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Family-friendly holiday rentals in Helderberg Rural

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Helderberg Rural

  • Total holiday rentals

    Explore 1,010 holiday rentals in Helderberg Rural

  • Nightly prices starting at

    Helderberg Rural holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,780 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    570 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wifi availability

    950 of Helderberg Rural holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Helderberg Rural rentals

  • 4.8 Average rating

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

Top-rated family-friendly rentals in Helderberg Rural

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

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Top guest favourite
A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.
Guest suite in Sir Lowry's Pass Village
5.0 out of 5 average rating, 271 reviews

Intaba Studio Tranquil Getaway w/style & character

An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

Top guest favourite
A triangular ceiling is highlighted by a circular skylight, allowing natural light to fill the loft. Glass sliding doors open up to a private balcony with expansive views of the bay and surrounding landscape, creating a seamless indoor-outdoor connection.
Flat in Gordon's Bay
5.0 out of 5 average rating, 99 reviews

Stories: Sunny ocean views; Beach Rd, Gordon's Bay

A luxury, 55sqm loft apartment for 2 with an open plan layout as unique as the remarkable character of this landmark location. The light and airy space, with a separate bathroom and a large private 30sqm balcony, is ideal for a romantic weekend, a business trip, or a relaxed holiday to soak up the sun. Easy walking distance to Bikini Beach, the Gordon's Bay Yacht Club, the Main Beach, restaurants and shops, with a bird's eye view of the training activities at the Naval College across the road.

Top guest favourite
The exterior of the container home features a wooden deck with a hammock and a wood-fired hot tub. Two stylish chairs are positioned nearby, overlooking a gravel area framed by greenery. Large glass doors provide access to the interior space, enhancing the connection with the outdoors.
Shipping container in Strand
4.94 out of 5 average rating, 144 reviews

A Shipping Container with Firewood Hot Tub

Experience a unique stay in our converted 12m container home & relax on the beautiful wooden deck outside with both a hammock and wood fired hot tub. Sleep comfortably in the queen size bed and enjoy a full kitchen as well as a bathroom, smart TV and Wi-Fi. Nestled in our backyard with partial privacy inside Firlands Park Equestrian Estate in Gordons Bay, this is a modest but peaceful spot. We’re not offering views or luxury surrounds, just a quiet, comfortable space with heartfelt hospitality.

Top guest favourite
A spacious deck features a wood-fired hot tub surrounded by wooden planters, complemented by comfortable outdoor chairs. Lush greenery fills the background, enhancing the tranquil setting. Sunlight illuminates the area, creating a warm atmosphere for relaxation.
Farm stay in Stellenbosch
5.0 out of 5 average rating, 267 reviews

Hidden gem in the heart of the winelands..

A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

Guest favourite
An outdoor area features a rectangular pool surrounded by a wooden deck. Comfortable loungers are arranged nearby, complemented by decorative cushions. Sliding glass doors lead to the indoor living space, with greenery visible in the background.
Home in Somerset West
4.86 out of 5 average rating, 110 reviews

Beautiful, kid-friendly home with views and pool

Modern, spacious, very comfortable family home. INVERTER BACK UP POWER. Perfect outdoor area including BBQ facilities, pizza oven, a glorious pool and comfortable loungers to a spacious but cozy indoor lounge area with fireplace and open plan kitchen. Plenty of room and entertainment for kids with an outdoor play area including jungle gym as well as kids bedroom with single bed, an extra sleeper sofa and also a travel cot with mattress (bring own linen for travel cot) A/C in 2 bedrooms only.

Top guest favourite
The modern wood and glass home is set against a backdrop of cloudy blue skies. Large glass doors allow light into the living spaces, while the beachfront deck features outdoor seating and a dining area. Lush coastal vegetation surrounds the property.
Villa in Cape Town
4.99 out of 5 average rating, 182 reviews

Watersmeet On the beach at Klein Slangkop, Kommetjie

Modern wood and glass home with solar-heated pool on the beach in Klein Slangkop private security estate. Step from the front deck onto beautiful beach sand and direct access to some of the most pristine beaches in the Cape. Breathtaking views. Great surfing. Nature. Stunning sunsets. Situated on the west coast of the Peninsular 50 minutes to Cape Town City Center one way and 25 mins to Cape Point gate the other way. Noordhoek beach is to the right and Long Beach to the left of the house.

Top guest favourite
A charming cottage is nestled within a lush garden, showcasing a patio adorned with plants. The surrounding greenery includes a manicured lawn and a pathway leading to the entrance. Mature trees provide shade, enhancing the tranquil atmosphere of the outdoor space.
Cottage in Somerset West
5.0 out of 5 average rating, 100 reviews

Cranberry Cottage - A place for the soul

Relax, unwind, and enjoy the peaceful surroundings of Cranberry Cottage tucked away in the beautiful Helderberg Basin. Have the convenience of your own separate entrance, secure undercover parking and the comfort of a fully equipped home and private entertainment/barbecue area. You are in a quiet, private treed haven close to restaurants, nature parks, wine estates, golf course, Strand beach and hiking trails amongst many other amenities that Somerset West and its surrounds has to offer.

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
4.99 out of 5 average rating, 168 reviews

Heidi's Barn, Franschhoek

Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

Guest favourite
Home in Stellenbosch
4.89 out of 5 average rating, 105 reviews

Bellevlei Estate | The Rock House

Welcome to our spacious, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. The Rock House is perfect for taking in the sights of the historical town of Stellenbosch, mountain biking trails or a quick round of golf. Although shops and restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a weekend getaway or a longer stay, the Rock House has all that you need.

Guest favourite
A tree-lined pathway is flanked by lush greenery and vibrant autumn foliage. Solar lamps on either side illuminate the walkway leading towards rolling hills in the background, showcasing solid greenery and a clear blue sky.
Guest suite in Cape Winelands District Municipality
4.98 out of 5 average rating, 120 reviews

Helderbosch The View Self-Catering Accommodation

This cosy 2-bedroom unit features a queen-size bed in the main bedroom and two three-quarter beds in the second bedroom. The bathroom boasts both a shower and a bath, with an additional guest toilet conveniently located off the lounge area. The open-plan living and dining area leads to a fully equipped kitchen, offering plenty of space for your stay. Both bedrooms and the living area open onto a private patio, complete with braai facilities and stunning views.

Top guest favourite
A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.
Flat in Somerset West
4.99 out of 5 average rating, 179 reviews

Luxury apartment Kandinsky with panoramic views

High-quality luxury apartment for 2 people in Somerset West, prime location. 10 m long panoramic glass front overlooking mountains and sea. The apartment has a living area with kitchen, bathroom and one bedroom. A Nespresso machine, toaster, kettle, hair dryer, towels and linens are available. Extra long king size bed and TV. Pool and outdoor area are available for shared use and sauna and jacuzzi can also be offered by arrangement.

Top guest favourite
A bright kitchen and living area are featured, with a round dining table surrounded by white chairs. A cozy seating area is set near a wood-burning stove, and a modern kitchen equipped with appliances is showcased. Natural light streams through the open door leading to the deck.
Bungalow in Somerset West
4.94 out of 5 average rating, 146 reviews

Hillside Cottage

Come and stay in our peaceful studio cottage high up on Helderberg Mountain surrounded by trees and hear the owls hooting as you fall asleep! Beautiful new cottage, with it's own deck and garden and stylishly furnished to meet your every need. And now with solar installed (April 2023) we have NO LOAD-SHEDDING! We've replaced the oven and hob with a fully gas stove so all appliances can be used during load shedding!

Popular amenities for Helderberg Rural family-friendly rentals

When is the best time to visit Helderberg Rural?

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Avg. price$188 SGD$169 SGD$165 SGD$154 SGD$147 SGD$146 SGD$128 SGD$131 SGD$145 SGD$146 SGD$147 SGD$191 SGD
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