Family-friendly holiday rentals in North York

4.95 out of 5 average rating, 220 reviews

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

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.

4.95 out of 5 average rating, 121 reviews

A spacious living area features a comfortable sectional sofa and a coffee table situated on a patterned rug. A large television is mounted on the wall, while natural light floods in through the windows, which offer views of the backyard and patio.

Home in Toronto

Beautiful Modern Home, Heart of Bayview Village

Stay with confidence at a 6-year Airbnb Superhost home known for exceptional cleanliness and care. This bright 3-bedroom, 2-bath unit offers far more space than a typical hotel or condo, plus a private backyard, a rare city retreat to relax, enjoy a morning coffee, or unwind after a day out. Located minutes from Bayview Village, it features up to 2 dedicated parking spots, a comfortable layout, private bedrooms, and inviting living areas, ideal for families, professionals, and longer stays.

4.99 out of 5 average rating, 250 reviews

Home in Downtown Toronto

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, 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

4.99 out of 5 average rating, 425 reviews

A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.

Home in Vaughan

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

4.99 out of 5 average rating, 207 reviews

A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.

Home in York

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

4.98 out of 5 average rating, 322 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

5 out of 5 average rating, 33 reviews

Designer Sunset view unit | sleep 4 | free parking

Enjoy a stylish experience at this centrally located brand new place. ⭐️ Amazing and spacious 1 Bedroom (queen size bed) ⭐️ Queen size sofa bed/pull out couch (can sleep 2) ⭐️ Big 3 piece bathroom with tub. ⭐️ High floor with unobstructed sunset view of Toronto ⭐️ huge balcony with seatings (chairs and tables) ⭐️ In unit laundry ⭐️ 2-4 minutes Walking distance to Metro and public transit (North York station) ⭐️ surrounded by many restaurants and bar ⭐️ 1 indoor parking in garage

4.96 out of 5 average rating, 422 reviews

A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.

Flat in Richmond Hill

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

4.99 out of 5 average rating, 102 reviews

The bedroom features a spacious bed dressed in soft linens, complemented by decorative pillows. Natural light streams through large windows overlooking wooded surroundings. A wooden dresser, a desk with a chair, and soft lighting create a cozy atmosphere.

Guest suite in Toronto

Forest View Oasis, Modern Suite w/ Free Parking

Peaceful forest view from your modern, self-contained suite🌲 ✨! Ideal for solo travellers, couples, or small family: Free parking Fast Wi-Fi & smart 4KTV Queen bed & fresh linens Kitchenette Private entrance Roger Stadium is just 5' driving or 30' walking We’re Superhosts and a Guest-Favourite, so expect quick, friendly help. Book now while your dates are open!

A well-kept garden features colorful flower beds with a variety of blooms. A patio area is equipped with a dining set under an orange umbrella, surrounded by lush greenery and soft grass. The setting is inviting and tranquil, ideal for outdoor relaxation.

4.89 out of 5 average rating, 246 reviews

Your home in Toronto

Beautifully renovated, fully furnished and equipped basement apartment in a quiet home. Walking distance to subway and easy access to major highways and York University.

5 out of 5 average rating, 18 reviews

Luxury 2-Story Loft• Free Parking Steps to Transit

stylish city retreat that balances luxury with convenience

Popular amenities for North York family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

4.85 out of 5 average rating, 142 reviews

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

4.91 out of 5 average rating, 130 reviews

The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.

Apartment in Unionville

Downtown Markham Unionville

4.91 out of 5 average rating, 112 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

4.94 out of 5 average rating, 179 reviews

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Flat in Mississauga

Luxury Stay w/phenomenal view!

Apartment in Downtown Toronto

A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.

4.98 out of 5 average rating, 215 reviews

Stylish Condo | Walk to BMO Field + FIFA Festivals

Apartment in Downtown Toronto

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Beautiful Lake View Studio Condo + 1 free Parking

A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.

4.92 out of 5 average rating, 183 reviews

Large & Bright 2BR+Den in Midtown w/ Free Parking

Apartment in Downtown Toronto

A well-lit bedroom features a spacious bed with neatly arranged towels. Two nightstands flanking the bed hold lamps. A desk and chair are positioned by the window, complemented by greenery. A large mirror and a TV are mounted on the wall, enhancing the relaxed atmosphere.

4.98 out of 5 average rating, 114 reviews

Luxury Downtown Condo For 6 (CN Tower View)

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 62 reviews

An open living area features a stylish fireplace, a yellow sectional sofa, and a modern TV unit. The kitchen includes sleek cabinetry and stainless steel appliances. Soft lighting and neutral tones create a bright and inviting design, complemented by a plush area rug underfoot.

Home in Richmond Hill

Newly Renovated Bright Suit with Free Parking

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.

4.96 out of 5 average rating, 113 reviews

Toronto Island Wonderland View

4.98 out of 5 average rating, 179 reviews

Place to stay in Midtown

A spectacular and authentic loft!

4.98 out of 5 average rating, 56 reviews

A sleek kitchen area features a polished black marble countertop with unique veining. The backdrop is an elegant wooden wall with vertical slats, complemented by warm ambient lighting. The smooth marble flooring adds a touch of sophistication to the space.

Home in Vaughan

Luxury & Modern Home in Thornhill, Parking, Yard

4.92 out of 5 average rating, 171 reviews

The spacious living area features a light-colored sectional sofa arranged around a circular coffee table. A large Smart TV is mounted on the wall, while abstract artwork adorns the walls. Natural light enters through double doors leading to the patio, complemented by a decorative plant.

Home in Markham

2BR+2Bath! 2queen beds! Luxury Private Quiet Clean

Guest suite in Scarborough

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

4.94 out of 5 average rating, 130 reviews

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

A cozy living room is presented, featuring a mounted television above an elegant fireplace. Two distinct seating areas are visible, one with a blue sofa and yellow armchair, and another with mustard-colored chairs. A round coffee table sits in the center, complemented by a textured area rug.

4.85 out of 5 average rating, 33 reviews

Central Yonge street location

4.97 out of 5 average rating, 67 reviews

A modern dining area features a circular glass table surrounded by four sleek chairs. Overhead, a unique light fixture adds visual interest to the space. An open concept kitchen is visible in the background, showcasing contemporary appliances and a clean aesthetic.

Home in Toronto

6ix Nest: Entire Modern Home - TTC & FREE Parking

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 140 reviews

Flat in Downtown Toronto

Stunning Skyline View Condo, Steps to CN Tower

4.97 out of 5 average rating, 101 reviews

The entrance features a wide stone staircase leading to double wooden doors with intricate designs. Potted plants add greenery on either side, while a pathway is lined with grass and nearby trees. The home's facade showcases classic stonework and a tiled roof.

Place to stay in Toronto

The Snug Oasis - Woodstock (Near Airport)

Superhost

The modern building exterior features large windows that allow natural light to fill the space. A sleek front door is framed by a geometric overhang. The driveway accommodates several vehicles, and a vibrant red car is parked in the foreground.

4.87 out of 5 average rating, 101 reviews

Charming and Luxurious 2BR+1Bath Guest Suite

5 out of 5 average rating, 104 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guest house in Brampton

Bright and Airy Guest Suite with Pool

4.85 out of 5 average rating, 120 reviews

A spacious living room is presented with a neutral-colored sectional sofa adorned with yellow accent pillows. A small glass side table complements the seating area, while a patterned area rug adds texture to the floor. Natural light enters through a window placed above the sofa.

Flat in York

Bright, spacious luxury basement apartment

4.96 out of 5 average rating, 28 reviews

Stylish Condo-Yonge & Eglinton/Midtown Toronto

A view from the kitchen showcases a modern living space filled with natural light. A granite countertop highlights sleek appliances, while the background reveals a cozy seating area and a large window with city views. A TV and decorative plant enhance the inviting environment.