Family-friendly vacation rentals in East Woodbridge

4.93 out of 5 average rating, 684 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

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, 455 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

4.98 out of 5 average rating, 107 reviews

A cozy indoor scene showcases a plush hat placed atop a wooden surface. Informative bubbles highlight features: a queen bed, steam sauna, WiFi, free parking, a backyard patio, dry sauna, and the recently renovated aspect of the unit.

Guest suite in Vaughan

Double Sauna, private backyard, convenient, clean

Welcome to Thornhill Shvitz! Renovated modern private 1B unit on ground floor, with a new steam shower and sauna. 1 min-St Joseph The Worker 5-Hwy 407 5-Shops, restaurants, banks, Walmart & Promenade Mall 10-North York, Markham, Richmond Hill & York Uni 15-Hwy 404,400,401 15-Finch & 407 station 15-Yorkdale, Vaughan Mills, Legoland & Wonderland 20-Airport YYZ 30-Downtown Toronto 40-Lake Simcoe Free parking Full kitchen Queen bed Fold-out couch WiFi Patio Family with kids & cat live upstairs

4.94 out of 5 average rating, 156 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, 101 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!

4.99 out of 5 average rating, 162 reviews

The room features two spacious beds adorned with floral bedding. A wall art piece depicting a scenic landscape is displayed above the beds. A comfortable seating area with a gray sofa is visible, along with a small table. Natural light enters through a window adorned with drapes.

Guest suite in Etobicoke

Sam's Home Sweet Home

Welcome to our inviting home! Discover our spacious ground-level 1-bedroom suite with complimentary parking. Ideal for families, our non-smoking suite boasts a fully separate entrance, nestled in a secure and tranquil neighborhood. Just a quick 10-minute drive from Pearson Airport, and conveniently close to Great Canadian Casino Resort Toronto, Toronto Congress Centre, and Humber College (North campus). Public transit (TTC) is a 3-minute walk away. WE REGRETFULLY CANNOT ACCOMMODATE SMOKERS.

4.91 out of 5 average rating, 138 reviews

An open-plan kitchen and dining area is depicted, showcasing modern appliances and cabinetry. A black dining table with four chairs is placed near the entrance, with a small desk nearby. Warm lighting highlights the light-colored flooring and walls, creating a bright and inviting space.

Home in East Woodbridge

Bright Spacious 1BR Basement Suite - Private Entry

Step into comfort in this beautifully renovated basement suite with a private entrance, nestled in one of Vaughan’s most loved neighborhoods. Perfect for families, couples, or solo travellers. Enjoy easy access to parks, supermarkets, restaurants, and transit. Just 15 minutes to the airport and 10 minutes to Wonderland and Vaughan Mills. Thoughtfully designed with cozy touches to be your perfect home away from home. Bright, spacious and designed for comfort, ease and everyday convenience.

4.94 out of 5 average rating, 126 reviews

The modern kitchen area features stainless steel appliances and a cozy dining table for four. Light wood flooring extends throughout, while a comfortable couch is visible in the living area, accented by a large television mounted on the wall.

Apartment in Maple

Guest Favourite! This is your Home away from Home!

Make this your Home away from Home! Come and enjoy this 2 Bedroom Lower Level Apartment with a luxurious yet charming feel. Complete with Smart Locks, Internet, 10min walk to the GO Train Station and transit, 5min drive to Canada's Wonderland, Vaughan Mills Shopping Mall, Eagles Nest Golf Club and restaurants, a 20min drive to Pearson Airport, and 35min to downtown Toronto. This space is ideally suited for business executives, families relocating to the country, or leisure seekers alike

4.86 out of 5 average rating, 105 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, 357 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.

4.96 out of 5 average rating, 116 reviews

A spacious living room is depicted, featuring a light-colored sofa with decorative cushions and a woven throw. A coffee table with a marble-like surface sits in front, alongside a side table supporting a modern lamp. Soft lighting enhances the welcoming ambiance.

Guest suite in Brampton

Lake Guest Suit> 15 mins YYZ>private whole place

You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

4.79 out of 5 average rating, 201 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 😁

Popular amenities for East Woodbridge family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 261 reviews

A timber frame tiny home is set amidst a snowy landscape, featuring large windows and a private deck. A circular fire pit with flames is situated on a stone patio, surrounded by wooden adirondack chairs, while trees frame the serene pond in the background.

Tiny home in Hamilton

Timber Haven

4.87 out of 5 average rating, 195 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, 160 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, 126 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

4.98 out of 5 average rating, 592 reviews

A vibrant sunset is captured with layers of orange, red, and yellow hues across the sky. Silhouetted trees and foliage frame the image, creating a contrasting foreground against the colorful backdrop.

Guest suite in Hamilton

Country Getaway in Puslinch

4.84 out of 5 average rating, 99 reviews

A serene outdoor area features a spacious wood deck with a hot tub, patio furniture, and a large umbrella. The sauna, resembling a wooden barrel, is positioned nearby. A far view reveals the barn structure and seating area under a pergola, surrounded by lush greenery.

Cottage in Erin

Private oasis in Erin.Hot tub & Woodburning sauna.

4.96 out of 5 average rating, 136 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, 290 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! 👍

Family- and pet-friendly home rentals

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, 464 reviews

A cozy living and dining area features a wooden dining table set with plates and glassware. Two plush sofas surround a glass coffee table in front of a television, while bright yellow flowers add a pop of color to the space. Light-colored walls enhance the inviting atmosphere.

Apartment in Berczy

Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm

Superhost

A modern living space showcases a gray sofa adorned with decorative pillows, paired with two white armchairs. A geometric art piece is mounted on the wall, and a small table is set for dining. Natural light enters through the door leading outside.

Apartment in Richmond Hill

4.83 out of 5 average rating, 198 reviews

Entire Modern Luxury Apartment + Free Parkings

4.86 out of 5 average rating, 150 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, 173 reviews

Entire cozy place in the middle of all

4.95 out of 5 average rating, 149 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, 209 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!

4.93 out of 5 average rating, 270 reviews

A modern living area features a black sectional sofa adorned with decorative pillows. A light-colored throw is draped casually over the arm. A white desk with a chair sits nearby, along with a floral arrangement and a potted plant on the desk. A vibrant artwork depicting trees in fall colors is showcased above the sofa.

Home in Malton

5 Km to Toronto Pearson Airport , Sleeps 4-6

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 196 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

The Hilton BnB Adult Luxury Suite

4.95 out of 5 average rating, 328 reviews

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

Cabin in Mono

The Trails Retreat (Private Cabin)

Superhost

Apartment in Entertainment District

4.84 out of 5 average rating, 100 reviews

* 2 bedroom CN Tower/Lake View *

4.99 out of 5 average rating, 128 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, 149 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!

4.95 out of 5 average rating, 230 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

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.

4.94 out of 5 average rating, 173 reviews

Hidden gem in Humber bay shores Toronto w/ parking