Some info has been automatically translated. Show original language

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.

1 of 1 pages1 / 1
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
5 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.

KitchenIndoor spacesLocation

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 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.

Indoor spacesKitchenView

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 out of 5 average rating, 268 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.

KitchenFamilyCleanliness

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, 111 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.

Indoor spacesKitchenLong stay

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 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.

KitchenFamilyCondition

Top guest favourite
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, 110 reviews

Misty Cliffs Work and Surf

Please DM for available dates! Enjoy stunning sea views, peaceful nature and a refined yet homely interior. Watch glowing sunsets or 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 a fully equipped open‑plan kitchen and work with fast fibre and a “ready‑to‑plug‑in” office. Please read the info about steep stairs to the house + additional points below.

FamilyKitchenCheckout

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, 173 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.

FamilyKitchenBathroom

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, 182 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.

Indoor spacesKitchenTV

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
4.98 out of 5 average rating, 121 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.

FamilyKitchenAmenities

Top guest favourite
A warm living area is highlighted by an exposed brick wall and wooden beams. A comfortable brown leather sofa is paired with a green chair, while a coffee table sits over the polished concrete floor. A small television is positioned across from the seating area, with a view of an adjacent bedroom.
Home in Stellenbosch
5 out of 5 average rating, 102 reviews

Farm house on Windon vineyard,Stellenbosch

This beautiful farm house has amazing views of the Stellenbosch mountain ranges .It has a very special indigenous garden and is beautifully decorated and equipped! It includes a full kitchen ,2 beautiful rooms and en suite bathrooms .There is a beautiful patio and braai area .It is a peaceful setting ,with access to walk and enjoy the farm including the zebra and springbuck ! You won’t be sorry you booked this magnificent spot ,you won’t ever want to leave !

FamilyKitchenComfort

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 spacesFamilyView

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.

FamilyIndoor spacesCondition

Popular amenities for Helderberg Rural family-friendly rentals

When is the best time to visit Helderberg Rural?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$188 SGD$169 SGD$165 SGD$153 SGD$147 SGD$146 SGD$128 SGD$130 SGD$144 SGD$146 SGD$147 SGD$190 SGD
Avg. temp22°C22°C21°C18°C15°C13°C13°C13°C15°C17°C19°C21°C