Holiday houses in Helderberg Mountain

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Top-rated holiday rentals in Helderberg Mountain

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Top Guest favourite
A wooden deck extends over a serene dam, featuring a dining table surrounded by chairs. A barrel adds a rustic touch. Lush greenery and mountains serve as a backdrop, reflecting beautifully in the calm water.
Farm stay in Stellenbosch
4.99 out of 5 average rating, 116 reviews

Farmstay for nature lovers Jonkershoek

A tranquil farm stay set against Jonkershoek’s breathtaking mountains, ideal for a couple seeking peace and nature. Relax in a spacious, comfortable furnished home with a wood‑burning stove and outdoor space tucked between old oaks. Explore trails, swim in the farm dam, or unwind with wine on the deck. Minutes drive from Stellenbosch’s vibrant food and wine scene and University campus, yet feels worlds apart. Perfect for a peaceful escape or longer stay for a creative and mindful work retreat.

Guest favourite
Villa in Cape Town
4.9 out of 5 average rating, 112 reviews

Private Villa & Heated Pool, Steps Away from Beach

Part of the YOLO Spaces Collection. Clifton is Cape Town’s jewel, no matter how many sunsets you have seen, it’s simply different here. The Private Villa is located near the promenade, in a wind free pocket, in the heart of energetic Clifton. Less than 2 minutes walking distance to the famous 4 Clifton Beaches. It is +/- 5 min drive from restaurants, shopping, entertainment & nightlife; 10 to 15 min drive to city centre; 25 to 30 min to the airport & is central to nearby tourist attractions.

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, 262 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.

Top Guest favourite
A retreat-style deck overlooks the ocean, featuring a detailed swimming pool surrounded by tropical plants. Sun loungers and a small table are positioned nearby, inviting relaxation and enjoying seaside views. Waves gently lap at the shore, enhancing the serene atmosphere.
Home in Cape Town
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.

Top Guest favourite
A stunning view of mountain peaks is captured at sunset, revealing warm hues illuminating the rocky surfaces. The foreground features a wooden deck with a soft, light-colored fabric draped over a chair, enhancing the serene atmosphere surrounding the cabin.
Cabin in Stellenbosch
5 out of 5 average rating, 119 reviews

Camissa farm. Gorgeous views and a Hottub too!

This stylish and romantic cabin for 2 floats over the Banhoek valley and enjoys exquisite mountain views of outstanding natural beauty. It is the newest in our collection of 6 private serviced eco cabins on a beautiful 60 hectare regenerative farm in the Banhoek nature conservancy. There are hiking trails for you to explore, a hot tub and infra red sauna to luxuriate in and wild swimming to enjoy. Refresh your soul in this natural paradise and renew your connection with nature and yourself.

Top Guest favourite
Tiny home in Cape Town
5 out of 5 average rating, 27 reviews

The Little Black Box -Somerset West

Set among the trees in Somerset West, it is designed for slowing down without leaving town. Expect birdsong, shifting natural light and a space that feels far away - yet close to everything you need. Comfortable for short getaways or longer stays, with a remote-work-friendly setup and thoughtful amenities. You’ll be minutes from wine farms, beaches, shops and walking trails - easy base to explore from. Ideal for couples, solo travellers and work trips looking for a quieter place to land.

Top Guest favourite
Home in Stellenbosch
4.94 out of 5 average rating, 135 reviews

Bellevlei Estate | Protea Cottage

Welcome to our cosy, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. Protea Cottage is perfect for taking in the sights of our historical town , mountain biking trails or a quick round of golf. Although shops and world class restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a round of golf, a weekend away or a longer stay, the Protea Cottage has all that you need.

Guest favourite
Home in Cape Town
4.91 out of 5 average rating, 215 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 favourite
An open balcony features a large outdoor dining table and lounging chairs. The spacious studio is visible through large glass doors that slide open, revealing modern furnishings and a panoramic view of the surrounding greenery and mountains.
Apartment in Cape Town
4.93 out of 5 average rating, 442 reviews

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

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, 155 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.

Guest favourite
An open-concept living area features a combination of modern furnishings and natural elements. A large dining table is surrounded by dark chairs, with a decorative bowl of green apples at the center. The space is lit by warm lights, highlighting the wooden beams and inviting atmosphere.
Home in Stellenbosch
5 out of 5 average rating, 34 reviews

Farm Keerweer Manor House

Nestled at the foot of the Stellenbosch mountains, rich in its history and perfectly located along a crystal-clear river, within the tranquil surrounds of old oak trees, many over 100 years and along lush gardens, is a beautiful contemporary 2 bedroom 2 bathroom residence. The entire farm runs on solar power so guests can enjoy their stay without worrying about the current "load shedding" time to unwind and ensure your stay is one of relaxation and pleasure.

Top Guest favourite
A serene outdoor space features a sparkling pool surrounded by manicured grass and colorful flowerbeds. A playful inflatable floats in the water. The backdrop showcases a charming house with large windows reflecting the sky and inviting natural light into the living area.
Home in Somerset West
5 out of 5 average rating, 51 reviews

Kings Kloof Country House.

Kings Kloof Country House is located on the Kings Kloof Wine Farm. The country house is a luxury home away from home, a place for you to while your days away, either watching the eagles above playing chase with the birds, or washing the heat of the day with a dip in the sparkling pool. A stay with us is more than just a holiday – it’s a place to decompress and be mesmerized by the magic of this luxury self-catering home in the Cape Winelands.

Popular amenities for Helderberg Mountain holiday rentals