Family-friendly holiday 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.

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

FamilyIndoor spacesCondition

4.94 out of 5 average rating, 163 reviews

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!

FamilyIndoor spacesWalkability

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, 110 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 spacesNearby

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, 132 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.

FamilyIndoor spacesLong stay

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, 102 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.

KitchenFamilyCleanliness

4.93 out of 5 average rating, 193 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!

FamilyKitchenCheckout

4.99 out of 5 average rating, 467 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.

Guest suite 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.

KitchenIndoor spacesAccess

4.92 out of 5 average rating, 218 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.

KitchenFamilyBackyard

4.92 out of 5 average rating, 142 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 spacesKitchenLayout

4.92 out of 5 average rating, 39 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 spacesKitchenCheck-in

4.82 out of 5 average rating, 17 reviews

Modern 4BR Home • Walk to subway • Superhost

Bright and spacious home in a quiet North York neighborhood. Features open living and dining areas, a full kitchen, and 4 comfortable bedrooms. Includes Wi-Fi, A/C, laundry, and deck. Steps from Yonge Street, parks, shops, and less than a mile to Finch subway for easy access downtown. Perfect for families or groups seeking comfort and convenience in Toronto. Super host 7 years in a row we plan to offer you the same comfort we have provided guests over years.

Indoor spacesFamilyAmenities

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.

FamilyIndoor spacesBathroom

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, 161 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

FamilyIndoor spacesLaundry

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.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

KitchenFamilyLong stay

4.89 out of 5 average rating, 114 reviews

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, 109 reviews

Toronto Pool Retreat

Indoor spacesKitchenHot tub

4.86 out of 5 average rating, 147 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

KitchenIndoor spacesAmenities

4.9 out of 5 average rating, 167 reviews

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

KitchenFamilyParking

Condo in Downtown Toronto

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

Luxury Downtown Condo For 4 (CN Tower Views)

FamilyIndoor spacesValue

4.94 out of 5 average rating, 124 reviews

4.82 out of 5 average rating, 382 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

Indoor spacesKitchenHot tub

4.98 out of 5 average rating, 105 reviews

An outdoor deck area features a hot tub beside a modern stainless steel barbecue grill. The warm wooden flooring is complemented by surrounding greenery, providing a natural setting for relaxation and outdoor cooking.

Home in East York

Hot Tub + Trampoline | Fun Backyard Escape

Indoor spacesKitchenOutdoor spaces

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 522 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 spacesFamilyCheck-in

4.98 out of 5 average rating, 106 reviews

A spacious outdoor deck is furnished with a large sectional couch and a glass table. The well-maintained garden is bordered by wooden fencing, featuring a lush green lawn, flowering plants, and a hammock hung between two trees, with a children's playhouse visible in the background.

Apartment in Midtown

Main fl Annex, private garden oasis, welcome dogs!

FamilyIndoor spacesCleanliness

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

4.9 out of 5 average rating, 285 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

KitchenFamilyWi-Fi

4.98 out of 5 average rating, 360 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

FamilyKitchenView

Apartment in Richmond Hill

A dining table is set with four white bowls and matching glassware. Green placemats add a touch of color, while a chrome salt and pepper shaker sits at the center. A modern kitchen is visible in the background, featuring stainless steel appliances.

Modern Private 2br Unit Minutes Walk to Yonge St

FamilyIndoor spacesLong stay

4.84 out of 5 average rating, 104 reviews

4.98 out of 5 average rating, 42 reviews

Home in Vaughan

Cozy Private Basement Suite with Separate Entrance

KitchenIndoor spacesParking

5.0 out of 5 average rating, 39 reviews

Apartment in Toronto

Designer Sunset view unit | sleep 4 | free parking

Indoor spacesKitchenValue

Family-friendly home rentals with a pool

Apartment in Downtown Toronto

Stunning Skyline View Condo, Steps to CN Tower

Indoor spacesFamilyAccuracy

4.93 out of 5 average rating, 160 reviews

4.82 out of 5 average rating, 121 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

Indoor spacesFamilyParks

4.94 out of 5 average rating, 104 reviews

A welcoming entryway features a stone staircase leading to a pair of wooden double doors. Flanking the entrance, potted plants add greenery, while large windows provide views of the surrounding yard. The roof is tiled, and a well-maintained lawn adds to the home's appeal.

Place to stay in Toronto

The Snug Oasis - Burrow (Near Airport)

Indoor spacesKitchenOutdoor spaces

4.92 out of 5 average rating, 122 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!

KitchenIndoor spacesHot tub

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.

The Fort York Flat

FamilyIndoor spacesParking

4.99 out of 5 average rating, 157 reviews

4.95 out of 5 average rating, 74 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

FamilyKitchenSleep quality

4.9 out of 5 average rating, 83 reviews

Guest suite in Markham

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

KitchenFamilyWalkability