Family-friendly holiday rentals in Georgetown

Guest suite in Mississauga

A spacious studio is showcased, featuring a large bed adorned with textured pillows. A comfy chair and small table are positioned beside the bed. The modern kitchenette is visible in the background, equipped with essential appliances and stylish cabinetry. Soft lighting enhances the overall ambiance.

4.94 out of 5 average rating, 104 reviews

Luxurious Private Studio Portion (Basement)

Immerse your self in to the luxury and feel immediate sense of serenity and peace in this unique studio. Designer looks with upgraded decors and finish. Thoughtfully designed Bathroom - LED Makeup mirror lights. Equipped with Bosch microwave, Nespresso, romantically cozy Napoleon fireplace, cooktop, minifridge, utensils.. Airport 10, Toronto DT 30, Niagara 90, Malls & many restaurants at 2 mins drive. Everything maintained in immaculate condition and waiting your arrival. NO SMOKING/PETS

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.

4.93 out of 5 average rating, 801 reviews

Cozy Hot Tub & Fireplace - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

4.97 out of 5 average rating, 163 reviews

A single-story bungalow is shown at dusk, highlighting a welcoming exterior. Snow blankets the ground, while warm light spills from the windows, hinting at a cozy interior. The driveway leads to a garage on the right, surrounded by bare trees against a twilight sky.

Apartment in Georgetown

★Hidden Gem❤️City, off Mn Strip! PVT/LUXRY Suite ★

Rexway House is a luxurious main FLR, newly renovated & furnished 3 bedroom Apartment/suite bungalow, accommodate's 4. (Located in the Heart of the City), BIG Front & Back yard's, with sunrise/sunset views.* FREE* 4 Car driveway parking Dairy Queen /Mc Donald's, Just Step's away at the Top of the Street, and minute's walk to All Major Supermarket's, WINE/BEER store's, Shopping Mall, pub's/entertainment, eatery's, European bakeries, Convenience Store's, and Fast Food place's, PLUS much more.

Tiny home in The Junction

A stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.

4.99 out of 5 average rating, 167 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Guesthouse in Halton Hills

A charming exterior of the Clayhill Bunkie is presented, featuring a dark blue wooden facade with a steeply pitched roof. Two windows, adorned with flower boxes, flank a central door that is decorated with a natural wreath. Lush greenery surrounds the entrance, enhancing the serene setting.

4.92 out of 5 average rating, 153 reviews

The Clayhill Bunkie

Looking for a place to get away that’s semi off-grid or a place that’s kind of like glamping? On The Bruce Trail and minutes from Silvercreek & Terra Cotta Cons. areas, the Credit River, the villages of Glen Williams &Terra Cotta, &the town of Georgetown. Spend your day hiking, cycling, antique hunting, tubing, or site seeing, then order in or grab take-out and come relax by a roaring fire. Firewood is included, adding great value to your stay. You WILL hear wildlife and farm animals here.

4.94 out of 5 average rating, 121 reviews

A bright bedroom is defined by light-colored walls and natural wood flooring. A spacious bed is centered in the room, accompanied by a small bedside table. A mirror reflects the room's features, enhancing the open feel. A window allows natural light to brighten the space.

Apartment in Georgetown

Small Town Escape

Keep it simple at this peaceful and centrally located apartment . Welcome to this fully renovated two bedroom private unit with a separate entrance. Beautifully finished with all new appliances and furniture. The basement unit is bright and spacious with everything you need. Located within the centre of Georgetown and within walking distance to the mall, local restaurants, and amenities. 20 minute walk to downtown. Family-friendly amenities are available upon request. Parking for two cars.

4.86 out of 5 average rating, 149 reviews

Home in Caledon

Studio Apartment

Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

4.98 out of 5 average rating, 158 reviews

A modern living room is presented with a grey sectional sofa and a plush armchair. Above, a wall clock adorns the light-colored wall, while large windows with soft sheer curtains allow natural light to enter. A small plant sits on a nearby table.

Home in Milton

Spacious and Comfy 2 BR Suite

Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

4.83 out of 5 average rating, 122 reviews

Home in Brampton

Cheerful Private Studio House

Bring yourself to this excellent place for a peaceful family-friendly stay. The Place is near YYZ Toronto Airport, the Go Train station for downtown Toronto, and walking to food outlets, Cassie Campbell Community Centre. Our Place is highly sought-after and has top-rated reviews by our guests. The place is warm and well-lit to provide you cozy comfortable stay. Ensuite private bathroom, walk-in closet, modern kitchenette with dining island space. spacious exercise and yoga area.

4.9 out of 5 average rating, 180 reviews

A spacious living area features a comfortable sofa adorned with decorative throw pillows, alongside a rustic coffee table on wheels. A large artwork depicting a horse and rider hangs on the wooden wall, while a pair of cowboy boots and a hat rest nearby.

Apartment in Georgetown

The Jack Daniels Suite.

Mr. Daniels is out on a whiskey run. This western themed unit, with the top quality accommodations. This warm cosy second floor (NOT basement) bachelor suit is equipped with everything necessary. Based on a western theme this will take you back to the wild Wild West. Located in the heart of the village of Georgetown, this unit steps away from the Main Street where you will find many restaurants, pubs, cafes and more. Come enjoy the peace and tranquillity of the old village.

4.96 out of 5 average rating, 136 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

You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

Dome in Aldershot Central

The interior of the geodesic dome is adorned with lush tropical plants, creating a vibrant atmosphere. A wooden dining table with two benches is positioned on a patterned area rug, surrounded by greenery. Light filters through the transparent panels, enhancing the natural ambiance.

4.96 out of 5 average rating, 154 reviews

Animal Lovers Dream Dome Stay in Burlington!

Jungle Dome on a farm in Burlington! Enjoy a tropical stay 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 to be a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can feed and interact with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Popular amenities for Georgetown family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 907 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

4.98 out of 5 average rating, 149 reviews

A modern living area features a large, dark sectional sofa adorned with blue and orange cushions. A floral area rug adds a splash of color beneath the furniture. Natural light enters through two windows, and a mirror reflects the space, enhancing the open feel.

Home in Orangeville

Hot Tub & Private Suite - Casa Facciolo

Villa in Aldershot Central

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.

4.96 out of 5 average rating, 156 reviews

Waterfront Hillside Villa

4.94 out of 5 average rating, 260 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

4.86 out of 5 average rating, 192 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

4.85 out of 5 average rating, 238 reviews

A private hot tub is nestled among trees, surrounded by softly glowing string lights. The inviting spa features a gray cover and beige trim, offering a serene retreat in nature.

Cabin in Hamilton

Hidden Cabin with hot tub

5 out of 5 average rating, 124 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

4.94 out of 5 average rating, 146 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!

Family- and pet-friendly home rentals

4.72 out of 5 average rating, 166 reviews

An open-concept living space features a leather couch and an armchair, with a coffee table positioned nearby. A light wood kitchen island provides seating with two yellow stools. Natural light enters through two windows, illuminating the modern decor and warm wood flooring.

Apartment in Milton

Studio Apt in Milton Dorset Park

4.96 out of 5 average rating, 161 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

4.82 out of 5 average rating, 275 reviews

A spacious living area features a dark leather sofa and a wooden coffee table at its center. A framed winter landscape hangs on the wall, while two lamps provide soft lighting. In the background, a dining counter with stools is visible, leading to the kitchen.

Townhouse in Burlington

The Best of Downtown Burlington - Safe & Clean

4.95 out of 5 average rating, 91 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

4.98 out of 5 average rating, 294 reviews

A rustic living area features exposed wooden beams and a stone fireplace, providing a cozy focal point. Comfortable seating options include an armchair and a sofa arranged around a wooden coffee table. Large windows allow natural light to illuminate the space.

Guest suite in Mono

Mono - Charming, Rustic 150 Year Carriage House

4.95 out of 5 average rating, 272 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

4.88 out of 5 average rating, 183 reviews

A cozy living area is presented, featuring two comfortable sofas and a modern coffee table. A large television is mounted on the wall, alongside bright lighting that enhances the spacious feel. A decorative area rug adds a touch of style, complementing the overall design.

Guest suite in Brampton

Studio 8848 | Bright, Cozy and Spacious Retreat

4.94 out of 5 average rating, 218 reviews

A spacious living area features a white leather sectional sofa and a circular coffee table on a light rug. The wooden ceiling and walls add warmth, while a staircase leads to an upper level. A dining area is visible in the background, alongside a rustic table.

Cabin in Cambridge

Forest Hideaway

Family-friendly home rentals with a pool

5 out of 5 average rating, 11 reviews

Home in Etobicoke

Seraya Wellness Retreat

4.91 out of 5 average rating, 80 reviews

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

Guest suite in Etobicoke

Private 1 bed/1.5 bath in-law suite in a house!

5 out of 5 average rating, 78 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

Condo in Humber Bay Shores

A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.

4.93 out of 5 average rating, 169 reviews

Hidden gem in Humber bay shores Toronto w/ parking

4.91 out of 5 average rating, 104 reviews

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.

Apartment in Mississauga

Condo in Heart of Mississauga

4.74 out of 5 average rating, 135 reviews

An aerial view showcases a secluded backyard featuring a blue swimming pool surrounded by green trees. Umbrellas and seating areas are visible adjacent to the pool, and a separate structure can be seen nearby, adding to the serene outdoor space.

Bungalow in Shoreacres

Sleeps 12 ADULT private hot tub pool Walk to Lake

4.95 out of 5 average rating, 95 reviews

A stone fireplace is set into a rustic wall made of various sized natural stones, providing a textured and earthy backdrop. A flat-screen TV is mounted above, and a wooden cabinet is positioned to the left, adding warmth to the living space.

Apartment in Caledon

Separate apartment with pool, on golf course.