Family-friendly holiday rentals in Mississauga

4.96 out of 5 average rating, 120 reviews

Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

Fully renovated 2 bedroom walkout basement modern suite(1,100 sqft), increased in size windows, feels like ground floor, 20x30 swimming pool. 3 minutes to UTM. This home is in a quiet, peaceful neighborhood that offers access to scenic walks and parks nearby. 2 minutes to HWY. DWTN Toronto and DWTN Mississauga is close which makes dining at great restaurants, browsing boutique shops, shopping malls and general sightseeing both easy and convenient. Pool/seasonal/notHeated LICENSE# 2022-000188-STA

Indoor spacesFamilyCleanliness

A modern living area is depicted with a spacious gray sofa adorned with floral cushions. A coffee table rests on a soft rug, while a dining table with four chairs is positioned nearby. Bright lighting illuminates the room, and a colorful floral artwork adds a touch of vibrancy.

4.9 out of 5 average rating, 104 reviews

New Private Spacious & Modern APT near Square One

Relax in our cozy 1–4 guest retreat with high-speed Wi-Fi, Netflix, Amazon Prime, a Queen bed, and Sofa bed. Features include a kitchenette, in-unit laundry, and workspace. This private basement unit is in downtown Mississauga, steps from transit, Celebration Square, Square One Shopping Mall and Mississauga Hospital. Enjoy great dining and nearby grocery options—perfect for families or professionals seeking comfort and convenience. Short-term accommodation licence Licence No. *2025-010930-STA*

Indoor spacesKitchenGetting around

4.93 out of 5 average rating, 30 reviews

A tranquil pool area is framed by a flagstone patio, featuring a covered BBQ station and a poolside bar. Lounge chairs are arranged around the pool, with a shaded space visible nearby. Lush greenery and a clear sky complement the inviting outdoor setting.

Home in Port Credit

Oakwood Haven

Charming home in an enclave of Port Credit Marina which showcases a scenic street view of the lake. Enjoy use of the entire home (basement and garage excepted). Relax by the pool surrounded by a flagstone clad backyard or entertain at the poolside bar while cooking at the concealed/covered bbq station. Driveway parks 6-7 cars. Although shops, restaurants, Port Credit Marina, Carlo's Bakery and Port Credit GO Train/Bus Station are all just around the corner, the area feels peaceful and secluded.

FamilyKitchenWalkability

4.83 out of 5 average rating, 181 reviews

The living area features modern furnishings with a cozy couch facing a large flat-screen TV. Soft lighting enhances the open space, which includes a kitchen equipped with stainless steel appliances and a dining table with bar stools. Light-colored flooring adds to the clean aesthetic.

Home in Malton

Private 2 Bed Basement Apartment

Private 2 bedroom basement apartment located in the basement of the house and comes with private bathroom attached to your unit. The house is in a very safe and quiet neighbourhood. Check in with our fast self check in process. It's centrally located and close to the city center, parks restaurants and grocery stores. Minutes to Westwood mall. Major transit lines nearby and parking is included. My family opens up their home for travelers, couples and adventures from all around the world.

Indoor spacesFamilySleep quality

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, 52 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.

FamilyIndoor spacesLaundry

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.

4.89 out of 5 average rating, 114 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, 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. IMPORTANT: You MUST read “Other Details To Note”

Indoor spacesFamilyOutdoor spaces

4.81 out of 5 average rating, 329 reviews

A modern living room features two gray sofas and a round glass coffee table arranged on a soft area rug. A wooden dining table with chair seating is positioned nearby. Natural light enters through large windows with curtain treatments, providing a bright and welcoming atmosphere.

Bungalow in Malton

Clean & Beautiful Spacious Bungalow Near Airport

Clean, Beautiful and modern 3-Bedroom spacious semi-detached Bungalow. Bright sunny rooms with Hardwood floors and new full-size oak kitchen. Our place is good for families, couples, solo adventurers, and business travelers. We are close to Pearson Airport, Humber College, The International Center, Woodbine Shopping Center and OLG Slots at Woodbine Racetrack. Walking Distance to Walmart, Westwood Mall, Malton Rec Center and Restaurants, Wet 'n' Wild Toronto (Wild Water Kingdom) Water Park

Indoor spacesKitchenDecor

4.9 out of 5 average rating, 167 reviews

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

FamilyIndoor spacesQuiet

4.83 out of 5 average rating, 107 reviews

Luxurious 4 Bedroom home.

Situated in Oakville, Ontario and backing onto natural green space, the interior of this contemporary home is lavished in natural light and enhanced with panoramic views of sunsets. Located between Toronto and Niagara Falls, this home also offers the combination of convenient access to urban amenities and an array of outdoor attractions for sightseeing, exploration and adventure. A perfect retreat for groups and families seeking comfort, relaxation and roomy collaborative spaces.

FamilyKitchenLong stay

4.85 out of 5 average rating, 220 reviews

Cozy Stay Near Toronto Airport!

Cozy Basement Suite Near Toronto Airport Just 15 minutes from Pearson Airport. This basement apartment features 1 bedroom, a private bathroom, an office space with a reading chair, and a dining area with a coffee maker. Free parking is included! Conveniently located within walking distance of supermarkets, bus stops, and restaurants, and just a short drive to Square One Mall. Reach downtown Toronto in 35 mins (50-60 mins with traffic). Perfect for couples or business travelers!

Indoor spacesFamilyWalkability

4.84 out of 5 average rating, 231 reviews

The open-concept living area showcases a comfortable gray sofa and armchairs, complemented by a wooden coffee table atop a patterned rug. Bright overhead lighting enhances the spaciousness, while a dining table is visible in the background. Wall art adds a touch of personality to the modern surroundings.

Guest suite in Brampton

Studio 8848 | 3BR+2BATH | Sleeps 8

Modern 3BR, 2-bath suite with private entrance, backing onto a peaceful ravine with no rear neighbours. Spacious, stylish, and perfect for families, groups, or business travelers. Enjoy a quiet corner lot, fully equipped kitchen, fast WiFi, and all the comforts of home. A relaxing retreat just minutes from Toronto Pearson Airport, Mississauga, Toronto Downtown, highways, and city amenities. We look forward to hosting your stay!

KitchenIndoor spacesParking

4.9 out of 5 average rating, 154 reviews

Condo in Mississauga

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a well equippedand gym and games room. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto

Indoor spacesKitchenLocation

Popular amenities for Mississauga family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 187 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

KitchenIndoor spacesGetting around

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, 192 reviews

Luxury Stay w/phenomenal view!

KitchenIndoor spacesDecor

4.87 out of 5 average rating, 110 reviews

A spacious living room is highlighted by tall wooden ceilings and large windows that invite ample natural light. Two comfortable sofas face each other over a coffee table, with a patterned area rug underfoot. A small fireplace and colorful stained glass add character to the warm design.

Barn in Milton

Five Star Hayloft Suite

KitchenFamilyLayout

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.

4.99 out of 5 average rating, 140 reviews

Modern Executive Townhome w/ Rooftop Hot Tub Oasis

Indoor spacesKitchenSleep quality

4.91 out of 5 average rating, 112 reviews

20th Floor Condo w/ Celebration Square Views

Indoor spacesKitchenQuiet

4.9 out of 5 average rating, 545 reviews

An inviting outdoor space features a wooden pergola with string lights, surrounding a dining table and seating area. A private hot tub is positioned nearby, with lush greenery and vibrant flower arrangements enhancing the serene environment.

Cabin in Erin

Cabin stay and play! 10 mins to Canadian Open!

FamilyKitchenWi-Fi

4.92 out of 5 average rating, 113 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

FamilyIndoor spacesGetting around

4.85 out of 5 average rating, 109 reviews

A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.

Home in Toronto

Toronto Pool Retreat

KitchenIndoor spacesAccuracy

Family- and pet-friendly home rentals

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.

4.89 out of 5 average rating, 193 reviews

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

KitchenFamilyView

4.75 out of 5 average rating, 114 reviews

A comfortable sleeping area is furnished with a queen bed, dressed in a patterned blue and white blanket. A cozy sofa is positioned nearby. Warm lighting is provided by a wall-mounted fixture, and a piece of artwork featuring a tree is displayed above the bed.

Home in Milton

Spacious, Pet Friendly Basement Apartment

Indoor spacesKitchenCondition

Guest suite in Mississauga

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, 119 reviews

Spacious 3-Bedroom Apartment|Perfect for Families

Indoor spacesKitchenComfort

A spacious room features a modern geometric accent wall in various shades of blue, yellow, and green. A neatly made bed with soft linens is centered in the area, flanked by two bedside tables and lamps. A workstation with a comfortable chair is visible in one corner.

4.85 out of 5 average rating, 112 reviews

Family Home | Uptown Oakville | 40 Mins to Toronto

FamilyIndoor spacesBarbecue

4.92 out of 5 average rating, 108 reviews

An open-concept living area features a sleek electric fireplace beneath a mounted Smart TV. Two round tables with colorful chairs provide seating, while natural light enters through windows adorned with elegant coverings. A modern coffee table sits in front, completing the cozy ambiance.

Home in Milton

Spacious 2 BR apartment | Glen Eden Ski

Indoor spacesKitchenCheckout

4.8 out of 5 average rating, 157 reviews

A comfortable living area is presented with a dark coffee table and two blue couches adorned with patterned throw pillows. Light blue curtains frame the windows, and a large flat-screen TV is positioned on a black TV stand against the wall.

Guest suite in Oakville

New Studio Unit with Full kitchen in Oakville

FamilyKitchenWi-Fi

4.95 out of 5 average rating, 110 reviews

Bungalow in Cooksville

The Circle ⭕️ Flat ••• NO parties permitted •••

FamilyKitchenGetting around

A well-lit upper hallway features polished hardwood flooring and elegant wainscoting. A curved staircase with a wooden banister leads downwards. Natural light enters through a nearby window, and a framed wall decoration is mounted, adding subtle charm to the space.

5.0 out of 5 average rating, 10 reviews

Caroline's Venetian Villa Escape

FamilyKitchenCheck-in

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 217 reviews

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in Toronto

Toronto Vacation | ➊ The One Toronto Villa

Indoor spacesKitchenCondition

Guest suite in Mississauga

4.92 out of 5 average rating, 174 reviews

Full apt on Upper floor near HWY - S Mississauga

KitchenIndoor spacesValue

4.78 out of 5 average rating, 131 reviews

A modern high-rise condominium towers against a colorful evening sky, surrounded by bustling streets and other residential buildings. Windows catch the fading light, reflecting the urban atmosphere of downtown Mississauga, with vehicles and traffic signals visible in the foreground.

Condo in Mississauga

Spacious 3BR +2BT w/ 1 Parking! Spectacular Views!

KitchenFamilyView

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.

4.89 out of 5 average rating, 132 reviews

Condo in Heart of Mississauga

FamilyKitchenCheck-in

5.0 out of 5 average rating, 120 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

KitchenFamilyValue

4.81 out of 5 average rating, 118 reviews

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.

Condo in Etobicoke

Humber Bay Family Friendly condo w Terrace&Parking

Indoor spacesFamilyAccuracy

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.

4.84 out of 5 average rating, 50 reviews

Comfortable &Stylish 4BD Stay Near Toronto Airport

Indoor spacesKitchenOutdoor spaces