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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 £7 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
Home in Gordon's Bay
4.93 out of 5 average rating, 265 reviews

Beach House with Jacuzzi Overlooking the Ocean

This self-catering, beach facing home is spread over two stories and 185 square meters. The home is equipped with a beautiful covered deck with uninterrupted views of the crystal blue waters of False Bay. Amenities include on-site laundry facilities with a washing machine, air-conditioning in every bedroom, a fully equipped kitchen with dish washer. Guests have full run of the entire property. I love entertaining and sharing my home. I will ensure that there is someone to welcome you and answer any questions you may have. This will either be me or my son Troy. We're only a SMS or (SENSITIVE CONTENTS HIDDEN) away and will respond promptly to any questions you may have. Gordons Bay is a picturesque seaside village situated between beautiful mountain ranges and the famous False Bay coast. There are many excellent restaurants and pubs. It's an easy drive to Stellenbosch, Franschhoek, Paarl, and the Cape Winelands. Daily maid service is provided every 2nd day of your stay (excludes Sunday and public holidays).

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, 103 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
Villa in Simon's Town
4.92 out of 5 average rating, 289 reviews

Cape Point Mountain Getaway - Oceanside Villa

A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

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, 270 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
4.87 out of 5 average rating, 112 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
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, 101 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.

Superhost
A spacious living area features curved seating, inviting relaxation. Floor-to-ceiling windows provide panoramic views of the city and mountains. A sleek television is mounted on the wall, with minimalist decor enhancing the open layout. Natural light illuminates the room, creating a calm environment.
Flat in Strand
4.91 out of 5 average rating, 122 reviews

3 Bed Beachfront Paradise!

If you're looking to unwind with family or friends, our sea side apartment offers the perfect spot to do so. Book now! and let us share our little piece of paradise with you. Features: 2.4 KVA battery backup to run TV, lights etc Fast 5G WiFI Smart TV, Netflix, Disney, Showmax etc Large open living spaces Full Kitchen - 5 Burner Gas Hob Swimming Pool Please reach out if you have any special requirements! 25min CT Int Airport 20min Stellenbosch 40min Cape Town CBD 60min Hermanus

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, 177 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.

Top guest favourite
A serene view of the calm sea is presented, reflecting the soft morning light. The distant mountains are visible against the horizon, partially shrouded in clouds. The shoreline features gentle waves and rocky outcrops, enhancing the tranquil coastal landscape.
Cottage in Gordon's Bay
4.84 out of 5 average rating, 183 reviews

Under milkwoods

This house is built directly above a secluded beach in Gordon's Bay. It has five majestic milkwood trees and an indigenous garden. The sea is often calm and the sandy beach is suitable for children. There are rock pools and cormorants and seals in the bay. The harbour and the village are within walking distance. The house sleeps four people, but only one bedroom is fully enclosed; the rest of the house is open plan. Louise will be there to welcome you on your arrival.

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, 123 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.

Guest favourite
Vibrant red and orange aloes frame a view of a white-washed annex and a large tree in the background. The landscape features a gently sloping pathway leading to the annex, with rolling hills visible in the distance under a soft overcast sky.
Farm stay in Stellenbosch
4.91 out of 5 average rating, 102 reviews

2 Bedroom Annex on a Stellenbosch Farm near town

Escape to a charming 2-bedroom annex on a working Stellenbosch wine farm, attached to our historic 1822 Cape Dutch farmhouse on the scenic Stellenbosch Kloof Road. Private, comfortable and rich in old-world charm, the space includes a lounge, kitchen and bathroom. Enjoy birdlife, hiking, fishing, mountain biking and lazy summer days at the giant pool (Mid Sep–Apr, 8am–4pm). Surrounded by top wine farms and restaurants, with Uber available right to your doorstep.

Popular amenities for Helderberg Rural family-friendly rentals

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