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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 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.

KitchenIndoor spacesQuiet

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.

KitchenIndoor spacesPool

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, 169 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.

Indoor spacesFamilyLocation

Top guest favourite
Home in Stellenbosch
4.89 out of 5 average rating, 107 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.

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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.

KitchenIndoor spacesView

Guest favourite
A clear view of a swimming pool surrounded by lush greenery, with a large inflatable swan floating on the water. In the background, a sunny landscape features manicured trees and a tennis court, with a mountain visible in the distance.
Flat in Somerset West
4.9 out of 5 average rating, 201 reviews

Homely cottage in best location in Winelands

Comfortable cottage in a large garden with tennis court, pool, putt-putt mini golf, jungle gym, trampoline, in Somerset West, heart of the Winelands. Perfect for families! 20 minutes from Cape Town airport, 10 minutes from the beach, 5 minutes from the best wine farms, 10 minutes from Stellenbosch. Safe, leafy neighbourhood. Clean, fully equipped private cottage with two bedrooms, living area and full kitchen. Fast WiFi, DSTV and private braai area included.

Indoor spacesKitchenBiking

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.

Indoor spacesFamilyQuiet

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
4.98 out of 5 average rating, 522 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.

FamilyKitchenGrill

Guest favourite
A comfortable living space features two plush armchairs and a spacious sofa arranged around a dark wooden coffee table. Natural light enters through large windows, illuminating the neutral walls and soft furnishings. A television set is positioned on a media console in the corner.
Cottage in Somerset West
4.82 out of 5 average rating, 134 reviews

Cosy quiet Cottage2, sea views, Sauna, Gym, Pool

Relax with the whole family at this peaceful place to stay. You have uninterupted power, WIFI and water. Enjoy the tranquility with an olympic swim or sauna run.

KitchenFamilyCheck-in

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
4.98 out of 5 average rating, 212 reviews

Cheerful Open-plan Beach Cottage

Newly built beach bungalow on the edge of the nature reserve, and steps from the beach on a private walking path through the dunes.

Indoor spacesKitchenLayout

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$153 SGD$147 SGD$146 SGD$128 SGD$130 SGD$144 SGD$146 SGD$147 SGD$191 SGD
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