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Holiday rentals 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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An open living area features comfortable outdoor seating with neutral cushions, a woven coffee table, and a barbecue grill. Large sliding doors enhance the connection with the ocean view, framed by a sun sail providing shade. The coastline and mountains create a serene backdrop.
Flat in Cape Town
4.91 out of 5 average rating, 108 reviews

The Lookout - dream, hide, explore

Calling all explorers, dreamers and creatives! Come for a quick retreat or stay to write that book. The lookout was built by owner Rob himself over ten years. There is thought and love behind every little detail. The house isn't perfect, there is raw wood, some things aren't finished, the furniture is vintage and may appear worn but if you look past that, you will find that everything there has its own story and that this house is made for the big things: sunrises, ocean dreaming and full-moons

Top guest favourite
Villa in Simon's Town
4.91 out of 5 average rating, 281 reviews

Cape Point Mountain Getaway - Villa

A magnificent historical home surrounded by fynbos, overlooking False Bay with stunning sea views and an imposing mountain backdrop. The villa is located in a nature conservancy. It is completely off the grid: solar energy, water from a mountain stream. This place is for people who want beauty and tranquillity and a getaway experience in a 100% environmentally friendly place right on the urban edge - 8kms from Simonstown. Fully equipped open plan kitchen, exquisite bedrooms and awesome decks.

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.

Top guest favourite
A spacious balcony features expansive views of the sea and coastline, framed by large glass doors. Wooden decking provides a warm contrast, while modern outdoor seating offers a comfortable space to relax. The sky transitions to soft hues during twilight, enhancing the serene atmosphere.
Flat in Cape Town
4.98 out of 5 average rating, 127 reviews

Penthouse-100 000 Gemstones on display,All Ensuite

There are over 100 000 precious and semi precious gemstones on display in this penthouse as it overlooks the famous Cape Town Kitebeach. With the biggest balcony-deck along this beachfront, this 12th floor, double volumed, serviced Penthouse is luxury living (back up power to lifts and apartment). All 3 bedrooms have their own ensuite bathrooms. The unit boasts an extensive enclosed patio and a spacious outside balcony over looking the sea, making your inside and outside living truly unique.

Top guest favourite
An open-plan living area features wooden beams and brick walls, with a spacious dining table surrounded by upholstered chairs. Natural light floods the space through large windows, highlighting the relaxed atmosphere. A staircase leads to a loft area, and a view of the pool can be seen outside.
Home in Franschhoek
4.92 out of 5 average rating, 156 reviews

Nooks Pied-a-Terre | Architecturally Stunning Home

Our stunning home is a 5 min walk into the village and its award winning restaurants, shops and galleries. Black Elephant, Chamonix, Dieu Donne winery's and the famous Winetram are just a short walk away. Nooks is sumptuous, private, cosy, relaxing, full of original art, high ceilings, log fires, beautiful generous spaces and mountain views. Nooks comes alive at night and is great for couples, solo adventurers, who want to be near the soul of this beautiful village. We take up to 4 adults max.

Top guest favourite
A serene outdoor swimming pool reflects the surrounding greenery, flanked by a wooden deck and lush foliage. The pool area is complemented by a multi-storey structure with pillars, providing a sense of tranquility and a connection to nature.
Villa in Cape Town
4.94 out of 5 average rating, 156 reviews

Table Mountain Villa

Set on the slopes of Table Mountain bordering the national park, this spectacular property offers panoramic views of the mountain, forest and city. Guests have a private entrance to mountain trails. A short walk from Kirstenbosch Botanical Gardens. 5-10 min drive to Constantia Wine Estates; Newlands Cricket, Rugby Stadiums; 1 traffic light to the city centre ; 15-20 min to the city's iconic beaches. Comprehensive security; unlimited WIFI, basement parking. A perfect base to explore Cape Town.

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, 259 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 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, 117 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
A dining area is shown with a glass table surrounded by four stylish chairs. Floor-to-ceiling windows offer a panoramic view of the surrounding mountains and landscape, allowing natural light to fill the space.
Flat in Cape Town
4.99 out of 5 average rating, 179 reviews

Luxusapartment Kandinsky mit Panoramablick

Hochwertig eingerichtetes Luxusapartment für 2 Personen in Somerset West, Bestlage. 10m lange Panoramaglasfront mit Blick auf Berge und Meer. Das Apartment hat Wohnbereich mit Küche, Badezimmer und ein Schlafzimmer. Es steht eine Nespressomaschine zur Verfügung,Toaster, Wasserkocher, Fön, Handtücher und Bettwäsche. Extra langes King size Bett und Fernseher. Pool und Außenanlage sind zur gemeinschaftlichen Nutzung vorhanden und Sauna und Jacuzzi können wir nach Absprache auch anbieten.

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.
Flat in Cape Town
4.94 out of 5 average rating, 247 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, 153 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.

Top guest favourite
A modern guest apartment is set amidst lush greenery and gravel pathways. The structure features a light exterior and a sloped roof, with large windows and a balcony that provides views of the surrounding vineyards and farmland.
Flat in Stellenbosch
4.99 out of 5 average rating, 270 reviews

Apartment on Windon vineyard,Stellenbosch

A beautiful open plan guest apartment in the Winelands.It has magnificent views ,is beautifully furnished and is quiet and peaceful.There is a kitchenette( microwave,no oven)en suite bathroom( shower only)dining area and balcony.It’s airy & light.Guests are able to walk on the farm to stretch their legs and take in the beautiful views and fresh air or watch the zebras,springbok and wildebeest in the game camp. It is Located 7 km from the town center of Stellenbosch

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