Family-friendly holiday rentals in Georgetown

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Georgetown

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A serene outdoor area features a spacious wood deck with a hot tub, patio furniture, and a large umbrella. The sauna, resembling a wooden barrel, is positioned nearby. A far view reveals the barn structure and seating area under a pergola, surrounded by lush greenery.
Cottage in Erin
4.84 out of 5 average rating, 99 reviews

Private oasis in Erin.Hot tub & Woodburning sauna.

WOOD BURNING SAUNA & HOT TUB⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

Top guest favourite
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.
Guest suite in Orangeville
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!

Top guest favourite
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.
Flat in Georgetown
4.97 out of 5 average rating, 163 reviews

★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.

Top guest favourite
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.
Guest house in Halton Hills
4.92 out of 5 average rating, 155 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.

Top guest favourite
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.
Flat in Georgetown
4.94 out of 5 average rating, 121 reviews

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.

Guest favourite
Home in Caledon
4.86 out of 5 average rating, 150 reviews

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!

Superhost
Home in Brampton
4.81 out of 5 average rating, 124 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 297 reviews

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, 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

Guest favourite
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.
Guest house in Erin
4.96 out of 5 average rating, 136 reviews

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.

Superhost
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.
Flat in Milton
4.82 out of 5 average rating, 193 reviews

Backyard Oasis Guesthouse.

POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

Top guest favourite
A modern kitchen is highlighted by sleek white cabinets and a large wooden island. Stainless steel appliances, including a range and dishwasher, are complemented by a vibrant bouquet of tulips on the counter. Bright lighting enhances the open layout.
Guest suite in Milton
4.94 out of 5 average rating, 144 reviews

Blue Haven Retreat, Downtown Milton's Hidden Gem!

Situated in Downtown Milton’s vibrant and fun neighbourhood, where you’ll enjoy all the benefits of being within walking distance to boutique shopping, restaurants, and the stunning Mill Pond! You’ll also be minutes to Halton’s best conservation parks where you can embark on all of your favourite outdoor adventures! FROM THE AIRPORT 25 mins from Pearson International Airport 40 mins from Hamilton Airport.

Guest favourite
A decorative display features a vintage typewriter, a styled hat, and elegant written documents against a brick backdrop. An assortment of old-fashioned items, including a wine bottle and an ornamental globe, are arranged artfully on a wooden shelf, creating a nostalgic ambiance.
Flat in Georgetown
4.91 out of 5 average rating, 188 reviews

The Johnnie Walker Suite.

Mr. Johnnie Walker is out of town on business. 1960s themed unit, with many vintage decor. Top quality, (NO Ikea furniture) This second floor (NOT basement) bachelor unit is equipped with everything needed for a comfortable and cosy stay. Quality, comfortable town unit. Located in the heart of Georgetown. On the main strip of the heritage downtown . WELCOME TO GEORGETOWN!

Popular amenities for Georgetown family-friendly rentals

When is the best time to visit Georgetown?

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Avg. price$161 SGD$142 SGD$139 SGD$146 SGD$164 SGD$153 SGD$191 SGD$187 SGD$158 SGD$161 SGD$169 SGD$171 SGD
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Quick stats about holiday rentals that are family-friendly in Georgetown

  • Total holiday rentals

    Explore 30 holiday rentals in Georgetown

  • Nightly prices starting at

    Georgetown holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Georgetown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Georgetown rentals

  • 4.8 Average rating

    Georgetown stays are highly rated by guests – averaging 4.8 out of 5!