Family-friendly vacation rentals in Helderberg Rural

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Top-rated family-friendly rentals in Helderberg Rural

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Top guest favorite

A modern farmhouse with expansive glass doors overlooks a well-manicured lawn with neatly arranged seating beneath a large umbrella. A serene outdoor pool reflects the surrounding greenery, with mountains rising in the background, creating a tranquil outdoor environment.

Farm stay in Stellenbosch

5 out of 5 average rating, 121 reviews

Stay on a Working Flower Farm in a Modern Home

Soak up the secluded splendor of this modern farmhouse in the Cape Winelands. A new expansive view awaits at every turn—admire one side of the mountain range in the light-filled entrance hall, and take in the other from the spacious sitting room that brings the outdoors in with a full-size maple tree and sliding glass doors. Colorful textiles and eclectic art objects collected from around the world enliven the farmhouse interiors, where leafy greens and flowers fill each room. Take a dip in the outdoor 15m pool, then enjoy a meal near a wood-burning fireplace on the outdoor patio. Modern house with farm interior. Access to all areas including own pool and garden. Open plan kitchen and living areas with access to verandah and vegetable garden. Will be welcome and greeted by myself ,always available by phone or text . The farmhouse is set in a secluded area just a short drive away from the quaint town of Stellenbosch, ripe with many fruit orchards and wine vineyards—some date as far back as the 1650s. Foodies would be wise to pit stop at Foliage, an award-winning restaurant listed as one of the “World’s 50 Best” restaurants. Own transport is recommended, but Uber is available if needed, guests use them often successfully. Gay friendly. Perfectly located.

Top guest favorite

A spacious covered deck features a large wooden table surrounded by benches, offering views of the crystal blue waters of False Bay and distant mountain ranges. The area is shaded, providing a comfortable outdoor space for relaxation and dining.

Home in Gordons Bay

4.93 out of 5 average rating, 239 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 favorite

A spacious patio is furnished with a wooden table and several green chairs. Large sliding doors lead to the interior, while a gas barbecue is positioned nearby. Lush greenery and vibrant flowers surround the area, enhancing the peaceful outdoor setting.

Apartment in Gordons Bay

4.94 out of 5 average rating, 162 reviews

Best of Both: Mountains and Sea

Gordon's Bay is close to the Cape Winelands and forms the start of the famous coastal road, Clarence Drive. We have beaches, mountains, good supermarkets, restaurants, harbours & a waterfront. The self catering apartment is situated below the main house. Secure off-street parking for a medium car. There are: Bedroom, double bed and sliding door to patio Bathroom en suite Lounge with double sleeper couch Kitchenette, fully equipped Patio and terraced garden Solar System installed-NO LOADSHEDDING.

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, 252 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.

Guest favorite

A spacious balcony provides stunning views of the coastline and cityscape below. The ocean is visible on the left, with a sandy beach stretching into the distance. A mountain range is seen in the background, under a clear blue sky.

Apartment in Strand

4.81 out of 5 average rating, 185 reviews

Spectacular 3 bedroom Beachfront Loadshedding Free

Luxury upmarket right on the water with all amenities. Modern building with all conveniences, 24h Porter, indoor pool, restaurants, coffee shop, Spa, hairdressers and minimarket. White sandy beach on your doorstep suitable for, swimming, surfing, jogging or long strolls . Great restaurants on beach strip,shopping mall 7 minute drive. Major transport routes are close by with Wine country short drive away and Cape Town central 30 minutes. Perfect for romantic getaway, families or business.

Top guest favorite

A modern wood and glass home is positioned directly on the beach, with expansive outdoor decking. Loungers are arranged on one side, while a dining area is visible toward the indoor space. Lush greenery lines the perimeter, contrasting with the sandy surroundings.

Villa in Kommetjie

4.99 out of 5 average rating, 167 reviews

Amazing home on the beach in Klein Slangkop

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.

Guest favorite

A well-maintained garden features lush green grass and various plants, with a view of distant mountains under a clear blue sky. The property includes a spacious deck that offers outdoor seating, surrounded by tranquil landscaping and colorful foliage.

Guesthouse in Gordons Bay

4.77 out of 5 average rating, 241 reviews

Olive Branch

My place is close to supermarkets like Woolworths or Spar and also Gordon's Bay Beach, Strand or the Whale Route for your leisure activities. You’ll love my place because of the sea view, its tranquility, the garden, and its central location close to Cape Town Airport and the Winelands. The neighborhood is very quiet and peaceful. My place is very good for couples as well as solo adventurers and - if you don’t mind sharing one open space with everyone - even for small families (with kids).

Guest favorite

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 Gordons Bay

4.82 out of 5 average rating, 157 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. Sam lives upstairs and will be there to welcome you on your arrival.

Top guest favorite

A grassy area is populated with trees and a variety of plants, showcasing a peaceful rural landscape. In the foreground, a dog is seen exploring, while a flock of sheep grazes peacefully in a fenced section. The backdrop features majestic mountains under a clear blue sky.

Home in Western Cape

4.88 out of 5 average rating, 293 reviews

Tranquil poolhouse in the Winelands

Relax, sip on local wines, and take in the spectacular mountain views from the poolside deck. Neighbor to award winning wine farms, situated in the pristine Banhoek Valley. 8 minutes drive to central Stellenbosch, 25 minutes to Franschhoek. Complimentary Tokara wine on arrival with cheese, local nuts and fruits. Basic breakfast supplies provided: coffee, milk, eggs, bread, yogurt, muesli, rusks, orange juice. Bathroom: Soap, shower gel, shampoo, body lotion provided.

Top guest favorite

The cottage is situated on a spacious lawn, surrounded by lush greenery and blooming flowers. A shaded terrace is visible, offering a comfortable sitting area. The building features large windows, allowing natural light to fill the interior, and a well-maintained exterior enhances the serene setting.

Cottage in Franschhoek

4.97 out of 5 average rating, 527 reviews

Hanepoot Cottage on Franschhoek farm

Hanepoot Cottage is close to Franschhoek village. You’ll love the cottage because of the spacious, private, setting on a working wine and fruit farm nestled against the mountains of Franschhoek Valley. Good for couples, solo adventurers, business travelers, and families (with kids). You are welcome to explore the farm and even practice your chipping and putting skills on the green.There is an inverter to provide electricity during loadshedding periods.

Top guest favorite

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

4.93 out of 5 average rating, 130 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!

Top guest favorite

A bright bedroom features a spacious bed with crisp white bedding. Two modern bedside lamps provide soft lighting. A seating area with natural light streaming in from large windows is visible through the open doors, offering a view of greenery outside.

Apartment in Stellenbosch Central

4.97 out of 5 average rating, 339 reviews

17 Le Coetzenbourg, Stellenbosch

Our apartment is centrally located, within walking distance from top restaurants, various wine bars, coffee shops and all convenient stores. You’ll love our apartment because of the simplistic interior with good quality finishes. The apartment is ideal for couples (includes sleeper couch to sleep 3rd person/child), solo adventurers and business travelers. Secure Automated Garage Parking offered.