Family-friendly holiday 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

5 out of 5 average rating, 34 reviews

A two-story brick house is presented with a well-maintained exterior, featuring a double garage and a spacious driveway. Lush green grass and neatly trimmed bushes enhance the landscaping. An enclosed backyard with wooden fencing and decorative elements can be seen in the background.

Home in Erin Mills

Luxury Modern Retreat: w/ Sauna & Modern Amenities

Bring the family to this great place with lots of room for fun. Experience comfort and convenience at this spacious 4-bedroom, 4-bath home with a sauna. Perfect for families and groups, it features a fully equipped kitchen, cozy living space with a smart TV, and Sealy Posturepedic mattresses for restful sleep. Each bedroom has an office desk and USB/USBC charging ports. Enjoy 5-star service with stocked essentials and a dedicated host. Central & easy access to Toronto. Your home away from home!

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.

4.9 out of 5 average rating, 104 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, 181 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.

A spacious living area features light wood flooring and large windows allowing natural light to fill the space. A comfortable sectional couch is arranged with wooden chairs and tables. A ceiling fan offers a cooling breeze, while lush greenery is visible outside through the windows.

4.92 out of 5 average rating, 170 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. Many of our guests are repeat guests as they find a lot of value in staying here. In Lorne Park in S. Mississauga, the apartment is on the upper floor of a house with a separate entrance. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. No smoking please.

A two-story home features a brick and stone exterior, complemented by a landscaped front yard with greenery. The entrance is framed by trees, while a paved driveway leads to a garage with double doors. Clear blue skies can be observed in the background.

4.96 out of 5 average rating, 46 reviews

4 bed luxury home

Welcome to our spacious and modern 4-bdrm, 3.5-bath home, perfect for families or large groups. This immaculate home boasts bright, open living spaces, including a stunning living room with large windows that let in abundant natural light. The fully equipped kitchen, office space and comfortable bedrooms ensure a relaxing stay. Enjoy the private backyard and deck, perfect for relaxing or entertaining. Conveniently located in Streetsville neighbourhood, close to restaurants and major highways.

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

Welcome to our tiny Farmview Cabin that is nestled in the middle of our private oasis located in Acton ON. Our 50 acre farm has spectacular views from every direction. Our horses, sheep, swans, ducks, chickens and goats are here to greet you as well. This unique space will allow you to enjoy the beautiful outdoors during the day and a cozy warm space in the evenings! We offer a complementary breakfast to our guest, our in-house chef can also accommodate vegan and plant based

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.

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.

A modern living area features a comfortable gray sofa and a round coffee table adorned with a small plant. A television is mounted on the wall, and a kitchen area with sleek cabinetry is highlighted in the background, providing essential appliances and decorative accents.

4.91 out of 5 average rating, 276 reviews

Private Cozy Stylish Basement Portion

This unit provides all the pleasures, perks and pampering of a hotel but in a fully-furnished private residence. Boho inspired design with outstanding location. It's steps away from Heartland Mississauga Mall, restaurants and cafés. 12 mins Uber ride from the Airport, 15 Mins to Square one and 30 Mins to Downtown Toronto. NO SMOKING The unit has 5-star amenities including -Cooktop -Coffee Maker -High-Speed Wifi -Smart TV -Toaster etc

4.89 out of 5 average rating, 19 reviews

Condo in Mississauga

Sky-High 2BR/2BA Condo | Best City Views+Parking

Enjoy a comfortable stay in this modern 2-bedroom, 2-bath condo on a high floor with stunning city views. Bright and thoughtfully furnished, the space features a fully equipped kitchen, cozy living area, and large windows showcasing the skyline day and night. Conveniently located near transit, dining, and shopping, this high-rise home offers the perfect blend of comfort, panoramic views, and easy city access for a memorable 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

4.94 out of 5 average rating, 161 reviews

Condo in Mississauga

Luxury 2BR Condo w/ Skyline Views & Balcony

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, 177 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

Superhost

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

4.86 out of 5 average rating, 210 reviews

Beautiful Penthouse with Breathtaking View

5 out of 5 average rating, 140 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, 181 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

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

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

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

Superhost

Bungalow in Clarkson

4.87 out of 5 average rating, 47 reviews

Lovely 3 Bedrooms 2 bath Amazing/Quiet Area

4.98 out of 5 average rating, 324 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

5 out of 5 average rating, 24 reviews

Home in Oakville

Cottage Style House with Hot Tub

4.92 out of 5 average rating, 220 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

A modern living area features a light-colored sectional sofa next to a round black coffee table. A dining table with six black chairs is positioned nearby. Two large pieces of art adorn the wall, while a soft area rug complements the space. Natural light filters through sheer drapes.

4.99 out of 5 average rating, 110 reviews

Spacious 3-Bedroom Apartment|Perfect for Families

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

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)

Superhost

A modern living area features a plush dark sofa adorned with decorative pillows. A glass coffee table sits in the center, complemented by a patterned area rug. Natural light filters through sheer vertical blinds, and framed artwork is displayed on the wall.

4.9 out of 5 average rating, 10 reviews

Cozy Modern Loft Near Square One

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

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

4.89 out of 5 average rating, 64 reviews

A hot tub and swim spa are shown in a well-maintained outdoor area, surrounded by lush green privacy hedges. Nearby, a modern patio seating area features a table and comfortable couches, enhancing the outdoor relaxation space.

Home in Toronto

private backyard SPA oasis in Toronto