Family-friendly holiday rentals in Bramalea, Brampton

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.96 out of 5 average rating, 381 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

4.94 out of 5 average rating, 254 reviews

Entire Place 10 mins from Pearson Airport +Parking

Kick back and relax in this calm, stylish space. This listing is located on the border of Vaughan and Brampton, 10 min drive from the airport! 2 min drive to the nearest Grocery store 2 min drive to Shoppers Drug Mart 2 min drive to Starbucks 3 min drive to McDonald’s 4 min drive to Tim Horton’s 5 min walk to the nearest biking trail 7 min drive to Walmart 10 min drive to Toronto Pearson Airport 17 min drive to Vaughan Mills 20 min drive to Yorkdale Shopping Centre 30 min drive to the CN Tower

4.95 out of 5 average rating, 340 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)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

A modern living area is shown, featuring a pull-out sofa with light trim and a soft area rug. A sleek entertainment unit supports a flat-screen television, while a stainless steel refrigerator is visible in the corner. Natural light enters through a nearby window, partially covered by dark curtains.

4.91 out of 5 average rating, 203 reviews

Cozy newly renovated one bedroom apt

Bring the entire family to this wonderful location with plenty of space for relaxation. The Toronto Pearson International Airport is only 22 minutes away, and major highways are nearby. A family-friendly setting, side entrance, convenient location, and walking distance to SilverCity Cinemas, Metro Supermarket, TD Bank, CIBC Bank, and a number of restaurants (including MOntanas BBQ & Bar, Hakkalious, Brar's, and others), as well as a number of clothing stores, and many more establishments.

4.95 out of 5 average rating, 135 reviews

A spacious living room is depicted, featuring a light-colored sofa with decorative cushions and a woven throw. A coffee table with a marble-like surface sits in front, alongside a side table supporting a modern lamp. Soft lighting enhances the welcoming ambiance.

Guest suite in Brampton

Lake Guest Suit> 15 mins YYZ>private whole place

You will enjoy this newly renovated private space! Located on the edge of beautiful Professor's Lake, a walk-out basement apartment with a separate entrance, spacious living room, bright bedroom, jet shower bathroom, comfortable king-size bed and new kitchen. Everything separated from upstairs. Private access to the lakeside path from the backyard. Enjoy your morning breeze from the lake when you walk around the lake. A lot of natural beauties, birds, fishes, turtles and great lake views.

Shipping container in Puslinch

The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.

4.99 out of 5 average rating, 103 reviews

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

4.98 out of 5 average rating, 315 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

Superhost

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

4.9 out of 5 average rating, 505 reviews

Erin Cabin Getaway and Bunkie

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

4.92 out of 5 average rating, 144 reviews

The exterior of a well-kept residential building is shown, featuring a mix of brick and stone materials. The structure has large windows and a prominent entryway with steps leading to the door. Two cars are parked in front, and well-trimmed grass borders the driveway.

Guest suite in Brampton

2BR/1bth basement unit-Private Entrance-2 Parking

Renovated apartment located in a basement that can accommodate 4 people. Very well lit with daylight. Independent side entrance with keypad monitored by cameras. The apartment has 2 bedrooms with two large (queen) beds, a living room and a fully equipped kitchen, a bathroom with shower, toilet and Jacuzzi and finally a laundry room with a washing machine and a dryer. Amenities WIFI network TV Air purifier Tea Coffee Water sugar Juice cans Other snacks Toiletries 2 parking

4.92 out of 5 average rating, 181 reviews

A living area is observed with a modern design, featuring a sectional leather sofa, a glass dining table surrounded by white chairs, and a plush area rug. Soft lighting from recessed fixtures and a stylish ceiling fixture enhances the brightness, while window treatments partially filter natural light.

Bungalow in Brampton

Elegant & Cozy 3 Bedroom Bungalow near YYZ

Stay in a cozy, stylish, newly furnished 3-bedroom, 2-full bath bungalow on Elrose Road in Brampton. Enjoy single-level living—perfect for seniors and families with kids. Bright, spacious interiors, full kitchen, fast WiFi, and a peaceful, safe neighborhood near parks, trails, shopping, and dining. Just 15 mins to Toronto Pearson International Airport, 7 mins to Bramalea GO Station, and 3 mins to Bramalea City Centre. Parking for 3 SUVs on driveway included for free.

4.95 out of 5 average rating, 126 reviews

A modern living room is depicted, featuring a dark sectional sofa facing a sleek black coffee table. A large television is mounted on the wall, and a decorative mirror reflects the space. Soft lighting enhances the cozy ambiance, while a small faux plant adds a touch of greenery.

Apartment in Brampton

Brand New Basement Apartment in Brampton

LUXURY 2-BEDROOM BASEMENT SUITE! Newly built, fully furnished beautiful apartment with luxurious modern finishes located in a quiet and decent neighbourhood in Brampton. Suitable for families and travellers. Close to all major highways and public transportation. Close drive to grocery stores, parks, trails, gym, gas station, coffee bar like Tim Hortons and Pearson Airport. All amenities included making your stay as comfortable as possible..

A bright living and dining area features a comfortable sofa adorned with decorative cushions. A dining table with chairs is positioned nearby, and a flat-screen television is mounted on the wall. Modern cabinetry is visible in the background, complemented by warm lighting.

4.85 out of 5 average rating, 131 reviews

Stylish 3-Bedroom Home Near Airport

Bright and welcoming 3-bedroom private home in Brampton, sleeping six. Enjoy the cozy living area with a 46" HDTV and a fully equipped kitchen. Step out to a private fenced backyard, perfect for family time. Main floor with private entrance, ideal for families or groups. Just 15 minutes from Toronto Pearson Airport (YYZ) and close to parks, shops, and restaurants. Driveway parking included.

Popular amenities for Bramalea, Brampton 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, 943 reviews

The studio apartment features a bright and open layout with wooden flooring. A kitchenette is visible in one corner, equipped with shelves and a coffee station. A queen size bed is positioned next to a decorative partition, enhancing the separation of spaces.

Loft in Guelph

Light and airy studio loft

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.

4.92 out of 5 average rating, 850 reviews

Headwaters Hot Tub & Fireplace-Cozy Spring Retreat

4.93 out of 5 average rating, 275 reviews

A timber frame tiny home is set amidst a snowy landscape, featuring large windows and a private deck. A circular fire pit with flames is situated on a stone patio, surrounded by wooden adirondack chairs, while trees frame the serene pond in the background.

Tiny home in Hamilton

Timber Haven

5 out of 5 average rating, 129 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, 176 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 Oasis: Year Round Heated Pool & Hot Tub

4.98 out of 5 average rating, 616 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

4.86 out of 5 average rating, 102 reviews

A modern living area is featured, showcasing a comfortable gray sofa paired with two red accent chairs. A glass coffee table sits in the center, and a small decorative plant adds a touch of greenery. Large glass doors open to a private balcony, allowing natural light to fill the space.

Apartment in Mississauga

Modern 1 Bed Condo Mississauga

4.96 out of 5 average rating, 146 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

Family- and pet-friendly home rentals

Apartment in Roncesvalles

4.93 out of 5 average rating, 129 reviews

Chic Garden Suite. Walk to City's Best Areas.

A spacious living area features a comfortable dark sofa accompanied by a cozy throw blanket. A subtle area rug lies underneath, complementing the wooden flooring. A round dining table with four chairs is visible in the background, alongside a well-equipped kitchen and a closed door leading to another room.

4.89 out of 5 average rating, 27 reviews

Stylish Central Unit /1-Bed-Suite/Wi-Fi/Parking

4.85 out of 5 average rating, 151 reviews

A charming wooden Bunkie is nestled among lush greenery. The front porch features a small wooden deck with two red chairs and a round table. Large windows allow natural light to illuminate the interior while the door is framed by a welcoming entry.

Cabin in Caledon East

Bunkie in the Forest (Heated)

4.87 out of 5 average rating, 210 reviews

Home in Caledon

Studio Apartment

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, 101 reviews

Spacious 3-Bedroom Apartment|Perfect for Families

4.94 out of 5 average rating, 103 reviews

An open living area features a cozy seating arrangement with a sofa and a day bed, which can extend to a king bed. A modern kitchen with sleek cabinetry is visible alongside a small dining table. A fireplace adds an element of warmth to the space.

Bungalow in Georgetown

Modern Stay • Prime Location • Double Parking

Superhost

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

4.86 out of 5 average rating, 202 reviews

Studio 8848 | 3BR+2BATH | Sleeps 8

A cozy living area features a large TV mounted on the wall, set against a textured backdrop. Comfortable grey sofas are arranged around a light-colored ottoman, complemented by a soft rug. Natural light streams through windows, creating a bright and inviting atmosphere.

4.94 out of 5 average rating, 17 reviews

Casa Solara

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 199 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

4.94 out of 5 average rating, 169 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!

Condo in Humber Bay Shores

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.

4.81 out of 5 average rating, 114 reviews

Humber Bay Family Friendly condo w Terrace&Parking

Guest suite in Orangeville

A serene winter scene captures a snowy landscape framed by tall evergreen trees. A clear blue sky contrasts with the bright white snow covering the ground and adjacent areas. The pathway leads towards a structure partly obscured by the snow-laden trees, suggesting a peaceful retreat.

4.96 out of 5 average rating, 174 reviews

Your Peaceful Santuary in Nature

4.98 out of 5 average rating, 103 reviews

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.

Condo in Fort York

Beautiful Lake View Studio Condo + 1 free Parking

Condo in Entertainment District

A spacious living room features a modern sectional sofa with decorative pillows, accompanied by a round coffee table atop a patterned area rug. Large windows offer skyline views, while vibrant artwork adorns the wall, adding a pop of color to the neutral decor.

4.98 out of 5 average rating, 131 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”