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 - Cottage

This is one of Cape Town's environmental and historic treasures. It is a candle-lit hideaway with stunning views of mountain and sea. The Cottage is completely off grid, with fresh water coming off the mountain and energy from the sun. The cottage is built from local materials - stone walls, reed ceilings, blue gum supports. There are glass doors and windows throughout the cottage. The cottage has a beautiful open-plan bedroom and bathroom. The bathroom includes a tub, a toilet and a basin.

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.

Mongoose Manor by Steadfast Collection

With the trifecta of privacy, location (on an equestrian estate) and dynamic design, this home ticks all the boxes for an idyllic stay in the winelands. Not only does it feature interiors by a top designer and breathtaking mountain and valley views, but full solar power and a location mere minutes from the town centre (as well as museums, galleries and wine estates) make it both distinguished and convenient. There is even a friendly water mongoose named Tilly who might drop by to visit.  

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

The Writer’s Nook

Seeking sanctuary and inspiration? Escape to the serene tranquility of the Writer's Nook, nestled beneath the trees at the foot of the majestic Helderberg. This modern 2-bedroom, 2-bathroom haven boasts a fully equipped kitchen and its own standalone pool house. Whether you're seeking inspiration or simply a peaceful retreat, the Nook invites you to unwind, recharge, and let your creative juices flow. Here you’ll experience the perfect blend of comfort, convenience, and natural beauty."

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.

Unwind in the hot tub on a picturesque farm.

The bed in the shed is a gorgeous rustic loft attached to our farm shed with a panoramic view down the Banhoek valley. It is one of 6 unique accommodations on Camissa Farm an exquisite 60 hectare farm only 10 minutes from the heart of Stellenbosch. The loft has a private deck with braai facilities and a rustic wood fired hot tub and enjoys access to the hiking, biking and wild swimming opportunities in the dams on the farm. This loft is ideal for couples or a family.

Quiet, yet central: Stellenbosch top location

Beautiful quiet and self-catered studio apartment in the serene, exclusive and safe neighbourhood of Upper Brandwacht, located in the hills above Stellenbosch, around 5 minutes’ drive from the centre of town. The house is nestled between vineyards and mountains, and is just a few minutes’ walk away from a beautiful forest, nature reserve and mountain biking tracks. There is a wonderful sense of peace to this neighbourhood and the views are spectacular.

Forest Lodge

The Forest Lodge is a two-bedroom unit each with a queen size bed and en-suite bathroom, one with a shower and bath and other with a shower. The unit has a full kitchen and open-plan living area with a big hearth linking the two spaces. The lodge is fitted with American shutters, ensuring security in this very private setting. A 4.5-meter veranda is perfectly appointed to enjoy a glass of wine, a game of Scrabble or leisurely reading a book.

Luxury apartment Kandinsky with panoramic views

High-quality luxury apartment for 2 people in Somerset West, prime location. 10 m long panoramic glass front overlooking mountains and sea. The apartment has a living area with kitchen, bathroom and one bedroom. A Nespresso machine, toaster, kettle, hair dryer, towels and linens are available. Extra long king size bed and TV. Pool and outdoor area are available for shared use and sauna and jacuzzi can also be offered by arrangement.

Farmstay for nature lovers Jonkershoek

A serene farm stay retreat set against Jonkershoek’s majestic mountains, ideal for a couple seeking peace and nature. Relax in a spacious, beautifully furnished home with wood‑burning stove and private outdoor space. Explore trails, swim in the farm dam, or unwind with wine on the deck. Minutes drive from Stellenbosch’s vibrant food and wine scene, yet feels worlds away. Perfect for a peaceful escape or creative work retreat.