Family-friendly vacation rentals in North York

5.0 out of 5 average rating, 5 reviews

Luxury Toronto Stay | BBQ, Gazebo, Games & Parking

Experience a luxurious stay in one of Toronto's most desirable North York neighborhoods. This spacious 3-bedroom, 2-bath home features a gazebo, BBQ, games room, free parking, high-speed Wi-Fi and stylish living spaces perfect for families, friends, and business travelers. Located near Bathurst & Finch, you're minutes from shopping, restaurants, transit, parks, and major highways, making it easy to explore everything Toronto has to offer while enjoying the comfort of a quiet residential retreat.

FamilyLocationComfort

5.0 out of 5 average rating, 18 reviews

Apartment in Downsview

Charming Urban Escape!

Welcome to Your Charming 2-Bedroom Retreat in North York! Experience comfort and convenience in this beautifully appointed 2-bdrm home located on Powell Road. Just steps away from the brand-new Budweiser Stage, and minutes from popular destinations like Home Depot, Costco, and a variety of shops, restaurants, and everyday essentials. Whether you’re here for business or leisure, this cozy and stylish space offers everything you need for a relaxing stay in the city. 7 Years super host in a row!

Indoor spacesFamilyCleanliness

A modern living area features sleek black sofas accompanied by decorative pillows. A light marble coffee table sits between them. Large windows provide natural light and a view of the outdoors, while a wall-mounted television is visible in the kitchen space.

4.94 out of 5 average rating, 106 reviews

*New* Modern Home Toronto, 5-min walk to Metro

Step into this modern 2-bed 2.5-bath house for your next cozy yet luxe home away from home! You’ll be located in up-town Toronto. You’re one train away from the CN Tower and the downtown core. You'll be situated close to Pearson Airport, shopping malls, stores, and an array of trendy restaurants. The home is equipped for all your needs, including a full kitchen with all the right appliances, high-speed Wi-Fi, and free parking. My goal is for you to feel at home - when you’re away from home.

FamilyIndoor spacesHospitality

5.0 out of 5 average rating, 155 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Indoor spacesFamilyTV

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.

4.95 out of 5 average rating, 129 reviews

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.

Indoor spacesKitchenCondition

4.93 out of 5 average rating, 189 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

Fully renovated, modern, Bright, luxurious, and spacious ( over 1800 sq/ft) 2-bedroom, 2-bathroom high ceiling above ground apartment, separate entrance, and Patio for your next cozy home away from home! 5-star rated and top 5% of homes in AirBnB! As central as it gets in the GTA. You'll be close to Pearson Airport, Highway 401/404/407, shopping malls, grocery stores, and an array of trendy restaurants, movie theaters, parks, and bicycle/ hiking trails all around Book With Confidence!

KitchenIndoor spacesTV

4.99 out of 5 average rating, 213 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

Indoor spacesKitchenOutdoor spaces

4.93 out of 5 average rating, 214 reviews

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in Toronto

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

FamilyKitchenComfort

4.86 out of 5 average rating, 138 reviews

The geodesic dome features a modern white exterior, set against a backdrop of trees. A wooden deck extends from the dome, leading to a covered gazebo, with a pathway of wood chips guiding the approach. Soft sunlight filters through the branches, creating a serene atmosphere.

Dome in Uxbridge

The Bubble Glamping Dome

Escape to a luxury geodesic dome on our scenic farm, nestled at the edge of the forest. Fully equipped with heating, cooling, a private washroom, deck, and hot tub, it’s the perfect blend of comfort and nature. Explore the farm, meet our sheep, chickens, and livestock guardian dog, or hike over 100 acres of connected regional forest. Whether you’re relaxing under the stars or adventuring outdoors, this unique glamping retreat promises an unforgettable experience.

Indoor spacesFamilyCheck-in

Guesthouse in Richmond Hill

The exterior of a newly constructed coach house is showcased, featuring a modern design with stone and brick elements. Two garage doors are visible, along with a front porch and balcony above. A well-maintained lawn and a young tree add greenery to the inviting entrance.

4.94 out of 5 average rating, 106 reviews

Entire 1 Bedroom Detached Coach House

This completely private and newly built (Dec 2023) independent one bedroom coach house is located in the prestigious Observatory Hill neighborhood in south Richmond Hill. Convenient location near transit, shops and restaurants (mins drive to Hwy 404 and Hwy 407). This unit also offers secure internet, Keurig coffee machine, TV, independent AC, furnace, laundry, private entrance with easy Smart Lock access and two free parking on the driveway and many more!

KitchenIndoor spacesHospitality

5.0 out of 5 average rating, 22 reviews

Guest suite in Toronto

Luxury Private 1BR Suite l Toronto

A custom home built in 2025. This is a completely furnished 1-bedroom suite with a bathroom, a private laundry, free parking, and amenities at the heart of North York (Yonge and Sheppard) Enjoy your Toronto stay at our suite. - 2 minutes walk to Yonge-Sheppard Subway station - 2 minutes walk to restaurants and shopping - 20 minutes from Pearson airport - Approx. 6 km to Rogers Stadium - Subway to Rogers Centre - EV Charger available upon request

Indoor spacesKitchenLaundry

4.95 out of 5 average rating, 73 reviews

A modern living area features a sleek sofa paired with a round coffee table. A flat-screen TV is mounted on the wall, providing entertainment options. Light streams in through large windows, illuminating the neutral color palette and contemporary decor. A standing lamp and wall art add subtle detail.

Apartment in Toronto

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

Our space is professionally designed with all new furniture, located in the heart of North York, right above the subway entrance. The unit is perfect for international visitors, families, and business travellers. About the unit: ➜ Located right above Sheppard/Yonge Subway station. ➜ Free secured parking for 1 car ➜ Keyless 24HR self check-in ➜ Over 920 ft² / 85m² of space ➜ Walk score of 98 - Excellent! ➜ Transit score of 100 - Excellent!

KitchenIndoor spacesCondition

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 private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

4.86 out of 5 average rating, 108 reviews

Toronto Pool Retreat

KitchenFamilyDecor

4.82 out of 5 average rating, 380 reviews

A modern living area is showcased with a deep blue velvet sofa adorned with two decorative pillows. A glass coffee table rests atop a patterned rug, accompanied by two stylish gold side tables. Large abstract artwork is displayed on the wall, complementing the light-filled space.

Condo in Toronto

Spacious Downtown (midtown) 2bed 2 bath free parki

KitchenIndoor spacesCheck-in

Guesthouse in Mississauga

A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.

4.89 out of 5 average rating, 112 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

FamilyIndoor spacesComfort

4.93 out of 5 average rating, 124 reviews

Large windows offer a panoramic view of the city, filling the bright living space with natural light. The area includes a cozy sofa set, a dining table with chairs, and a glass coffee table, all complemented by indoor plants and modern decor.

Condo in Richmond Hill

Corner of LOVE

Indoor spacesFamilyNearby

4.99 out of 5 average rating, 138 reviews

A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.

Home in Oakville

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Indoor spacesKitchenWalkability

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.

4.93 out of 5 average rating, 190 reviews

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

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 185 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

Indoor spacesFamilyParks

4.91 out of 5 average rating, 116 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!

FamilyKitchenPets

Family- and pet-friendly home rentals

Guest suite in Richmond Hill

4.82 out of 5 average rating, 119 reviews

1 Bdr + 1 Parking BSMT Apt Sep Entr. Hill Crest Ma

KitchenFamilyHeating

4.96 out of 5 average rating, 101 reviews

The living area features a blue sofa bed positioned across from a modern media unit. A coffee table is centered in front, and sunlight filters through large windows with sheer curtains. A dining area is visible in the background, accompanied by potted plants.

Apartment in Scarborough

Just like home

Indoor spacesFamilyLong stay

4.96 out of 5 average rating, 122 reviews

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

Toronto Island Wonderland View

KitchenFamilyNearby

4.85 out of 5 average rating, 242 reviews

A bright studio suite is presented, featuring a spacious bed with neutral bedding. A small dining table with two white chairs is positioned beside a large window, offering views of the cityscape. A television is mounted on a simple stand in the corner.

Condo in Yorkville

Stylish Yorkville Studio: Near U of T & ROM

KitchenIndoor spacesView

4.98 out of 5 average rating, 351 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

FamilyKitchenQuiet

4.9 out of 5 average rating, 279 reviews

A living room features a gray sofa accented with decorative cushions, paired with two mid-century modern chairs. A large window allows natural light to illuminate the space. A mounted flat-screen TV and an electric fireplace are visible, enhancing the cozy atmosphere.

Guest suite in Toronto

Midtown Luxury Yonge/Lawrence Close to Downtown

FamilyIndoor spacesValue

4.97 out of 5 average rating, 39 reviews

Home in Vaughan

Cozy Private Basement Suite with Separate Entrance

Indoor spacesKitchenHeating

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.

4.94 out of 5 average rating, 78 reviews

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

KitchenFamilyCheckout

Family-friendly home rentals with a pool

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.

4.9 out of 5 average rating, 140 reviews

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

FamilyKitchenParking

4.85 out of 5 average rating, 129 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.

Apartment in York

Bright, spacious luxury basement apartment

KitchenIndoor spacesParking

Apartment in Downtown Toronto

4.93 out of 5 average rating, 154 reviews

Stunning Skyline View Condo, Steps to CN Tower

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 34 reviews

Stylish Condo-Yonge & Eglinton/Midtown Toronto

KitchenIndoor spacesPool

A modern living space features large windows allowing natural light, with city views in the background. Comfortable seating arrangements include a grey sofa and an armchair. A wooden dining table with four chairs occupies the center, alongside a decorative plant enhancing the ambiance.

5.0 out of 5 average rating, 55 reviews

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton

FamilyKitchenHot tub

4.9 out of 5 average rating, 80 reviews

Guest suite in Markham

Hidden Gem of Thornhill (Ravine+Pool+Hot tub)

KitchenIndoor spacesView

5.0 out of 5 average rating, 11 reviews

Home in Don Mills

Luxury 4BR Designer Retreat with Heated Wave Pool

Indoor spacesFamilyCheck-in

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.