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

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

4.78 out of 5 average rating, 237 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, 456 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, 108 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, 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, 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!

4.99 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.

4.89 out of 5 average rating, 112 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, 361 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.

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

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.

4.93 out of 5 average rating, 807 reviews

Cozy Hot Tub & Fireplace - Headwaters Retreat

4.87 out of 5 average rating, 233 reviews

The exterior of a blue house is visible, featuring a wrap-around deck with steps leading to the grassy yard. An American flag is displayed near the entrance, alongside a barbecue grill. Large trees provide shade, with a view of the lake in the background.

Home in Youngstown

Tucked Away - waterfront with hot tub, sleeps 10!

4.87 out of 5 average rating, 196 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

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

4.99 out of 5 average rating, 129 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, 150 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, 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

4.86 out of 5 average rating, 112 reviews

A light-filled bedroom features a spacious bed with a striped blue and gray comforter. A small area rug lies beneath the bed, while a large window offers views of the cityscape. Wall art with a monochrome design adds a decorative touch.

Apartment in Fort York

Toronto's Perfect View Apartment

Family- and pet-friendly home rentals

4.83 out of 5 average rating, 175 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

Superhost

A spacious living area features a sectional sofa and a wooden coffee table, complemented by a textured area rug. Natural light is provided by recessed lighting, and a white curtain elegantly separates the space. Nearby, a kitchen area with a dining table and modern appliances is visible.

Guest suite in New Tecumseth

4.85 out of 5 average rating, 324 reviews

Modern, Private and Luxurious!

4.86 out of 5 average rating, 153 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

4.96 out of 5 average rating, 147 reviews

A spacious living area features hardwood flooring and a ceiling fan. An entertainment unit with a television is centered against a white wall, coupled with a decorative fireplace. A comfortable gray sofa is positioned to the left, with a small dining table adorned with sunflowers on the right.

Home in Hamilton

Harbour front CHA CHA CHA - Lake view house

4.89 out of 5 average rating, 210 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!

Superhost

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

4.79 out of 5 average rating, 104 reviews

Your Own Suite-Moderncharm Hideaways Near TorAirp

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 120 reviews

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.

Condo in North Toronto

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

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

4.98 out of 5 average rating, 556 reviews

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

Dome in Bradford West Gwillimbury

Vibrant autumn foliage displays shades of yellow and orange surrounding a geodesic dome. A pathway of stone steps leads through a lawn covered in colorful leaves, creating a serene outdoor setting amidst lush greenery.

4.96 out of 5 average rating, 414 reviews

Four season glamping dome under the stars

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!

4.97 out of 5 average rating, 139 reviews

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.

Condo in Fort York

Lux Waterfront Condo Pool Hot Tub Free Parking

4.95 out of 5 average rating, 231 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