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Vacation rentals in Helderberg

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Top-rated vacation rentals in Helderberg

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Somerset West
4.94 out of 5 average rating, 17 reviews

Berry Villa

Relax with your friends or loved ones at this family home with great sea and mountain views. Many living areas on different levels offer privacy within the home. Lounge at the pool, read a book or enjoy the beautiful sunset and views from the roof top deck. Our home is ideal for one or two families with children. It’s not a guest house, it’s just a comfortable home away from home. Mina, a neighbor’s cat, is the self appointed house manager. She comes and goes as she wishes & loves loves 😻

Superhost
An outdoor dining area is featured on a spacious balcony, showcasing a wooden table and benches. Breathtaking ocean views are visible beyond a glass railing, with the Helderberg Mountain Range in the background under a clear blue sky.
Apartment in Strand
4.88 out of 5 average rating, 81 reviews

Stunning Beachfront Apartment!

Large beachfront apartment, in a modern building with excellent security. Stunning floor to ceiling windows in every room with unbeatable ocean views 2 bedrooms, 2 full bathrooms apartment. Large open plan chefs kitchen with everything you would need, large relaxing lounge and dining room with sea views across the bay to Cape Point. The perfect location if you are looking to wine/dine or just relax in the area. Shopping Malls 6min, Golf Courses 5min, Wine Farms 10min. Airport 30 Min.

Top guest favorite
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
5.0 out of 5 average rating, 269 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 favorite
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 Somerset West
4.86 out of 5 average rating, 111 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 favorite
A charming cottage is nestled within a lush garden, showcasing a patio adorned with plants. The surrounding greenery includes a manicured lawn and a pathway leading to the entrance. Mature trees provide shade, enhancing the tranquil atmosphere of the outdoor space.
Cottage in Somerset West
5.0 out of 5 average rating, 100 reviews

Cranberry Cottage - A place for the soul

Relax, unwind, and enjoy the peaceful surroundings of Cranberry Cottage tucked away in the beautiful Helderberg Basin. Have the convenience of your own separate entrance, secure undercover parking and the comfort of a fully equipped home and private entertainment/barbecue area. You are in a quiet, private treed haven close to restaurants, nature parks, wine estates, golf course, Strand beach and hiking trails amongst many other amenities that Somerset West and its surrounds has to offer.

Top guest favorite
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.
Apartment in Somerset West
4.94 out of 5 average rating, 252 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 favorite
Home in Stellenbosch
4.89 out of 5 average rating, 109 reviews

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.

Top guest favorite
A serene pool area is surrounded by lush greenery, featuring a crystal-clear swimming pool. Lounge chairs are positioned beside the water, while a white umbrella provides shade. A spacious outdoor dining set is visible, accommodating family gatherings and enjoyment in the sunny environment.
Home in Somerset West
4.93 out of 5 average rating, 68 reviews

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.

Guest favorite
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 District Municipality
4.98 out of 5 average rating, 122 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.

Guest favorite
A contemporary residence presents a blend of modern architecture and natural surroundings. Walls are adorned in neutral tones, framed by lush gardens and mature trees. The backdrop features the gently sloping Stellenbosch mountains, creating a serene atmosphere in the outdoor space.
Home in Stellenbosch
5.0 out of 5 average rating, 34 reviews

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.

Top guest favorite
A sweeping view of rolling vineyards stretches towards the horizon, with mountains rising majestically in the background. A charming white house sits among the lush greenery, overlooking the valley and distant coastline beneath a soft morning light.
Home in Somerset West
5.0 out of 5 average rating, 51 reviews

Kings Kloof Country House.

Kings Kloof Country House is located on the Kings Kloof Wine Farm. The country house is a luxury home away from home, a place for you to while your days away, either watching the eagles above playing chase with the birds, or washing the heat of the day with a dip in the sparkling pool. A stay with us is more than just a holiday – it’s a place to decompress and be mesmerized by the magic of this luxury self-catering home in the Cape Winelands.

Top guest favorite
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.
Apartment in Somerset West
4.99 out of 5 average rating, 181 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.

Popular amenities for Helderberg vacation rentals