Family-friendly vacation rentals in Mississauga

A cozy lounge area is presented with a vibrant red sectional sofa and a glass coffee table. A small fireplace adds warmth, with sunlight filtering through white shutters on the windows. A bookshelf displays a collection of books, enhancing the space's inviting character.

4.82 out of 5 average rating, 253 reviews

Private Walk Out Garden Apartment With Patio

Welcome to your spacious, private walk-out garden apartment! Relax comfortably with a king-size bed, plus a pull-out queen sofa bed accommodating two extra guests. Enjoy a full bathroom featuring a luxurious jacuzzi whirlpool. Amenities include a fully-equipped kitchen, spacious lounge with fireplace, central heating, and a large mirrored closet. Close to shopping & Ridgeway Food Plaza, transit, highways 401 & 403,UTM, Square One, and Oakville.Perfect for family getaways or peaceful retreats

4.96 out of 5 average rating, 247 reviews

Dome in Burlington

Jungle Dome on a Farm! Animal Lovers Dream!

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

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.

4.91 out of 5 average rating, 103 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

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.

4.94 out of 5 average rating, 180 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

4.99 out of 5 average rating, 250 reviews

Home in Downtown Toronto

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

4.99 out of 5 average rating, 134 reviews

A private hot tub is situated on a rooftop terrace, surrounded by privacy screens. Soft lighting is positioned around the area, creating an inviting ambiance. Steam rises gently from the hot tub's surface, hinting at a warm and relaxing experience.

Home in Oakville

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Stylish contemporary townhome in Oakville! The perfect retreat for couples, families, and friends alike. Experience the rooftop terrace, complete with a Private Jacuzzi Hot Tub that provides the ultimate relaxation experience! It's the perfect spot to unwind after a long day of sightseeing or to enjoy an evening under the stars. You'll love the stunning and spacious living areas, fully equipped kitchen, and two comfortable bedrooms. Close to Three Major Highways in a Central Location!

4.94 out of 5 average rating, 161 reviews

Condo in Mississauga

Luxury 2BR Condo w/ Skyline Views & Balcony

Some places you stay — this one you remember. Fully renovated corner unit high above the city with panoramic skyline views toward Lake Ontario. Bright, sun-filled space with a private balcony for golden-hour sunsets. Steps to Square One. Fast WiFi, Smart TV, free parking, in-unit laundry, gym & pool. Perfect for families, business & longer stays. ⚽ FIFA World Cup 2026? BMO Field is 30 min away. Limited June dates. ⭐ Top-rated stay with 155+ reviews — book with confidence

A spacious living area features a large sectional sofa adorned with numerous soft white throw pillows. A modern glass coffee table is centered on a textured area rug, while wall art depicting a seaside landscape adds a touch of character to the bright, well-lit space.

4.95 out of 5 average rating, 175 reviews

3 Bedroom Apartment - Heart of Mississauga

Welcome home! Whether you are traveling with family or friends, for business or simply in between moving, or renovations, this charming 3 bedroom first floor apartment is perfect for long and short term stays. Along with all amenities you may need during your stay, professional cleaning is provided in-between stays. The most central location in Mississauga, minutes away from shops, restaurants and parks. We invite you to enjoy your stay and find a home away from home!

5 out of 5 average rating, 105 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

Guest suite in Mississauga

An open and modern layout showcases a spacious living area seamlessly connected to a kitchen, with a generously sized sleeping area featuring a plush bed. Glass panels and wooden beams create an inviting atmosphere, while stylish decor complements the aesthetic of the space.

4.99 out of 5 average rating, 245 reviews

Newly renovated stylish apartment close to Airport

**No parties or gatherings allowed** Newly renovated, large, spacious and cozy apartment 10 min from Airport. Brand new kitchen, bathroom with shower, laminate flooring, built in closet, living area and laundry. Enjoy comfy KING size bed! Family friendly and quite neighborhood. Close to SquareOne, Sherway Gardens, MiWay, highways, and Downtown. Close to shopping, grocery, and recreation centers. Completely Separate entrance. Free parking spot on the driveway.

Guest suite in Mississauga

A bright hallway features light-colored walls and wooden flooring, leading to a cozy sitting area. Artwork of the Eiffel Tower adorns one wall, while a potted plant adds a touch of greenery. A comfortable sofa and a small table create an inviting space.

4.89 out of 5 average rating, 296 reviews

Stylish & Spacious 2BR apartment

Welcome to our inviting 2-bedroom basement apartment in the picturesque neighborhood of Erindale, Mississauga. With its cozy ambiance and modern amenities, it's the perfect retreat for your stay. Unwind in the comfortable bedrooms, and explore the nearby attractions. Experience the best of Mississauga from your home away from home. Book your unforgettable stay now and create lasting memories!

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.

4.88 out of 5 average rating, 121 reviews

Condo in Heart of Mississauga

Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

Popular amenities for Mississauga family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 101 reviews

A spacious backyard is highlighted by a hot tub, surrounded by soft lighting. A colorful children's playset is visible, featuring a slide and swings. A gazebo provides shade over outdoor seating, while a telescope and fire pit are positioned for evening enjoyment.

Home in Toronto

Backyard Oasis | Hot Tub & Playground

4.94 out of 5 average rating, 176 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

Waterfront Hillside Villa

4.86 out of 5 average rating, 210 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, 139 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

4.87 out of 5 average rating, 103 reviews

The modern building exterior features large windows that allow natural light to fill the space. A sleek front door is framed by a geometric overhang. The driveway accommodates several vehicles, and a vibrant red car is parked in the foreground.

Apartment in Toronto

Charming and Luxurious 2BR+1Bath Guest Suite

4.98 out of 5 average rating, 625 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

Condo in Downtown Toronto

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Fort York- Lake View Studio Condo + Indoor Parking

4.9 out of 5 average rating, 134 reviews

A modern two-story house is set against a green backdrop, featuring large windows that allow natural light to flood the interiors. The driveway leads to an attached garage, while a neatly maintained lawn surrounds the property, enhancing its curb appeal.

Home in Oakville

Large Luxury Villa with Swim Spa! Near downtown!

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 323 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

4.93 out of 5 average rating, 219 reviews

Two brown horses are depicted in a snow-covered outdoor setting, closely positioned with their noses touching. Flakes of snow gently fall around them, creating a serene winter scene, while a house and snow-covered trees are subtly blurred in the background.

Bungalow in Hamilton

Horse Ranch with Hot tub

Guest suite in Mississauga

A cozy bedroom with a spacious bed dressed in white bedding and accented by neutral-colored pillows. Two bedside lamps illuminate the space, complemented by artwork featuring botanical prints on the wall. Natural light filters through a small window, enhancing the calm atmosphere.

4.94 out of 5 average rating, 186 reviews

Bright apartment/basement in Mississauga

4.96 out of 5 average rating, 164 reviews

The rustic beach house is surrounded by greenery, featuring wooden siding and a welcoming porch. A separate structure is visible nearby, both enhancing the tranquil setting. The clear blue sky adds to the serene atmosphere of the property.

Cabin in Erin

Rustic Cabin on Private Pond

4.89 out of 5 average rating, 184 reviews

A charming two-story detached home is framed by well-maintained greenery and colorful flowerbeds. A paved driveway leads up to the garage, with light brick finishes on the exterior contrasting against the blue sky. The inviting entrance is accentuated by potted plants.

Home in Oakville

3Bd 2.5Bth House w/ Pool Table, Swing, Outdoor BBQ

4.93 out of 5 average rating, 282 reviews

A single-story cottage features a wooden exterior with large windows and a black roof. A path of gravel leads to the entrance, which is framed by greenery and stones. Surrounding the building, the landscape showcases well-maintained grass and a young tree.

Farm stay in Hamilton

Somerset Cottage at West Avenue Cider House

4.98 out of 5 average rating, 325 reviews

The exterior of the cabin features a rustic wooden facade with two windows and a central door. A dog stands on the steps, flanked by two cozy chairs. Decorative elements include a pumpkin and potted flowers adding charm to the welcoming outdoor space.

Tiny home in Acton

Farmview Sunset Cabin

4.96 out of 5 average rating, 158 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

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 98 reviews

20th Floor Condo w/ Celebration Square Views

4.95 out of 5 average rating, 342 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)

4.97 out of 5 average rating, 102 reviews

The entrance features a wide stone staircase leading to double wooden doors with intricate designs. Potted plants add greenery on either side, while a pathway is lined with grass and nearby trees. The home's facade showcases classic stonework and a tiled roof.

Place to stay in Toronto

The Snug Oasis - Woodstock (Near Airport)

Condo in Downtown Toronto

A bright bedroom features a spacious bed dressed in crisp white linens, topped with a soft, textured throw. Natural light fills the space through a large window, accented by elegant curtains. A small nightstand with a lamp and a decorative plant adds to the calming atmosphere.

4.83 out of 5 average rating, 103 reviews

**30%OFF** Lake view property ❤️ of downtown

4.71 out of 5 average rating, 35 reviews

Walk-Out Suite | Airport 22m | BMO Field 38m w/ GO

A modern house exterior is displayed, featuring a well-maintained lawn and landscaped garden. The driveway is paved with gravel and concrete, leading to a covered porch area. Large windows provide an inviting entrance, while shaded trees contribute to a pleasant outdoor setting.

4.78 out of 5 average rating, 37 reviews

Comfortable &Stylish 4BD Stay Near Toronto Airport

4.98 out of 5 average rating, 188 reviews

The exterior of a cabin is depicted, featuring wooden siding and a stone base. A small wreath decorates the entrance, which is flanked by a snow-covered landscape. Tall trees stand in the background, hinting at the surrounding nature.

Cabin in Hamilton

The Fox's Retreat - A Cozy Cabin for Two

A well-equipped kitchen features white cabinetry and modern stainless-steel appliances, including a stove and dishwasher. Natural light pours in through a window adorned with potted plants. A tile floor leads to a dining area with wooden chairs, creating an inviting space for meal preparation and gatherings.