Family-friendly holiday rentals in East Woodbridge

4.93 out of 5 average rating, 687 reviews

An open concept living space features a comfortable blue sofa and a natural wood coffee table on a patterned rug. A large smart TV is positioned on a wooden TV stand. The dining area, with a table set for six, is visible in the background.

Guest suite in Vaughan

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV, full kitchen, laundry and large wardrobe 1 parking Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport 24hr Exterior Surveillance. One camera over looking driveway. One camera above the front door and one outside the storm door to the Airbnb unit

4.79 out of 5 average rating, 238 reviews

A cozy seating area features a comfortable gray sofa with a chaise, paired with a round coffee table. The floor is covered by a geometric-patterned area rug, and soft lighting creates a warm ambiance in the minimalist space.

Guest suite in Brampton

Getaway to the Burbs: Cozy Studio Near Airport

Beautiful & elegant PrivateBasement studio located in Brampton, Ontario. -It is minutes away from Pearson International Airport. - 25 minutes drive to Downtown Toronto, with all major attractions such as: CN tower, Scotiabank arena, Eaton Shopping Centre, Ripley's aquarium and many more. Welcome to ask us about any Toronto attractions and we will be more than happy to assist you. - Close to major amenities such as: banks, high end shopping malls, fast food, grocery stores and many more.

4.79 out of 5 average rating, 109 reviews

A serene living area is depicted, featuring a spacious bed, a smart TV, and a dining table set for two. Natural light enters through the door, which leads to an outdoor space. Soft carpeting and neutral-colored walls create a calm environment.

Home in Brampton

Your Own Suite-Moderncharm Hideaways Near TorAirp

Charming Executive Suite with Large Backyard on Ravine Just minutes away from Toronto International Airport, a variety of amazing restaurants (including authentic Indian cuisine),grocery stores This suite is perfect choice for a weekend getaway, business trip, staycation, work-from-home alternative, or a cozy home base while exploring Toronto best The unbeatable location puts you 24 minutes from Downtown Toronto, 1.5 hours from Niagara Falls. And the breathtaking fall colors of North Country.

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.

4.9 out of 5 average rating, 466 reviews

Private Lower 1 BR + Sofabed Self Checkin with PKG

About this space Entire lower level with laundry (4 over 7-night stay). WIFI, Air-conditioned, newly renovated. high ceilings lots of light, and large living room space. 20 minutes from the airport. 5 minutes to grocery store/pharmacy. Includes kitchenette (with cooktop option). Free parking. TV with Xbox & PS + Netflix. (PSN & Xbox Game Pass included) Tennis courts across the street 15 mins drive to York University 15 mins to Wonderland and Vaughan mills mall. 30 mins to downtown Toronto

The living area is furnished with a red floral-patterned sofa and a yellow accent chair, creating a cozy seating arrangement. A flat-screen TV is mounted above a stone wall. Natural light enters through sliding glass doors, leading to an outdoor space. A dining table is visible.

4.91 out of 5 average rating, 109 reviews

Spacious 2-Bedroom Unit-Close to YYZ Airport

This beautiful unit offers visitors all the luxuries that qualify for a great Canadian vacation. The unit contains 2 bedrooms, each with a working desk, high-speed internet, and closet. The unit contains a fridge with an ice and cold water dispenser, a full kitchen with cutlery, microwave, oven and a dishwasher. The unit also has a laundry room (washer and dryer), a flat-screen TV with Netflix and free Parking on the premise for up to 2 cars. Enjoy a peaceful stay at Kleinburg close to nature!

4.94 out of 5 average rating, 158 reviews

A spacious living area features a sectional sofa arranged around a modern fireplace, complemented by an elegant dining table set for six. Two glass doors lead to the outside, allowing natural light to fill the room, while stylish wall tiles and recessed lighting enhance the ambiance.

Guest suite in Vaughan

Walkout Guest Suite in Vaughan

Fully furnished, luxury, legal, two bedrooms basement apartment with new appliances and beds. The apartment has a private wide entrance to the backyard, south facing, sunny, with natural gas fireplace, air condition, and wood subflooring for comfort, private washer, dryer, dishwasher, stove, kitchen appliances, and fridge. It is close to Kleinburg Humber River Trail, McMichael Art Gallary, and not too far from Vaughan Mills and Canada Wonderland. Easy access to Toronto pearson Int'l Airport.

The semi-detached house showcases a classic brick facade with a decorative gable and a combination garage featuring single doors. A front porch with steps leads to the entrance, while a driveway accommodates multiple vehicles. Surrounding landscaping contributes to a welcoming exterior.

4.88 out of 5 average rating, 102 reviews

4BR & 3.5WR ~X-Box, Foosball, Board Games ~Vaughan

Welcome to our 4 bedroom, 3.5 washrooms, professionally cleaned semi-detached house with 3 car parking located in one of the most family-friendly neighbourhoods in Vaughan/Woodbridge. Relaxing basement with a 65" Inch TV, X-Box with games, sofa, board games & foosball table. Fully-furnished bedrooms and fully-equipped kitchen- make our home, your home! In the heart of Vaughan, Just minutes away from Canada's Wonderland, Vaughan Mills, Cortellucci Vaughan Hospital, banks, shopping, and more!

4.97 out of 5 average rating, 147 reviews

Home in Oak Ridges

Place You Want To Stay at With Tons of Options ! !

Brand New, Modern & Open Concept Basement Unit With 9 ft Ceilings & Brand New LG Appliances, Located at Bathurst & King Street In Richmond Hill. Beautifully Decorated & Fully Furnished For Your convenience, Making it a Comfortable Stay - Min walk to Community Park With Playground For The Kids - Min Drive From Lake Wilcox & Bond Lake + Many Other Trails - Tons of Different Variety Of Restaurants - Grocery Stores - Multiple Gyms Close By - Coffee Shops - Public Transportation and Much More

4.86 out of 5 average rating, 106 reviews

The spacious living area features two large sofas and a coffee table, positioned over a plush rug. A wall-mounted TV is visible, offering access to streaming options. A faux plant adds a touch of greenery to the decor, while warm tones enhance the inviting atmosphere.

Apartment in Vaughan

Vaughan Apartment 3-Bedrooms Sleeps 8 - NEW BEDS

Large, modern & bright 3-bedroom basement apartment in Vaughan near Canada's Wonderland. Very close to Toronto.. Sleeps up to 8 guests. Open concept apartment includes large kitchen, spacious living and dining areas, separate workstation space and a private separate entrance to the side of the house. 2 Queen Beds, 1 Double Futon Bed and 1 Twin Bunk Bed. Free WIFI - Large TV - PS3. Close to Canada's Wonderland and amenities in the heart of Vaughan. Free 1 car parking on driveway is included.

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.

4.99 out of 5 average rating, 375 reviews

Adorable — One Bedroom Guest Unit in Vaughan, ON

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.

4.79 out of 5 average rating, 204 reviews

A living area featuring a patterned couch divides the space, with a television placed on a low console. A dining table with four chairs is visible in the background, complemented by light-colored walls and wood flooring. Soft lighting adds to the welcoming environment.

Guest suite in Maple

2-bedroom suite near Canada’s Wonderland + parking

Find yourself at home in this peaceful spacious two bedrooms. Enjoy your day at Canada's Wonderland (5 minute-drive) or do your shopping at Vaughan Mill shopping centre (also 5 minute-drive). Plenty of food choices & restaurants nearby. At last, end your day with a movie on Netflix or Disney+. Last but not least, you may occasionally hear some unexpected noise from my kids from playing piano to yelling at each other. Needless to say, I will try my best to keep the noise under control 😁

4.94 out of 5 average rating, 230 reviews

A modern living area features a comfortable gray sofa and two patterned chairs on a textured rug. A minimalist coffee table is positioned at the center, with decorative items arranged neatly. Natural light enhances the space, complemented by elegant white walls and a touch of greenery.

Guest suite in Maple

Modern hideaway for a perfect getaway.

Relax in this modern, immaculate suite just minutes from Canada’s Wonderland, Vaughan Mills, and a variety of restaurants and entertainment options Whether you're visiting for family fun, shopping, or a weekend getaway, this is the perfect place to call home. Thoughtfully designed with both comfort and style in mind, the suite offers welcoming vibe. Enjoy the spacious layout and contemporary touches you need for a stress-free stay. Book now and experience the comfort for yourself!

Popular amenities for East Woodbridge family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.87 out of 5 average rating, 201 reviews

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

Condo in Mississauga

Beautiful Penthouse with Breathtaking View

4.99 out of 5 average rating, 161 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

Year-Round Heated Pool & Hot Tub Family Oasis

5 out of 5 average rating, 127 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

4.99 out of 5 average rating, 130 reviews

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.

Apartment in Fort York

The Fort York Flat

4.94 out of 5 average rating, 155 reviews

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Apartment in Mississauga

Luxury Stay w/phenomenal view!

4.96 out of 5 average rating, 139 reviews

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

The Captain's Cottage at Willow Pond

4.84 out of 5 average rating, 293 reviews

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Condo in Mississauga

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Condo in Entertainment District

A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.

4.93 out of 5 average rating, 122 reviews

Charming Condo w Parking, CN Tower View & Pool

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 44 reviews

A cozy bedroom is highlighted by a spacious bed covered with a soft, neutral blanket. A dresser and a TV are positioned against the wall. A mirrored closet adds light, while a bookshelf filled with various titles is nestled in the corner. Natural light streams in through a nearby window.

Guest suite in Vaughan

"Cozy 1-BR, with Private Patio"

4.93 out of 5 average rating, 159 reviews

A winding path is framed by tall trees, leading to a rustic cabin nestled among the forest. Lush greenery flanks the path, creating a serene and secluded ambiance, inviting exploration into the natural surroundings.

Tiny home in MONO

Whispering Pines Cabin in Woodland Acres

4.82 out of 5 average rating, 180 reviews

A spacious living area showcases a large grey sectional sofa, accented by yellow throw pillows. A sleek coffee table sits in front, with a decorative plant and tray. In the background, a mirrored wall reflects natural light, and a dining area is visible, featuring black chairs and a table.

Home in Malton

3 BR 2 WR Entire home 5 Km Toronto Pearson Airport

4.97 out of 5 average rating, 314 reviews

A small balcony features a bistro table and two wooden chairs, overlooking a serene view of Lake Ontario. A potted plant sits in the center of the table, with the shimmering water and distant shore visible in the background.

Condo in Harbourfront

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

4.87 out of 5 average rating, 168 reviews

Home in Caledon

Studio Apartment

A modern kitchen is presented, featuring sleek white cabinetry and granite countertops. The space includes a stainless steel sink, a stovetop, and an assortment of dishware on open shelves. Natural light is welcomed through a window above the sink, providing a bright cooking environment.

4.84 out of 5 average rating, 175 reviews

Entire cozy place in the middle of all

4.94 out of 5 average rating, 154 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

4.89 out of 5 average rating, 213 reviews

A modern kitchen area is displayed, featuring white cabinetry and stainless steel appliances. A sleek, circular coffee table is positioned in front of a comfortable white sofa, with light hardwood flooring throughout. Natural light illuminates the space from a nearby window, enhancing the contemporary décor.

Home in Mississauga

Private 1-br Apartment: Your Secluded Getaway!

Family-friendly home rentals with a pool

Condo in Entertainment District

The bright living area features a contemporary sectional sofa, coffee table, and workspace with a rolling chair. Large windows provide abundant natural light and showcase views. The kitchen is equipped with modern appliances, and a dining space is positioned nearby, enhancing the openness of the layout.

4.92 out of 5 average rating, 37 reviews

Bright Sun Filled Condo + Pool + Gym, CN Tower

Place to stay in Etobicoke

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.

4.94 out of 5 average rating, 77 reviews

The Snug Oasis - Burrow (Near Airport)

4.91 out of 5 average rating, 81 reviews

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

Guest suite in Etobicoke

Private 1 bed/1.5 bath in-law suite in a house!

Condo in North York City Centre

5 out of 5 average rating, 6 reviews

Modern luxurious 2 Bedroom With Den

4.95 out of 5 average rating, 234 reviews

The interior features rustic log walls complemented by wooden beams. A dining area is set with a white tablecloth and dark chairs, while a vintage dresser holds decorative items. A minimalist wall art piece depicting a deer adds character to the warm space.

Guest suite in Uxbridge

Mackenzie Cottage

4.88 out of 5 average rating, 110 reviews

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

Apartment in Mississauga

Condo in Heart of Mississauga

Condo in Humber Bay Shores

A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.

4.92 out of 5 average rating, 179 reviews

Hidden gem in Humber bay shores Toronto w/ parking