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Family-friendly holiday rentals in Overberg District Municipality

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Overberg District Municipality

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

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Guest favourite
Large windows offer a view of the lush greenery outside, filling the space with natural light. A comfortable couch is positioned beside a wooden coffee table, while a dining area is visible in the corner, creating a relaxed and inviting ambiance.
Guest suite in Swellendam

The Tree Top Studio • SOLAR POWER • Unique stay

A family-friendly studio located next to the river in one of Swellendam’s residential neighbourhoods. The studio boasts magnificent views of the garden and enormous rubber tree, creating a unique treehouse-like experience. You’ll have high-speed WiFi and solar power, perfect for remote working. Want a not-so-in-town feel? Then this is the place for you. The studio is a 5-minute walk to the nearest supermarket/midtown and a 13-minute walk to the old town with quaint restaurants, shops and cafés.

4.92 out of 5 average rating, 377 reviews
Top Guest favourite
A wooden deck features a hanging swing chair overlooking expansive views of the landscape and mountains beyond. A wood-fired hottub is visible, with steam rising gently into the air, and modern outdoor furniture is arranged for relaxation.
Cabin in Riviersonderend

Ribbok

Ribbok is situated on a working farm in the Overberg Area. Surrounded by beautiful Renosterbos veld overlooking the Riviersonderend Mountains. Modern self-catering unit that includes the following: Single Bedroom with king size bed Bathroom with shower, toilet, basin Fully equipped kitchen fitted with a gas stove, fridge, microwave, airfryer, toaster, cutlery,crockery Coffee, tea, sugar are provided Free wifi Airconditioning Large deck Wood-fired hottub Braai facilities Fire Wood is provided

4.97 out of 5 average rating, 171 reviews
Guest favourite
Home in Pearly Beach

Beachfront Home overlooking Ocean

A safe, secluded beachfront house sleeping up to 6 persons. Enjoy the ocean from each room. Breathtaking sunsets over the ocean. Long walks on the beach across the road. One of the best-situated properties in Pearly Beach. Across the prestigious Blue flag status beach, Castle Beach. "Blue Flag Status" is an eco-label for beaches recognized as a trusted symbol of clean quality, environmental awareness, and environmental practices. Cleaned according to AirBnB's C-19 Enhanced Cleaning Protocol.

4.84 out of 5 average rating, 282 reviews
Top Guest favourite
A spacious bedroom features a canopied bed draped in soft fabric, complemented by natural wooden accents. A vintage-style bathtub is positioned nearby, and a small wooden table with a chair is visible. Large windows allow natural light to illuminate the earthy tones of the interior.
Earthen home in Stanford

Vineyard Cottage | Goodluck Homestead

Off-grid eco cottage situated on a working regenerative farm in the heart of the Overberg, with panoramic views towards Walker Bay and the Kleinriviersberg mountains. Surrounded by fynbos and vineyards, this cottage has pure spring fed water, a wood fired hot tub, solar power so is not affected by load shedding. Guests are welcome to wander around the farm, swim and fish in the dams, and meander through the veggie gardens We regret no babies, children or pets are allowed for safety reasons.

4.99 out of 5 average rating, 111 reviews
Top Guest favourite
The exterior of the homestead is showcased, featuring a thatched roof and whitewashed walls set against lush green lawns and trees. A pathway leads to the entrance, surrounded by manicured gardens that enhance the serene atmosphere of the property.
Farm stay in Stanford

Gledsmuir Spacious Homestead

Magnificent 47 hectare property set on the banks of the Klein River. The Thatched Homestead dates circa 1890’s and boast an ancient Oak Forest. Private and secure. The home offers 7 generous en suite bedrooms, a” Voorkamer”, dining room, two lounges, spacious modern farm styled kitchen in American Walnut plus separate Garden Cottage. The North side of the home features large garden, a covered Veranda with bar overlooking a large 12 metre swimming pool with water features. Book now!

4.92 out of 5 average rating, 183 reviews
Top Guest favourite
A tree stands prominently in the foreground, with the EcoTreehouse nestled among a vibrant garden of flowers. Morning light streams through, casting a warm glow on the cabin and surrounding landscape, enhancing the serene atmosphere of the natural setting.
Treehouse in Swellendam

EcoTreehouse luxury off-grid cabin

Tucked into the lush Hermitage Valley just outside Swellendam, the EcoTreehouse is a peaceful off-grid cabin designed for comfort, simplicity, and connection to nature. It’s perfect for couples, solo travellers, or small families wanting to unplug without compromising on comfort. Wake to mountain views, fall asleep to frog-song, and soak under the stars in your private wood-fired hot tub. Swim, stargaze, wander the trails, or meet the horses — this land invites you to slow down.

4.98 out of 5 average rating, 335 reviews
Guest favourite
A group of horses is seen running across a sandy landscape. Two foals, one brown and one light brown, are accompanied by an adult brown horse and a white horse. The fenced background features green shrubs and natural vegetation.
Chalet in McGregor

Skyroo Stud Country“ Wildebeest”Cottage

SKYROO’S self catering cottages are the perfect getaway and welcomes you to enjoy nature in the Small Karoo at its very best! Tastefully furnished & equipped with fine quality bedding and towels. Each cottage sleeps four. Both bedrooms are en-suite with full bathroom. In the open-plan living & dining area, an indoor fireplace, already stacked will warm you on a chilly night. For those balmy evenings spent under the stunning Karoo sky, a braai area & 'conversation pit' awaits.

4.96 out of 5 average rating, 218 reviews
Top Guest favourite
An aerial view showcases a cottage beside a small dam, surrounded by lush vegetation. The cottage features a simple, functional design with a light-colored exterior. A kayak is visible on the water, complementing the serene landscape of greenery and reflective water.
Farm stay in Gansbaai

Fountainbush Cottage @ Amàre (Stanford/Gans Bay)

Fountainbush cottage is a self catering, eco friendly, family farm stay situated between Stanford and Gansbaai. The cottage is very safe and private overlooking a small farm dam, with horses and sheep wandering past your front gate. Our animals are all tame and your children can get up close and personal with mini pigs, chickens, sheep, horses and dogs. The cottage is well stocked with books, board games, a dress up basket for kids and everything a family needs to relax.

4.93 out of 5 average rating, 119 reviews
Top Guest favourite
Guesthouse in Villiersdorp

Kliprivier Cottage

Situated on a working fruit and wine farm beneath the beautiful Stettyn Mountains, Kliprivier Cottage offers vineyard views and a peaceful farm atmosphere. We’re conveniently located just across the road from the Stettyn Family Vineyards tasting room, where you can enjoy award-winning wines and cheese platters. Outdoor lovers will appreciate the MTB and running trails, as well as our tranquil dam, ideal for bass fishing or birding.

4.98 out of 5 average rating, 130 reviews
Top Guest favourite
A white cottage with a thatched roof is surrounded by lush greenery and trees. The front porch is partially shaded and can be seen leading to a spacious lawn, providing an inviting space for relaxation.
Farm stay in Swellendam

Hermitage Vista.

You won’t forget your time in this romantic, memorable place. Relax and rejuvenate with this beautiful cottage at the foot of the Langeberg mountains. Tastefully decorated and beautiful scenery. Enjoy an afternoon nap with views of the green fields and mountains. Definitely for nature lovers and people who loves the outdoors. Inverter with battery system to supply basic lights, WiFi and tv

4.98 out of 5 average rating, 332 reviews
Guest favourite
An outdoor area is framed by lush greenery, featuring a wooden pergola with seating. A swimming pool is visible in the background, surrounded by well-maintained plants. The natural light creates a serene atmosphere, inviting relaxation in the garden space.
Home in Swellendam

Exclusive Poolside Cottage in Prime Location

The best location in town with complete privacy. Our charming cottage combines timeless character with modern comforts, featuring luxury bedding, a cozy fireplace, and backup power. Outside, enjoy a secluded garden oasis with a sparkling pool and spacious patio — perfect for couples seeking exclusivity or families wanting a private retreat just steps from cafés and shops.

4.91 out of 5 average rating, 529 reviews
Top Guest favourite
Cottage in Overstrand Local Municipality

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.

4.99 out of 5 average rating, 254 reviews

Popular amenities for Overberg District Municipality family-friendly rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
A serene view from the wood-fired hot tub overlooking rolling hills and expansive fields. Soft clouds float in a bright blue sky, reflecting onto the still water of the tub, creating a peaceful and tranquil setting.
Home in Overberg District Municipality

Berseba The Peppermint Box

4.92 out of 5 average rating, 166 reviews
Top Guest favourite
A modern structure with a metallic exterior stands adjacent to a wooden deck. A pair of chairs and a small table are positioned on the deck, offering views of the surrounding lush landscape and distant mountains under a clear sky.
Farm stay in Montagu

Poortjies @ Suidster - Luxury Eco Off-grid Cottage

4.96 out of 5 average rating, 164 reviews
Top Guest favourite
A jacuzzi is situated on a stone patio, surrounded by natural elements and outdoor furniture. The patio features shaded areas with umbrellas, while a fire pit is nearby, creating an inviting outdoor space for relaxation and enjoyment.
Cottage in Montagu

New Road, A luxurious country type cottage

4.97 out of 5 average rating, 123 reviews
Top Guest favourite
The cottage is set against a backdrop of the Langeberg Mountains, surrounded by tall grasses and wildflowers. The gentle slopes and rolling hills are visible in the distance, contributing to a serene natural landscape. The sky features soft, muted tones, enhancing the quiet atmosphere.
Farm stay in Cape Winelands District Municipality

Smitten Guest Cottage.

4.95 out of 5 average rating, 238 reviews
Top Guest favourite
A well-maintained path leads through a grassy area, framed by a white wall and lush greenery. Scenic mountains rise in the background under a clear sky, creating a peaceful outdoor environment. A circular fire pit is visible, surrounded by stones for a cozy gathering space.
Farm stay in Worcester

Spacious Farm house overlooking vineyards.

4.99 out of 5 average rating, 110 reviews
Guest favourite
A wood-fired hot tub is situated on a concrete patio, framed by large glass windows that showcase expansive mountain views. Soft light filters through the space, enhancing the natural elements of stone and greenery just outside.
Cabin in Botrivier

Berseba Lavender Cottage

4.87 out of 5 average rating, 384 reviews
Guest favourite
A bright bathroom is showcased, featuring a freestanding bathtub and a modern sink. Large windows provide views of the outdoors, while natural light highlights the wooden flooring and patterned rug beneath. The design combines traditional and contemporary elements, creating a welcoming atmosphere.
Home in Swellendam

Die Blouhuis Farmhouse Retreat with a hot tub

4.88 out of 5 average rating, 211 reviews
Top Guest favourite
Farm stay in Stellenbosch

Camissa Farm, Lakeside tranquility with Hottub

4.96 out of 5 average rating, 277 reviews

Family- and pet-friendly home rentals

Top Guest favourite
An open-plan living room is furnished with a comfortable couch and decorated with cushions. Large glass doors provide views of the outdoor area, which features a dining set on the stoep. Natural light enhances the airy ambiance, complemented by wooden beams on the ceiling.
Farm stay in Worcester

Vineyard House

4.96 out of 5 average rating, 335 reviews
Guest favourite
The exterior of a thatched building is framed by lush green leaves, providing shade and a soft dappled light effect. Symmetrical windows with green frames and a central door create a harmonious facade against the whitewashed walls.
Home in Greyton

Die Wasbak, place of solitude, old world values.

4.84 out of 5 average rating, 172 reviews
Top Guest favourite
Home in Stanford

Ferrybridge river house

4.97 out of 5 average rating, 174 reviews
Top Guest favourite
An open-plan living area features high wooden beams and large glass doors, allowing natural light to fill the space. A kitchen island with a solid countertop is visible alongside a cozy seating area. The fireplace offers a focal point, blending seamlessly with the modern design.
Cottage in Betty's Bay

Cheerful Open-plan Beach Cottage

4.98 out of 5 average rating, 221 reviews
Guest favourite
Home in De Kelders

Private path to beach, back-up solar power

4.91 out of 5 average rating, 334 reviews
Top Guest favourite
The open-plan lounge and dining area features a central wooden table surrounded by classic chairs. A cozy seating arrangement with woven chairs sits beside a rustic broom. Light enters through windowpanes, illuminating the clay-tiled floor and highlighting the textural elements of the thatched-roof interior.
Cottage in Greyton

Potato Patch Self Catering Cottage

4.87 out of 5 average rating, 299 reviews
Guest favourite
A double-storied cottage is surrounded by lush greenery. Large windows provide natural light to the interior, while the sloped roof enhances its architectural charm. The spacious front yard features a well-maintained lawn, leading to a pathway that connects the cottage to the outdoor space.
Home in Arniston

2A Harbour Street. Arniston.

4.86 out of 5 average rating, 109 reviews
Top Guest favourite
The stone cottage features a timber deck surrounded by lush greenery. A bridge leads to the entrance, where large windows provide views of the inviting interior. Outdoor seating areas include a small table and chairs, nestled amid the natural setting.
Cabin in Grabouw

Brookelands Stone Cottage

4.95 out of 5 average rating, 296 reviews

Family-friendly home rentals with a pool

Top Guest favourite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality

Heidi's Barn, Franschhoek

4.99 out of 5 average rating, 183 reviews
Top Guest favourite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch

Romantic cottage with a pool AND an open air tub!

4.98 out of 5 average rating, 538 reviews
Guest favourite
A lush garden scene features vibrant greenery and blooming flowers, with a stone bench positioned thoughtfully amidst the landscape. A person can be seen walking in the background, contributing to the serene atmosphere of the outdoor space.
Apartment in Swellendam

Verfheuwel Guestfarm near De Hoop Nature Reserve.

4.82 out of 5 average rating, 281 reviews
Guest favourite
Cabin in Overstrand Local Municipality

Flamingo Lake Cabin near Hermanus & Beaches

4.92 out of 5 average rating, 213 reviews
Guest favourite
A spacious bedroom features a large bed with a mosquito net, complemented by soft lighting from two unique hanging fixtures. Warm tones in the walls and earthy textures create a cozy ambiance. Natural light enters through a window, enhancing the room's inviting atmosphere.
Cottage in Swellendam

The Lantern Self Catering - Thatched cottage

4.87 out of 5 average rating, 134 reviews
Top Guest favourite
Home in Franschhoek

Newly renovated, dreamy 3 bedroom house with Solar

4.96 out of 5 average rating, 175 reviews
Superhost
A spacious lounge area features a large navy sectional sofa adorned with cushions. A wooden coffee table is centered on a patterned rug, and two woven hanging light fixtures add texture. Large glass doors open to the outdoor space, enhancing natural light and connectivity.
Home in Pringle Bay

Seaside Sanctuary

4.87 out of 5 average rating, 150 reviews
Top Guest favourite
The exterior of the cottage features a thatch roof and is surrounded by a lush garden filled with various plants. A pathway winds through the garden, leading to a cozy seating area with cushions. Sunlight brightens the scene, enhancing the tranquil setting.
Bungalow in McGregor

Wild Almond "THE COTTAGE"

4.97 out of 5 average rating, 221 reviews

Destinations to explore