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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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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 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, 155 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 serene outdoor space is presented with wooden decking, leading to a wood-fired hot tub surrounded by nature. Two comfortable chairs are positioned nearby, while tall trees provide a peaceful backdrop. Soft sunlight filters through, creating a calm and inviting atmosphere.
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.

Guest favourite
An outdoor area features a rectangular pool surrounded by a wooden deck. Comfortable loungers are arranged nearby, complemented by decorative cushions. Sliding glass doors lead to the indoor living space, with greenery visible in the background.
Home in Cape Town
4.86 out of 5 average rating, 110 reviews

Beautiful, kid-friendly home with views and pool

Modern, spacious, very comfortable family home. INVERTER BACK UP POWER. Perfect outdoor area including BBQ facilities, pizza oven, a glorious pool and comfortable loungers to a spacious but cozy indoor lounge area with fireplace and open plan kitchen. Plenty of room and entertainment for kids with an outdoor play area including jungle gym as well as kids bedroom with single bed, an extra sleeper sofa and also a travel cot with mattress (bring own linen for travel cot) A/C in 2 bedrooms only.

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, 116 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
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, 244 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
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 152 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
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

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, 178 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
A tranquil outdoor space features a pool with clear water, surrounded by stone tiles. Two sun loungers are positioned near the edge, offering a view of the nearby mountain and bay. Natural light enhances the serene atmosphere, with greenery framing the area.
Villa in Cape Town
4.84 out of 5 average rating, 209 reviews

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

Superhost
Holiday home in Cape Town
4.87 out of 5 average rating, 200 reviews

"Sunset Boulevard!"

Spacious Camps Bay apartment where stunning sea views equal the stellar style inside! Soak in what we have to offer and wind down on the patio for golden hour everyday. Cape Town's most exquisite suburb featuring the best beaches, restaurants and bars, on the back of Table Mountain & city centre - all activities within a 5 minute drive, walk, on bus and Uber routes. The ideal space to balance work, life and play!

Popular amenities for Helderberg holiday rentals