Holiday rentals in Helderberg

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

Cape Point Mountain Getaway - Oceanside 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.

Lakeside cabin with wood fired Hottub

Rosemary cottage is one of three serviced cabins on the edge of a lake in the heart of the Banhoek conservancy. It is a light filled, modern cabin with a wood fired hot tub, direct access to endless hiking and the finest mountain biking trails in the western cape. Although it is intended as a two person cabin, there is an open queen sized pod attached to the living room which can sleep 2 children or an extra guest for a small extra fee. There is an infrared sauna below the dam for you to use.

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.

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.

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.

3 Bed Beachfront Paradise!

If you're looking to unwind with family or friends, our sea side apartment offers the perfect spot to do so. Book now! and let us share our little piece of paradise with you. Features: 2.4 KVA battery backup to run TV, lights etc Fast 5G WiFI Smart TV, Netflix, Disney, Showmax etc Large open living spaces Full Kitchen - 5 Burner Gas Hob Swimming Pool Please reach out if you have any special requirements! 25min CT Int Airport 20min Stellenbosch 40min Cape Town CBD 60min Hermanus

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.

Bellevlei Estate | The Rock House

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

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 !

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.

180• Sea Views from a Hillside Villa, Solar Power

180 degree fantastic view of False bay Guests have access to all area's of the house If a guest needs any help or information I am there to assist The house is in a quiet, safe, and beautiful area surrounded by beaches. Penguin Beach is five minutes away, and the excellent Lighthouse restaurant in Simonstown is a must-do. Trendy Kalk Bay is a 10-minute drive, and has shops and restaurants. The train is a 10minute walk