Vacation rentals in Helderberg

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.

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.

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.

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.

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.

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.

Spacious 4-bedroom family home with pool

Bring the whole family and your pets to our spacious family home in Somerset West. The house is centrally located with easy access to shopping malls, golf courses, Strand Beach, restaurants, wineries, nature trails and much more! The kids will enjoy the pool, tree house and jungle gym. Our large entertainment area has a pool table, dart board and indoor braai. Come and cook to your heart's content in the well equipped kitchen and drink sundowners with a view of False Bay.

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

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.

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.

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.