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.

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

Indoor spacesKitchenParks

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.

4.9 out of 5 average rating, 111 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.

FamilyKitchenAir conditioning

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.

FamilyIndoor spacesHospitality

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.

KitchenFamilyView

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!

FamilyIndoor spacesHeating

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

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 475 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.

KitchenFamilyQuiet

5.0 out of 5 average rating, 3 reviews

Apartment in Toronto

Sleep 4 guests on 22nd Floor | 1 free Parking

Enjoy a stylish stay in this brand-new, centrally located North York condo. Comfortable for up to 4 guests. ⭐️ Spacious 1-bedroom w/ a king-size bed ⭐️ Sofa bed in the living room (queen size) ⭐️ Large 3 pc bathroom w/ bathtub ⭐️ High-floor south-facing city views ⭐️ Private balcony with seating ⭐️ In-suite washer & dryer ⭐️ Short walk to NorthYork Centre subway station ⭐️ Surrounded by restaurants, cafés, shops, and everyday essentials ⭐️ Fully equipped kitchen ⭐️ 1 parking space

ConditionCleanlinessComfort

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 spacesKitchenDecor

4.83 out of 5 average rating, 18 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.

FamilyIndoor spacesWalkability

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!

KitchenIndoor spacesParking

5.0 out of 5 average rating, 29 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 spacesSleep quality

Popular amenities for North York family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5.0 out of 5 average rating, 166 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

Indoor spacesFamilyView

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, 111 reviews

Toronto Pool Retreat

Indoor spacesKitchenCondition

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

KitchenIndoor spacesBeach

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

Indoor spacesKitchenNearby

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 spacesFamilyAccuracy

4.92 out of 5 average rating, 116 reviews

Backyard Oasis | Hot Tub & Playground | Near DT

Indoor spacesFamilyDecor

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.

4.94 out of 5 average rating, 128 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

FamilyKitchenBathroom

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

KitchenIndoor spacesGetting around

Family- and pet-friendly home rentals

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

FamilyKitchenComfort

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

KitchenIndoor spacesCleanliness

Guest suite in Richmond Hill

The living area is furnished with light-colored sofas arranged around a glass coffee table, creating an inviting space for relaxation. Soft lighting from recessed fixtures complements natural light filtering through windows. A modern fireplace provides warmth, while decorative plants enhance the overall ambiance.

4.97 out of 5 average rating, 115 reviews

Snow-Free Garage Parking / Modern bright 2BR Suite

KitchenFamilyCheck-in

4.96 out of 5 average rating, 135 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

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 365 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

KitchenFamilyOutdoor spaces

4.98 out of 5 average rating, 108 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!

Indoor spacesFamilyComfort

4.96 out of 5 average rating, 107 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

FamilyKitchenLocation

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, 138 reviews

The Robert House: Masterpiece in Harbord Village

Indoor spacesFamilyCleanliness

Family-friendly home rentals with a pool

Apartment in Downtown Toronto

4.92 out of 5 average rating, 164 reviews

Skyline Condo | Free Parking | Steps to CN Tower

FamilyKitchenParking

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 spacesHot tub

4.94 out of 5 average rating, 107 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)

KitchenIndoor spacesNearby

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 spacesAmenities

4.96 out of 5 average rating, 123 reviews

Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

KitchenFamilyCheckout

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, 147 reviews

New Custom-Built | Marble Pool + BBQ | Toronto

Indoor spacesKitchenNearby

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

FamilyKitchenGetting around