free parking.

Top guest favourite
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
4.94 out of 5 average rating, 213 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.

Top guest favourite
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.
Apartment in North Toronto
4.97 out of 5 average rating, 117 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 favourite
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.
Flat in Yonge-Eglinton
4.88 out of 5 average rating, 103 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 favourite
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.
Flat in Davisville Village
4.95 out of 5 average rating, 159 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 favourite
Apartment in North Toronto
4.85 out of 5 average rating, 122 reviews

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

1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Top guest favourite
A modern living area is highlighted by a light-colored sectional sofa and a round wooden coffee table. Natural light fills the space from large windows, while a decorative plant adds a touch of greenery. An open kitchen is visible in the background, featuring contemporary appliances.
Home in Yonge-Eglinton
5 out of 5 average rating, 51 reviews

3 Min to Subway | Free Parking* | Free Laundry

Welcome to The Eglinton, conveniently located 3 minutes walk to trendy Restaurants & Bars, Grocery, and Transit — 🏙️ 15 mins transit to Downtown (Bloor Stn), 20-40 mins to Financial District, CN Tower, Ripleys, ROM, UofT + Super Fast Wifi (up to 1.5 Gbps) + Free ensuite Washer & Dryer + Smart TVs (2x) + Extra Monitors in workstation (2x) + Central A/C and Heating + Fully equipped Kitchen + Memory foam mattresses + Keurig Coffee Maker W/Pods

Top guest favourite
A modern living area features a spacious gray sectional sofa adorned with colorful throw pillows. Abstract artwork is displayed on the walls, while a round coffee table holds snacks. A large window allows natural light to fill the room, with a view of greenery outside.
Home in Annex
5 out of 5 average rating, 219 reviews

Annex Garden Coach House

Welcome to the Annex Garden Coach House! Well suited for solo and family travellers alike, seeking a centrally located, quiet little house, surrounded by backyard trees, in the leafy Annex neighbourhood. You're able to park for free at your private front door, and it's a quick walk to your choice of three nearby subway stations.

Top guest favourite
A light-filled open space features a comfortable sofa adorned with soft cushions in various colors. A small coffee table is centered in front of the sofa, and large glass doors lead to the outside, allowing natural light to illuminate the area.
Guest suite in Bedford Park
4.97 out of 5 average rating, 105 reviews

Private studio, clean and bright.

This open concept studio suite is great for work trips and visits with family and friends in the neighbourhood. Lower level with entry through back yard. Fully furnished with everything you’ll need for a short-term stay. Flexible check-in/out by request. *Street parking permits available from city of Toronto.

Top guest favourite
Home in Yonge-Eglinton
5 out of 5 average rating, 45 reviews

Modern 2BR House | Cozy, Family-Friendly & Central

Enjoy a stylish and spacious 2-bedroom house 🏡 with modern amenities, perfect for families and groups of up to 8 guests. Just minutes from downtown Toronto 🏙️, this home features 2 bathrooms 🚿, a fully equipped kitchen 🍴, 1 parking spot 🚗, and a queen-sized sofa bed 🛏️.

Top guest favourite
Place to stay in Christie Pits
4.98 out of 5 average rating, 174 reviews

A spectacular and authentic loft!

A one of a kind 1500 sq. ft. post and beam hard loft with wood floors, brick walls and high rafted ceilings.This unique space is decorated with the latest in contemporary designs.Stunning roof top deck over looks a very hip neighbourhood and the city!

Popular amenities for Midtown family-friendly rentals

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

  • Total holiday rentals

    Explore 900 holiday rentals in Midtown

  • Verified guest reviews

    Over 20,000 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    90 properties feature pools

  • Rentals with dedicated workspaces

    540 properties have a dedicated workspace

  • Wifi availability

    890 of Midtown holiday rentals include wifi 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 Christie Pits Park

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