Family-friendly holiday rentals in East Woodbridge

4.93 out of 5 average rating, 690 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

Superhost

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

4.79 out of 5 average rating, 241 reviews

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.

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, 468 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!

4.97 out of 5 average rating, 109 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, 159 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

100% Spotless, 4 Bedroom, X-Box, Foosball ~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!

4.95 out of 5 average rating, 130 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.

Flat 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, 107 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.

Flat 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.

4.88 out of 5 average rating, 114 reviews

A modern living space showcases a glass dining table with four chairs adjacent to a kitchenette featuring a stainless steel refrigerator, microwave, and induction stove. A comfortable sofa with a yellow accent pillow faces a wall-mounted television, contributing to the inviting atmosphere.

Home in Concord

Private entrance 1 bedroom basement suite

This is a compact one bedroom basement guest suite. It has a separate entrance from outside. Fully furnished living room with a double size comfy sofa-bed facing a TV. Fully equipped kitchenette including a small dining table, microwave, air fry convectional oven, refrigerator, induction stove, and all necessary cutlery. There is a washer and dryer in the unit not shared with anyone. A bedroom has a queen size bed. Great WIFI network. Walking distance to TTC, GO station and grocery store.

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, 377 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.

4.94 out of 5 average rating, 231 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

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 260 reviews

The interior of the yurt features two inviting sleeping areas, each with spacious beds adorned with colorful throws. Vibrantly patterned wall hangings and a round wooden table with decorative items are present. Soft lighting enhances the natural wood accents throughout the room.

Yurt in Mono

Yurt in Mono

Guest suite in Orangeville

This inviting bedroom features a spacious bed adorned with soft linens and a textured throw. A large armoire stands alongside, complemented by decorative plants and soft lighting. Natural light is welcomed through an adjacent glass door leading to a private entrance.

4.92 out of 5 average rating, 819 reviews

Hot Tub & Cozy Fireplace - Headwaters Retreat

4.94 out of 5 average rating, 266 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

4.86 out of 5 average rating, 202 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.

Apartment 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

4.99 out of 5 average rating, 132 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.

Flat in Fort York

The Fort York Flat

4.98 out of 5 average rating, 600 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

Superhost

The exterior of a modern barn-style building is showcased against a snowy landscape, surrounded by tall trees. The structure features large windows and a dark façade, while a patio area with seating is visible in the foreground, inviting exploration of the winter scenery.

Cottage in Erin

4.83 out of 5 average rating, 104 reviews

Private oasis in Erin.Hot tub & Woodburning sauna.

Family- and pet-friendly home rentals

Apartment in Harbourfront

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.

4.97 out of 5 average rating, 315 reviews

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

4.87 out of 5 average rating, 478 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.

Flat in Berczy

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

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

Farm stay in Whitchurch-Stouffville

A cozy living area features two brown sofas adorned with colorful cushions. Soft lighting is provided by two lamps flanking the seating. A vibrant artwork hangs on the wall, and light-colored curtains frame the window, contributing to the welcoming atmosphere.

4.82 out of 5 average rating, 260 reviews

Orchard cottage, experience the farm in the city

4.94 out of 5 average rating, 155 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!

4.99 out of 5 average rating, 224 reviews

The interior of the cabin features warm wooden walls and a cozy woodstove. Two blue lounge chairs are positioned near a rustic table. Natural light floods through a large window, illuminating the space, while a striped rug adds comfort underfoot.

Tiny home in Schomberg

SNAKE CABIN(rustic, 'off-the-grid')

4.93 out of 5 average rating, 275 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

Apartment in North Toronto

A bright bedroom features a queen-sized bed with soft linens, set against a large window that allows natural light to fill the space. A round mirror hangs on the wall above a sleek dresser, and a small plant adds a touch of greenery.

4.85 out of 5 average rating, 121 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

4.99 out of 5 average rating, 198 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.

Flat in Newmarket

The Hilton BnB Adult Luxury Suite

4.95 out of 5 average rating, 334 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)

5 out of 5 average rating, 128 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.

Apartment in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Apartment in Humber Bay Shores

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.

4.8 out of 5 average rating, 112 reviews

Humber Bay Family Friendly condo w Terrace&Parking

4.85 out of 5 average rating, 104 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.

Flat in Oakwood Village

Bright, spacious luxury basement apartment

4.88 out of 5 average rating, 111 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.

Flat in Mississauga

Condo in Heart of Mississauga