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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, 372 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, 169 reviews
Top 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.

4.85 out of 5 average rating, 277 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, 110 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, 182 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, 332 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, 217 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

This versatile thatched roofed cottage is centrally located in a private setting offering contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property with its own entrance and secluded garden. The cottage consists of 3 en suite bedrooms furnished with king sized beds. The rates are based on 2 people sharing a room. Using additional rooms comes with an additional charge. Pets are permitted on request at an additional charge.

4.87 out of 5 average rating, 297 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
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, 328 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, 528 reviews
Top guest favourite
Farm stay in Elgin Valley

Best Elgin views with hot tub and fireplace

The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-fired hot tub and interior fireplace for winter and a plunge pool for summer.

4.99 out of 5 average rating, 133 reviews

Popular amenities for Overberg District Municipality family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

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, 383 reviews
Guest favourite
An outdoor area features a hot tub with reflective water, surrounded by wooden decking. A shaded umbrella provides cover for seating, while a mountain backdrop with greenery enriches the tranquil setting.
Farm stay in Swellendam

Joubertsdal Country Estate - Mountain View Studio

4.91 out of 5 average rating, 573 reviews
Top guest favourite
An expansive modern home is nestled on a hillside, offering a blend of contemporary architecture and natural surroundings. The property features multiple decks, solar panels, and is surrounded by lush fynbos, showcasing the connection between indoor comfort and the landscape.
Home in Struis Bay

Tranquil Getaway in Private Nature Reserve

5.0 out of 5 average rating, 157 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
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, 236 reviews
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, 165 reviews
Top guest favourite
The villa is situated on a hillside surrounded by lush greenery, offering expansive ocean views. Its architectural design features a thatched roof and spacious deck area, which includes a private pool. The surrounding landscape creates a serene coastal atmosphere.
Home in De Kelders

Oceanfront Villa 4br/4ba pool wifi, solar power

4.94 out of 5 average rating, 143 reviews
Top guest favourite
A scenic view of the surrounding mountains and lush landscapes is presented, featuring tall trees in the foreground and a range of hills in the distance. Soft clouds hover above the peaks, with a clear blue sky providing a serene backdrop.
Farm stay in Hermanus

Great escape with breathtaking view

4.98 out of 5 average rating, 121 reviews

Family- and pet-friendly home rentals

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, 331 reviews
Top guest favourite
Home in Stanford

Ferrybridge river house

4.97 out of 5 average rating, 173 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, 217 reviews
Superhost
A shaded outdoor patio features a wooden table and two white chairs, offering unobstructed views of the sparkling ocean and surrounding mountains. The area is bathed in natural light and showcases the beautiful coastal landscape, enhancing the tranquil setting.
Home in Betty's Bay

Penguin House

4.86 out of 5 average rating, 126 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
Guest favourite
Home in De Kelders

Private path to beach, back-up solar power

4.91 out of 5 average rating, 331 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

4.96 out of 5 average rating, 295 reviews
Guest favourite
A spacious dining area features a large wooden table surrounded by metal chairs. The kitchen island is designed with a sleek white finish and includes modern appliances. Natural light floods the space through expansive glass doors that open to a green outdoor area.
Home in Greyton

Contemporary Barn style house

4.86 out of 5 average rating, 249 reviews

Family-friendly home rentals with a pool

Guest favourite
Cabin in Overstrand Local Municipality

Flamingo Lake Cabin near Hermanus & Beaches

4.92 out of 5 average rating, 209 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, 531 reviews
Top guest favourite
The garden cottage is framed by neatly manicured greenery, with a sparkling swimming pool in the foreground. Sun loungers and an umbrella provide shaded seating. Large glass doors open to a spacious patio area, enhancing the connection between indoor and outdoor living.
Guest house in Hermanus

Cottage on Fir Hermanus

4.99 out of 5 average rating, 268 reviews
Top guest favourite
Cottage in Overstrand Local Municipality

COSY Kaleidoscope cottage, near beach and trials

4.99 out of 5 average rating, 253 reviews
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, 176 reviews
Guest favourite
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, 149 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.
Flat in Swellendam

Verfheuwel Guestfarm near De Hoop Nature Reserve.

4.82 out of 5 average rating, 280 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

4.86 out of 5 average rating, 129 reviews

Destinations to explore