Family-friendly vacation rentals in Helderberg Rural

Find and book unique family-friendly homes on Airbnb

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 favorite
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
5 out of 5 average rating, 270 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 favorite
Villa in Simon's Town
4.91 out of 5 average rating, 279 reviews

Cape Point Mountain Getaway - 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 favorite
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
4.95 out of 5 average rating, 130 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 favorite
A two-story house is positioned on a hillside, surrounded by lush greenery and rugged terrain. The structure features a charming porch with white railings, offering a view of the ocean in the distance. Coastal plants and shrubs enhance the natural landscape.
Home in Misty Cliffs
4.98 out of 5 average rating, 106 reviews

Misty Cliffs Work and Surf

Stay here and enjoy stunning sea views, peaceful nature and a refined yet homely interior. Watch glowing sunsets or passing whales and dolphins and the romantic mist over the cliffs with the sound of waves as your constant backdrop. Relax by the fireplace in the spacious double‑storey lounge, cook in the fully equipped open‑plan kitchen and work with fast fibre and a “ready‑to‑plug‑in” office setup. Please do read the important info about steep stairs to the house and additional points below.

Top guest favorite
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 out of 5 average rating, 256 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 favorite
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, 109 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 favorite
A spacious outdoor deck features a wooden seating area with plush cushions, overlooking the ocean waves. A small round table holds potted plants, and the backdrop consists of rugged cliffs under a clear blue sky, creating a serene coastal environment.
Home in Misty Cliffs
4.99 out of 5 average rating, 167 reviews

Seaside Mountain Retreat in Misty Cliffs w/ Sauna

Seaside mountain retreat in exclusive Misty Cliffs nature reserve with endless views, pool and large fynbos garden with private path down to the beach. This architect designed wooden bungalow is perfect for exploring Cape Point and the Southern Peninsula or just switching off and relaxing in the verdant immersion of a conservation village. Featuring 2 large en-suite bedrooms as well as a cosy loft and additional bunkbeds for the kids. The house is just 45 minutes from Cape Town city centre.

Guest favorite
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.
Apartment in Strand
4.92 out of 5 average rating, 116 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

Guest favorite
A spacious deck features a round dining table surrounded by four white chairs. Behind, large glass doors provide an unobstructed view of the ocean. The serene surroundings are enhanced by greenery and coastal scenery, with sunlight illuminating the area.
Home in Misty Cliffs
4.91 out of 5 average rating, 214 reviews

The Sky Cabin Misty Cliffs

Experience one of the most pristine stretches of the south peninsula coastline from our laidback house.

 

The upstairs offers spectacular ocean views with a big open plan bathroom. Downstairs is the perfect setting for dinners around the dining table leading onto the open plan kitchen. The downstairs double bedrooms share a bathroom and the front bedroom has beautiful sea views. While the downstairs deck is great for sundowners. Situated 45 minutes from Cape Town’s city centre.

Top guest favorite
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, 150 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 favorite
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
4.98 out of 5 average rating, 496 reviews

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Superhost
The exterior of The Haveli is viewed, featuring a thatched roof structure surrounded by lush greenery. A private swimming pool is positioned in the foreground, with a stone patio area that includes lounge chairs, inviting relaxation in the tranquil setting.
Farm stay in Strand
4.8 out of 5 average rating, 114 reviews

'The Haveli' Gordons Bay Farm Stay

*PLEASE ENQUIRE FOR LARGE GROUP DECEMBER RATES* The Haveli is a family-owned farm estate nestled in the peaceful surroundings of Gordon's Bay; located off Sir Lowry's Pass between the mountains and the beach. With accommodation for up to 20 guests, and access to your own private swimming pool, sauna, hot tub, games room and more; it is the perfect location for your African getaway!

Popular amenities for Helderberg Rural family-friendly rentals

When is the best time to visit Helderberg Rural?

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Avg. price$147$132$129$107$104$96$100$102$113$114$115$149
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Quick stats about vacation rentals that are family-friendly in Helderberg Rural

  • Total vacation rentals

    Explore 1,040 vacation rentals in Helderberg Rural

  • Nightly prices starting at

    Helderberg Rural vacation rentals start at $10 per night before taxes and fees

  • Verified guest reviews

    Over 15,450 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Vacation rentals with a pool

    550 properties feature pools

  • Rentals with dedicated workspaces

    510 properties have a dedicated workspace

  • Wi-Fi availability

    980 of Helderberg Rural vacation rentals include wi-fi 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!

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