Holiday houses in Helderberg

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Top-rated holiday rentals in Helderberg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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.

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 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 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 bright, open living space features large glass walls allowing views of the ocean. A comfortable sectional sofa and a wooden coffee table are present. An outdoor dining area and sunshade are visible, enhancing the connection between indoor and outdoor areas.
Apartment in Cape Town
4.97 out of 5 average rating, 833 reviews

Admire Sea Views from a Stunning Apartment by Clifton Beach

A perfect haven for couples or individuals seeking a holiday that will be truly memorable. Ezulwini is set in central Clifton, an exclusive area 5 minutes from Town and the V&A Waterfront. The apartment offers unrivalled sea and beach views. The interior is flooded with natural light, beautifully curated in a rich beachside palette of sandy hues with a touch of something nautical. Safety wise, the apartment is a lock up and go and there is battery Back with solar to deal with load shedding.

Top Guest favourite
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, 136 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
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 Cape Town
4.91 out of 5 average rating, 216 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
Condo in Johannesdal
5 out of 5 average rating, 17 reviews

Villa Verde, farm stay with views for days.

Enjoy a peaceful farm stay at Villa Verde, gallery and guesthouse in the Cape Winelands. Stay in your own private studio apartment right in the heart of the winelands between Stellenbosch and Franschhoek. Views are spectacular and the infinity pool is welcoming you on the warm summer days. Pick your own seasonal fruits in our garden and explore the variety of restaurants, wineries and hundreds of hikes and mountain bike paths close by. Perfect for families and couple get aways.

Top Guest favourite
A spacious balcony features two modern lounge chairs facing a panoramic view of the Hout Bay Valley and Helderberg mountains. The area is enclosed by a sleek railing, and the sliding glass doors provide seamless access to the interior space.
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
Two comfortable black armchairs are positioned beside a round metallic accent table, creating a cozy seating area. A small plant and decorative items are placed on the table. The backdrop features a modern, textured wall design, enhancing the space's contemporary feel.
Apartment in Cape Town
4.94 out of 5 average rating, 248 reviews

Stylish Studio with Patio (Somerset West)

A tranquil indoor-outdoor living space ideal for couples or business travelers. The stylish studio opens up onto a large patio with braai. Enjoy our long summers outdoors! The studio has a separate entrance from the main house. Queen bed with open walk-in shower & separate toilette . It has fiber WI-FI, full DSTV, a tiny kitchenette with tea/coffee facilities, toaster, microwave, fridge & single induction plate. Secure onsite parking. We have 2 Small dogs for added security.

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.

Popular amenities for Helderberg holiday rentals