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Vacation rentals in Helderberg

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Top-rated vacation rentals in Helderberg

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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 out of 5 average rating, 243 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 favorite
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.
Apartment in Cape Town
4.94 out of 5 average rating, 156 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

Superhost
Condo in Cape Town
4.91 out of 5 average rating, 173 reviews

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

🌊 A Coastal Retreat Enjoy fresh ocean air, golden sunsets, and easy access to local activities. Just a two‑minute walk from the beach, the home is located opposite a popular surf spot, an outdoor gym & park, with Strand Golf Course right next door. • Reliable high‑speed Wi‑Fi and full streaming suite for remote work or downtime • Walkable access to nearby dining options. • Ocean views that create a calm setting for both focused stays and relaxation. PLEASE READ “Things to Note” SECTION

Top guest favorite
A modern living area is highlighted by a large round mirror and a light wood console table, which holds decorative vases. Baskets on the floor provide additional storage. Soft grey and yellow furnishings complement the warm wood tones, while natural light filters through the windows.
Home in Cape Town
5 out of 5 average rating, 20 reviews

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."

Top guest favorite
Apartment in Cape Town
5 out of 5 average rating, 8 reviews

Couvaras Haus | Modern Mountain-View Retreat

Where modern comfort meets breathtaking views. Nestled near the Helderberg Mountain in Somerset West, Couvaras Haus is a refined one-bedroom flat designed for guests who appreciate quiet luxury, natural beauty, and thoughtful detail. Just 2 km from some of the region’s most prestigious wine farms, this first-floor retreat offers sweeping mountain views, elegant interiors, and an atmosphere of calm sophistication — ideal for professionals, couples, and travelers seeking a serene escape.

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 Cape Town
4.93 out of 5 average rating, 230 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.

Guest favorite
A sleeping area features a metal bed frame with a spacious bed dressed in white linens. Decorative pillows add subtle color, complemented by a throw blanket draped across the foot. A bedside table holds a reading lamp, and large glass doors offer natural light.
Guesthouse in Cape Town
4.91 out of 5 average rating, 107 reviews

Greenway Cottage

Stunning self contained cottage offering easy access to Strand Beach, the world renowned Cape Winelands, extensive mountain biking and trail running/hiking trails and local shops. The cottage is situated on a family property, but feel free to enjoy the beautiful garden. We have two very friendly dogs who are not allowed in the cottage but have free range of the garden. If you don’t like, or are frightened of dogs, please consider carefully before booking.

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 out of 5 average rating, 46 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 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 favorite
A bright kitchen and living area are featured, with a round dining table surrounded by white chairs. A cozy seating area is set near a wood-burning stove, and a modern kitchen equipped with appliances is showcased. Natural light streams through the open door leading to the deck.
Bungalow in Cape Town
4.94 out of 5 average rating, 140 reviews

Hillside Cottage

Come and stay in our peaceful studio cottage high up on Helderberg Mountain surrounded by trees and hear the owls hooting as you fall asleep! Beautiful new cottage, with it's own deck and garden and stylishly furnished to meet your every need. And now with solar installed (April 2023) we have NO LOAD-SHEDDING! We've replaced the oven and hob with a fully gas stove so all appliances can be used during load shedding!

Guest favorite
The spacious guest suite features two wooden beds with crisp white linens and decorative pillows. A small lamp sits beside one bed. A comfortable sofa is positioned against the wall, with a wooden table adjacent, complementing the warm tones of the wooden ceiling and floor.
Farm stay in Cape Town
4.89 out of 5 average rating, 360 reviews

Stonewall guest suite

This guest suite is set on a working wine farm in the winelands between Somerset West and the historic town Stellenbosch. It is situated in what used to be the stables and has since been converted to a tasting room and guest suite. The suite consists of a big, airy room, a separate kitchenette and a bathroom. It has its own front porch with a view over the farmstead and it is adjacent to a chicken coop.

Guest favorite
The image features a compact studio layout, with a kitchenette on the left showcasing glassware and mugs on mounted shelves. A shower is secured within a glass enclosure on the right, while neutral cabinetry offers storage space. Light-colored tiles create an open and bright atmosphere.
Apartment in Cape Town
4.88 out of 5 average rating, 258 reviews

Overnight Studio

This single studio is the ideal place for professional or solo travelers with everything they need for a short stay. The studio is in Somerset West. If you're in the area and need a comfortable place to stay without driving back to Cape Town this room will suit you. We have backup batteries to ensure you have consistent WiFi and lights available during load shedding.

Popular amenities for Helderberg vacation rentals