Family-friendly vacation rentals in North York

Guest suite in Richmond Hill

A spacious living area features a light-colored sectional sofa and an upholstered chair positioned around a glass coffee table. A soft area rug lays beneath, while neutral walls and recessed lighting contribute to a bright atmosphere. A staircase is visible in the background.

4.95 out of 5 average rating, 165 reviews

Luxurious Retreat ; 2BR basement

Welcome to our modern brand new 2BR, 2BA basement in Richmond Hill! Ideal for families or groups, it boasts a stylish living space, laundry area, and well-equipped kitchenette. The master bedroom features a fireplace and attached bathroom, while both bedrooms offer king-size beds and ample storage.Entertainment is provided with a TV and Wi-Fi-Netflix and Amazon prime,in a luxurious neighborhood, just a 5-minute walk to Yonge St and bus station for easy access . Experience comfort and convenience

KitchenIndoor spacesGetting around

5.0 out of 5 average rating, 19 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 spacesFamilyAccuracy

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, 133 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.

KitchenFamilyNearby

A bright living room is highlighted by large windows covered with shutters, allowing natural light to fill the space. A modern chandelier suspends from the ceiling, and a flat-screen TV is mounted on a stone wall. Comfortable seating includes a blue sofa and two yellow chairs, surrounding a glass coffee table.

4.92 out of 5 average rating, 104 reviews

Urban Haven | Entire Main floor | Indoor Parking

"Elysian Urban Haven" is a luxurious residence designed to cater to various categories of travelers, promising an extraordinary experience in the heart of midtown Toronto. This exquisite residence features three bedrooms, two washrooms, and a full kitchen, equipped with top-of-the-line appliances, ceramic countertops. The location is truly a gem with easy access to major highways and downtown. Whether guests plan to explore the city or attend important meetings, this ensures convenience.

KitchenFamilyParks

4.92 out of 5 average rating, 197 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!

Indoor spacesFamilySleep quality

4.99 out of 5 average rating, 216 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

FamilyKitchenCleanliness

4.92 out of 5 average rating, 219 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.

Indoor spacesKitchenGrill

4.92 out of 5 average rating, 144 reviews

An open-concept living area features a light-colored sofa and a chic coffee table, complemented by a neutral rug. A staircase leads to the upper floor, while a dining area is visible in the background near large windows allowing natural light.

Home in Islington

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

Indoor spacesFamilyAir conditioning

4.9 out of 5 average rating, 42 reviews

Townhouse in Toronto

Modern 3BR Townhome | 3 Ensuites | near Subway

Welcome to this modern and spacious 3-bedroom townhouse in North York, Toronto! Each bedroom features its own private ensuite bathroom, offering comfort and privacy for families, groups, or business travelers. Enjoy a fully equipped kitchen, bright living spaces, and the convenience of 2 parking spaces. Located just a short walk from Finch Subway Station, with easy access to downtown Toronto, restaurants, shopping, and daily essentials. **We warmly welcome well-behaved pets.**

Indoor spacesKitchenQuiet

4.94 out of 5 average rating, 18 reviews

Luxury Estate | Elevator | Games | Sauna | Hot Tub

🌟 Welcome to The Luxe Residence — a 5,000+ sq ft architectural luxury retreat in North York. Enjoy elevated living with a private elevator, two fully equipped kitchens, sauna, spa-style showers, and a stunning primary suite. Unwind in expansive living spaces or the private games lounge with pool table, foosball, and ping pong. Offering the privacy of a residence with the experience of a luxury hotel and spa, moments from North York's top dining and shopping.

FamilyKitchenAccess

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, 113 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!

FamilyIndoor spacesCondition

5.0 out of 5 average rating, 28 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

KitchenIndoor spacesAmenities

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

5.0 out of 5 average rating, 164 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

KitchenFamilyCheck-in

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.

4.85 out of 5 average rating, 110 reviews

Toronto Pool Retreat

Indoor spacesFamilySleep quality

4.99 out of 5 average rating, 187 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

FamilyIndoor spacesHot tub

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, 116 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

FamilyIndoor spacesPets

4.86 out of 5 average rating, 156 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

Indoor spacesFamilyNearby

4.92 out of 5 average rating, 116 reviews

Backyard Oasis | Hot Tub & Playground | Near DT

FamilyIndoor spacesBackyard

4.93 out of 5 average rating, 129 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

KitchenFamilyLocation

Apartment in Downtown Toronto

A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.

4.99 out of 5 average rating, 159 reviews

The Fort York Flat

KitchenIndoor spacesGrill

Family- and pet-friendly home rentals

4.91 out of 5 average rating, 116 reviews

A view of a large garden showcases an array of green grass and white flowers among rocks and trees. An old English-style house is visible in the background, surrounded by foliage and distant trees, creating a serene outdoor environment.

Home in High Park

Cherry Blossom House - Overlooking Park

FamilyIndoor spacesValue

4.9 out of 5 average rating, 525 reviews

A kitchenette area features modern cabinetry and countertop space, illuminated by recessed lighting. Decorative touches, including wall art and greenery, create a welcoming atmosphere. Appliances include a full fridge and microwave, with options for cooking, providing convenience for guests.

Home in Vaughan

Private Lower 1 BR + Sofabed Self Checkin with PKG

Indoor spacesFamilyLocation

4.96 out of 5 average rating, 106 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

KitchenFamilyLong stay

Bungalow in Richmond Hill

The exterior of a bungalow is depicted, featuring a wooden deck with a sun motif and vibrant flower beds. Lush green grass is visible in the foreground, while a wooden fence provides privacy along one side. A clear blue sky with scattered clouds enhances the outdoor setting.

4.83 out of 5 average rating, 206 reviews

BRANDNEW BASEMENT 2BEDROOM 2BATHROOM FULLY LOADED

FamilyIndoor spacesParking

Luxe

A modern living room features a gray sofa with decorative cushions, a coffee table, and a cozy rug. Shelves against the wall display books and decorative items, with a warm wooden accent above. A plant and stylish lighting enhance the inviting atmosphere.

Home in Downtown Toronto

4.93 out of 5 average rating, 137 reviews

The Robert House: Masterpiece in Harbord Village

KitchenFamilyHospitality

4.89 out of 5 average rating, 145 reviews

A comfortable seating area is presented with two light-colored armchairs, each adorned with decorative pillows. A low, round coffee table features a small vase of flowers. A floor lamp stands beside the seating area, and natural light streams in through a large window.

Townhouse in Markham

*BRAND NEW*Perfect 4 BR Townhouse Markham *Sleep 8

FamilyKitchenTV

5.0 out of 5 average rating, 7 reviews

Luxury Toronto Stay | BBQ, Gazebo, Games & Parking

FamilyOutdoor spacesNearby

5.0 out of 5 average rating, 56 reviews

A contemporary living area is presented with a navy sofa, a light-colored circular ottoman, and a dining table set for four. Black shelving units display decorative items, while large windows bring in natural light and provide access to a private balcony.

Condo in Toronto

Spa Retreat | Sauna & Cold Plunge | Subway to DT

FamilyIndoor spacesSleep quality

Family-friendly home rentals with a pool

Apartment in Downtown Toronto

4.92 out of 5 average rating, 163 reviews

Skyline Condo | Free Parking | Steps to CN Tower

FamilyKitchenQuiet

4.82 out of 5 average rating, 122 reviews

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

Condo in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

KitchenIndoor spacesSleep quality

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, 146 reviews

New Custom-Built | Marble Pool + BBQ | Toronto

KitchenIndoor spacesBackyard

4.84 out of 5 average rating, 135 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

4.9 out of 5 average rating, 83 reviews

Guest suite in Markham

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

FamilyIndoor spacesBathroom

5.0 out of 5 average rating, 17 reviews

Home in Don Mills

Luxury 4BR Designer Retreat with Heated Wave Pool

FamilyIndoor spacesPool

4.97 out of 5 average rating, 29 reviews

Luxury Spa Escape with Pool & Jacuzzi

Indoor spacesKitchenWalkability