Family-friendly holiday rentals in Mississauga

Guest suite in Mississauga

A spacious living room features a gray sectional sofa adorned with decorative pillows and a glass coffee table. Soft lighting enhances the space, complemented by a large artwork on the wall. A modern gas fireplace is visible, along with a smart TV mounted above.

4.99 out of 5 average rating, 197 reviews

⭐ City Centre 1 Bedroom Apartment ⭐

Modern and cozy walkout basement apartment in the heart of Mississauga. Features you’ll love: ✔️Private entrance for complete independence ✔️Self check-in with a smart lock ✔️Open concept living area ✔️Private laundry room ✔️One free parking spot ✔️ Very easy access to Uber Eats — drivers bring your food right to your door ✔️ Espresso machine so you can make your own coffee ✔️ 15 min. walk to Square One Mall, grocery stores and restaurants Please review our house rules before booking.

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.

4.95 out of 5 average rating, 185 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.

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, 108 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”

4.99 out of 5 average rating, 136 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!

A welcoming living area presents a comfortable green sofa and chairs, accented with patterned cushions. A glass coffee table is centered on a striped rug, with warm lighting provided by adjacent lamps. Dining space is shown with a small table and four chairs against the wall.

4.84 out of 5 average rating, 103 reviews

Private 3 Bed Unit, Ensuite Laundry+ 2 parkings

Open concept, decently furnished 2 Bedroom basement suite. Private Separate Entrance. Good size Master Bedroom with a Queen size Bed, Chairs and mirror closet. 2nd Bedroom has a Twin Size Bed and an inflatable Mattress can be available upon request. Private Laundry. Minutes From All Major Highways, Malls. Walk To Shopping Plaza, Transit, Park and Restaurants. High Speed Internet and Multi Channel Television. Two Cars Parking Available. Less than 20 minutes from Pearson Airport.

4.85 out of 5 average rating, 198 reviews

Home in Mississauga

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!

4.94 out of 5 average rating, 164 reviews

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 cozy living area features a stone accent wall, paired with modern furnishings. Two armchairs and a small table provide seating options, while a large TV is mounted on the wall across from a comfortable sofa. Natural light filters in through the nearby window.

4.99 out of 5 average rating, 296 reviews

Private 1BR | Full Kit + Laundry | Patio & Parking

Tucked away on a quiet cul-de-sac, this thoughtfully designed home offers a peaceful retreat for summer getaways and 30+ day stays alike. Acoustically treated for exceptional sound insulation, it features fast Wi-Fi, a fully equipped kitchen, in-suite laundry, dedicated parking, and stylish, comfortable living spaces. Whether you’re working remotely, relocating, or simply unwinding, you’ll enjoy the comfort, the garden patio and the convenience of this central location.

5 out of 5 average rating, 111 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.

4.98 out of 5 average rating, 248 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 spacious living area features a modern light fixture and a comfortable sofa with decorative pillows. A coffee table rests on a patterned rug. Behind the seating area, an open kitchen is visible, showcasing dark cabinetry and contemporary bar stools.

4.85 out of 5 average rating, 263 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

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 swimming pool and gym. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

4.89 out of 5 average rating, 123 reviews

Home in Clarkson

4BR Summer Cottage • HotTub • Firepit • Backyard

A Refined Summer Cottage-Style Escape • 4-bedroom cottage-inspired home • Only 25 minutes from downtown Toronto • Sleeps up to 8 guests — pet-friendly and family-friendly • Crib available for little ones • Private fenced backyard with a fire pit • All-season hot tub for relaxation • Steps from Clarkson GO Station • Fast, free high-speed Wi-Fi • Perfect for a peaceful getaway just outside the city

Popular amenities for Mississauga family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 106 reviews

20th Floor Condo w/ Celebration Square Views

4.91 out of 5 average rating, 105 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

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.

4.86 out of 5 average rating, 210 reviews

Beautiful Penthouse with Breathtaking View

5 out of 5 average rating, 146 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, 183 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

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

4.98 out of 5 average rating, 630 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

4.96 out of 5 average rating, 152 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

4.91 out of 5 average rating, 22 reviews

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

Family- and pet-friendly home rentals

5 out of 5 average rating, 4 reviews

Home in Clarkson

3 Bedroom House in Clarkson near Go Train

4.9 out of 5 average rating, 42 reviews

A light-filled living area features a spacious sectional sofa adorned with neutral-toned cushions. A large television is mounted on a sleek white entertainment unit. Two framed artworks hang on the wall, and a patterned area rug adds texture to the hardwood floor.

Guest suite in Oakville

Debonair Home near Downtown Oakville

A spacious outdoor area is surrounded by lush green grass, with well-maintained trees and shrubs. Several wooden structures, including a gazebo and small sheds, are set against a clear blue sky, offering a peaceful atmosphere for relaxation.

4.82 out of 5 average rating, 62 reviews

Cute 1-Bedroom apartment in heart of Mississauga

4.94 out of 5 average rating, 31 reviews

The Calm House | 5 mins Walk to Square One Mall

4.89 out of 5 average rating, 185 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

4.98 out of 5 average rating, 334 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

4.93 out of 5 average rating, 284 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

4.84 out of 5 average rating, 217 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

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 71 reviews

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

4.79 out of 5 average rating, 47 reviews

Pool, Gym & Sauna | CN Tower View Penthouse

4.8 out of 5 average rating, 41 reviews

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.

Home in Mississauga

Comfortable &Stylish 4BD Stay Near Toronto Airport

A modern living area features a sectional sofa facing a geometric patterned rug. A dining set and bar stools complement the space. The kitchen is visible, showcasing wood cabinetry and stainless steel appliances. Large windows allow natural light to fill the room, with access to an outdoor balcony.

4.98 out of 5 average rating, 45 reviews

Luxury Penthouse Suite SQ1

4.8 out of 5 average rating, 225 reviews

A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.

Apartment in Milton

Backyard Oasis Guesthouse.

4.9 out of 5 average rating, 102 reviews

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in Don Mills

Casa Meya – Toronto Poolhouse Villa

4.89 out of 5 average rating, 45 reviews

A heated pool is surrounded by lush greenery and features a connected Jacuzzi. Lounge chairs are positioned near the pool, along with a gazebo in the background. Two colorful inflatable rings float on the water, and red outdoor chairs are placed nearby for relaxation.

Home in Clarkson

The Serenity Home Pool/Yoga/Game Room by the Lake