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Holiday rentals in Helderberg

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Top-rated holiday rentals in Helderberg

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Top guest favourite
Villa in Cape Town
4.94 out of 5 average rating, 102 reviews

Feed Your Soul at a Glamorous Villa Set in a Vineyard

Slide back a concertina wall of windows and invite the vineyards and sweeping mountain views inside. Gleaming marble floors lead from one expansive vista to the next. Feature fireplaces, crystal chandeliers, and epic ceilings add to the romance. You are welcome to enjoy a walk or cycle through our 25HA of planted vineyards The entire Villa is reserved for your exclusive use Send a text and we will be on standby for anything you may need Set on a small wine farm just outside Stellenbosch, at the foot of the Cape Fold mountain range, the home is in the heart of South Africa's famous wine country. Take a tasting tour or seek out some of the gastronomic hotspots nearby. It is recommended that you hire a vehicle to get around. However Uber is available in the area Our farm manager lives next door to the property and is available 24/7 should you require anything

Top guest favourite
A rustic cottage is nestled among vibrant, blooming flora, featuring distinct red and yellow flowers. Sunlight casts a warm glow on the stone path leading up to the cottage, which is surrounded by lush greenery and towering mountain scenery in the background.
Cottage in Simon's Town
4.9 out of 5 average rating, 258 reviews

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.

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, 249 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 serene outdoor space features a saltwater swimming pool surrounded by landscaped pebbles and vegetation. A wooden deck with seating overlooks the pool, offering a tranquil view of the lush greenery beyond. Pathways lead through the garden, enhancing the natural setting.
Flat in Cape Town
4.94 out of 5 average rating, 159 reviews

Forest View Studio Apartment

Studio apartment (±30m²) situated in Spanish Farm in a quiet upmarket and safe area with tranquil surroundings. Live in another world in the heart of suburbia in privacy with the natural wonders of a forest at your doorstep. We have backup power during load shedding Pure uncapped fiber 300 Mbps 24/7 Fully equipped kitchen Salt, pepper and cooking oil Complimentary coffee, tea, milk, sugar and rusks on arrival Self check-in available Washing (for your cost). Collect and deliver for free

Guest favourite
A spacious living area features curved seating, inviting relaxation. Floor-to-ceiling windows provide panoramic views of the city and mountains. A sleek television is mounted on the wall, with minimalist decor enhancing the open layout. Natural light illuminates the room, creating a calm environment.
Flat in Cape Town
4.92 out of 5 average rating, 110 reviews

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

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, 105 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 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 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, 138 reviews

Heidi's Child, 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, 257 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

Top guest favourite
A tree-lined pathway is flanked by lush greenery and vibrant autumn foliage. Solar lamps on either side illuminate the walkway leading towards rolling hills in the background, showcasing solid greenery and a clear blue sky.
Guest suite in Cape Winelands
4.99 out of 5 average rating, 114 reviews

Helderbosch The View Self-Catering Accommodation

This cosy 2-bedroom unit features a queen-size bed in the main bedroom and two three-quarter beds in the second bedroom. The bathroom boasts both a shower and a bath, with an additional guest toilet conveniently located off the lounge area. The open-plan living and dining area leads to a fully equipped kitchen, offering plenty of space for your stay. Both bedrooms and the living area open onto a private patio, complete with braai facilities and stunning views.

Top guest favourite
A spacious living area is featured with large glass panels offering views of the mountains and sea. A comfortable sofa and armchair are arranged around a coffee table. A dining table is set for four, complemented by decorative plants and fresh flowers.
Flat in Cape Town
4.99 out of 5 average rating, 172 reviews

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.

Top guest favourite
Farm stay in Stellenbosch
4.99 out of 5 average rating, 112 reviews

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.

Top guest favourite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 480 reviews

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.

Popular amenities for Helderberg holiday rentals