Family-friendly vacation rentals in York

4.94 out of 5 average rating, 121 reviews

Guest suite in York

Spacious suite with 8 foot ceilings.

Spacious and clean suite. Short walk to Eglinton Crosstown LRT. Near bus routes south to Keele, Ossington and Dundas West stations. Easy travel to north to Humber River Hospital, York University and Yorkdale Shopping Mall. Close to cafés, restaurants and shopping options. Eleven kilometers from Pearson airport. Note: My Airbnb is not downtown in the city centre. Please take note of the area in proximity to tourist attractions, so you can plan accordingly. Registration number: STR-2312-GSGRVT

FamilyKitchenDecor

4.99 out of 5 average rating, 101 reviews

Guest suite in York

Luxurious, spacious 9ft height Guest suiteToronto

Enjoy our brand-new, modern, and private suite in a quiet yet convenient neighbourhood. It is ideal for romantic getaways, family vacations, or the business travellers seeking a refined alternative to a hotel. Easily accessible by car or public transit, you’re close to Toronto’s vibrant areas such as The Junction, Bloor West Village, downtown, and the CN Tower. Conveniently located just minutes from Pearson Airport, the Toronto Congress Centre, and the Metro Toronto Convention Centre!

KitchenIndoor spacesSleep quality

Guest suite in Junction Triangle

A modern kitchen features sleek white cabinetry and a countertop with a subtle texture. Essential appliances include a stove with four burners, a coffee maker, and a small kitchen rug adds warmth. Light is provided by recessed lighting throughout the space.

Bright west end 1-bedroom basement suite

A beautiful newly renovated basement suite, with 8ft ceilings, large windows, a glass rainfall shower & 2 comfy Queen sized beds (one is a fold-out sofa bed in the main living space). It's conveniently located close to the UP Express & TTC stations for traveling around the city. The house upstairs has a small child & there will be a certain amount of noise :) Please message me with any questions & I would be happy to answer you. Thanks for stopping by! registration # STR-2207-GGZRVF

FamilyKitchenCheckout

4.94 out of 5 average rating, 163 reviews

Apartment in Junction Area

Clean Private Basement Apt.

One bedroom apartment located in the heart of vibrant Junction/High Park area, with restaurants and bars. Suitable for a couple or single person. Strictly only 2 guests. First day breakfast items provided, full kitchen, shared laundry. Separate walk down entrance with keypad entry. Bike rental/hiking trail steps away. 30 or so mins to downtown by short bus and subway. Only street parking available/small fee, also the train passes at any time of day of night. Outside smoking allowed.

FamilyKitchenValue

4.75 out of 5 average rating, 165 reviews

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

Indoor spacesKitchenDecor

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

FamilyKitchenComfort

A bright living area is furnished with a light-colored sofa and a pair of wooden side tables. A textured area rug covers the hardwood floor, while natural light is allowed in through a nearby window. A small desk and chair are positioned against the wall.

5.0 out of 5 average rating, 110 reviews

Cozy and Modern Lower-Level Suite in Corso Italia

Welcome to your home away from home! This newly updated, bright and cozy suite is nestled in Toronto’s buzzing Corso Italia neighbourhood. This apartment offers the perfect blend of comfort, privacy, and convenience. Whether you're here for a short stay or a longer getaway, you'll enjoy a comfortable retreat in this recently renovated and thoughtfully designed space. You will have access to the entire apartment accessible via a separate entrance located in the backyard.

KitchenFamilyCleanliness

4.91 out of 5 average rating, 227 reviews

A cozy interior scene showcases a modern studio space. A vase with greenery and purple flowers sits on a wooden side table. The spacious bed is adorned with neutral-colored pillows, adding to the room's calm aesthetic. A framed image of a stag is featured on the wall behind.

Apartment in York

Cozy Junction Studio | Walk to Cafés & Transit

Modern newly renovated studio for 2 in Toronto’s vibrant Junction neighborhood. Clean, bright, and comfortable space with fast Wi-Fi and easy self check-in. Located in a walkable area surrounded by great cafés, restaurants, and grocery stores, all just minutes away. Public transportation nearby makes it easy to reach downtown Toronto and High Park. Perfect for couples or travelers looking for a convenient, comfortable stay in one of Toronto’s most lively neighborhoods.

KitchenIndoor spacesAccuracy

4.91 out of 5 average rating, 205 reviews

Apartment in Toronto

Spacious & Vibrant

Stay comfortably in this spacious 2 bedroom apartment in vibrant Corso Italia, perfect for couples, friends or small groups of friends. Enjoy a bright and private second-floor unit with plenty of space to relax after exploring Toronto. Step outside to enjoy your private patio, or take advantage of convenient parking. With transit just steps away, you’ll have easy access to downtown, Toronto’s attractions, restaurants, and entertainment. Parking included.

FamilyKitchenWifi

4.92 out of 5 average rating, 119 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

The Gardens Of Wendigo Way are truly unlike any other in the High Park/Bloor West Village Area. This property is on a quiet side street and the home almost sits directly inside High Park. We are tucked away in a valley with a short walk to the gardens ponds zoo and grenadier restaurant. An easy bike ride to the lake. Just steps from Bloor Street and minutes from the core by car. Ideally suited for a family visiting Toronto.

FamilyKitchenView

4.98 out of 5 average rating, 382 reviews

A bright entryway showcases a spacious seating area with a light-colored couch. Decorative plants are placed strategically, beside a standing mirror and a flat-screen TV mounted on the wall. Soft lighting illuminates the modern design, leading to a glimpse of the bedroom area in the background.

Apartment in York

Modern Retreat in Trendy JUNCTION Neighbourhood

A newly renovated, hotel-inspired lower level suite nestled in Toronto’s buzzing Junction neighbourhood. This vibrant, bright basement, brought to life by its charming and colourful accents, is a quick stroll from a variety of restaurants, breweries, parks, and shops. With public transportation steps away, it's the perfect base for exploring the neighbourhood and the city beyond. And, of course, for unwinding afterward.

Indoor spacesFamilyAccess

5.0 out of 5 average rating, 176 reviews

A spacious room is displayed with a comfortable queen bed positioned against the wall, accompanied by two bedside lamps. A soft sofa and a green accent chair create a cozy sitting area, while framed artworks and a large window provide a bright, airy ambiance.

Guest suite in York

Private, Spacious,Separate Entrance, Bath, Parking

My Airbnb is located in a green and safe valley between one of the biggest Toronto parks and Bloor West Village/Junction just steps away from trendy cafes and shops. Our Airbnb has a separate entrance. Stunning biking trails are 2 min walk at Etienne Brule gate and lead to Lake Ontario passing Old Mill or north, James' Gardens. You can see salmon traveling upstream of the Humber River in the Fall.

Indoor spacesKitchenCondition

Popular amenities for York family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

KitchenFamilySleep quality

4.92 out of 5 average rating, 118 reviews

Backyard Oasis | Hot Tub & Playground | Near DT

KitchenFamilyBathroom

4.99 out of 5 average rating, 169 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 spacesFamilyLayout

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

Indoor spacesKitchenGrill

4.89 out of 5 average rating, 116 reviews

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)

KitchenFamilyLayout

4.94 out of 5 average rating, 130 reviews

A bright bedroom features a spacious bed with striped pillows and a soft, draped throw. Two framed artworks adorn the white wall above the bed. A small plant is positioned next to a bedside table, enhancing the tranquil ambiance of the space.

4.95 out of 5 average rating, 114 reviews

Modern Condo in Downtown Core

FamilyIndoor spacesLocation

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 spacesKitchenBackyard

Condo in Downtown Toronto

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

FamilyIndoor spacesSleep quality

4.95 out of 5 average rating, 163 reviews

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 155 reviews

Home in Roncesvalles

Garden Gem | Central | Walk to City's Best Places.

KitchenFamilyCondition

4.98 out of 5 average rating, 109 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!

KitchenIndoor spacesAccess

4.98 out of 5 average rating, 198 reviews

Place to stay in Midtown

A spectacular and authentic loft!

FamilyIndoor spacesCondition

5.0 out of 5 average rating, 103 reviews

A spacious living room is highlighted by a charcoal gray sofa and a light beige armchair, positioned around a soft area rug. Built-in bookshelves frame the room, filled with books and decorative items. Natural light floods in through multiple windows, creating an inviting atmosphere.

Home in Midtown

Designer 4 bedroom house - Ossington Station

KitchenIndoor spacesCondition

4.88 out of 5 average rating, 129 reviews

A well-appointed bedroom features a queen-sized bed with premium linens and decorative pillows. A terracotta accent wall is complemented by soft lighting from a woven pendant lamp. Two nightstands with lamps sit beside the bed, and a cozy throw blanket rests over the foot of the bed.

Condo in Toronto

Stylish Apartment in Toronto - Long term available

FamilyIndoor spacesQuiet

4.91 out of 5 average rating, 125 reviews

A cozy living space features a blue sofa with patterned cushions and a wooden coffee table. A round mirror hangs on the wall, reflecting natural light. A floor lamp provides additional lighting, and a small chair is positioned nearby. A plant adds a touch of greenery.

Home in Midtown

Spacious Mid Century w/Patio

KitchenIndoor spacesComfort

The living area features modern furniture with soft gray tones, accommodating up to five guests. A circular dining table with four chairs is positioned nearby. Natural light enters through windows, highlighted by neutral-colored decor and framed mirrors on the walls.

5.0 out of 5 average rating, 131 reviews

Modern 2 Bed Home w/ Free Parking - Suitable for 3

FamilyKitchenQuiet

4.99 out of 5 average rating, 108 reviews

The kitchen features modern cabinetry and stainless steel appliances, including a coffee maker. An island with seating accommodates guests. A dining area with a table is visible, alongside a cozy living space with a blue couch, a decorative painting, and potted greenery.

Home in Midtown

Private 2BR Home Sleeps 6 Near Subway

KitchenIndoor spacesHeating

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 168 reviews

Skyline Condo | Free Parking | Steps to CN Tower

FamilyIndoor spacesHeating

4.91 out of 5 average rating, 107 reviews

A swimming pool is featured in a serene outdoor space, surrounded by lush greenery and tall trees. The circular pool is complemented by a stone wall background. A shaded seating area with a table and chairs is nearby, promoting relaxation and enjoyment.

Home in Don Mills

Casa Meya - Toronto Poolhouse Villa

KitchenFamilyTV

4.75 out of 5 average rating, 185 reviews

A well-lit living area features two light-colored sofas arranged around a dark coffee table. A television is positioned on a white entertainment unit, with a stylish chandelier above. Large windows with sheer turquoise curtains allow natural light to enhance the hardwood flooring.

Townhouse in Niagara

King West Triplex Main FLR PVT APT 1 BDRM Parking

FamilyIndoor spacesHeating

4.92 out of 5 average rating, 126 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 spacesCleanliness

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, 160 reviews

The Fort York Flat

Indoor spacesFamilyPool

A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.

4.92 out of 5 average rating, 185 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

FamilyIndoor spacesGetting around

4.85 out of 5 average rating, 142 reviews

Good Looking Condo Across from CN TOWER & MTCC

Indoor spacesKitchenBathroom