Vacation rentals in Helderberg Mountain

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Top-rated vacation rentals in Helderberg Mountain

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Guest favorite
Farm stay in Stellenbosch
4.9 out of 5 average rating, 31 reviews

Annandale Wines Farm Cottage, Stellenbosch

Escape to a quaint farm house just outside Stellenbosch.This charming retreat offers rustic character, beautiful vineyards and mountain views. Book a wine tasting at Annandale, enjoy delicious meals at our restaurant &fill your pantry with fresh produce from the on-site farm stall Familiér. Wander the vineyards, picnic at the farm dam in or enjoy a South African braai on the patio. Perfectly located for exploring the area, this is the ideal spot to unwind and experience true countryside living.

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 😻

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, 101 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
A spacious living area features a mix of comfortable seating, including two blue armchairs with patterned cushions, and a sleek dining table. Exposed wooden beams adorn the ceiling, while large windows dressed with dark curtains allow natural light to fill the space.
Villa in Raithby
4.95 out of 5 average rating, 62 reviews

Luxury Villa with hot tub & pool in the Winelands

Beautiful Mountain View’s! Tranquil setting! Luxury living! Spacious home. Amazing pool indoor/outdoor patio living, indoor braai. BACK UP POWER! Nestled in the Stellenbosch Winelands between Somerset West & Stellenbosch. 25 mins from Cape Town International Airport. Close to Mall shopping, 15 mins from the famous Gordons Bay beach, top rated restaurants, strawberry picking, outdoor market’s, surrounded by famous wine farms such as Blaauwklippen, Eikendal & Spier to mention but a few r

Top guest favorite
A dining area features a large wooden table surrounded by woven chairs, with modern pendant lighting overhead. Floor-to-ceiling glass walls offer expansive views of the landscape, allowing natural light to fill the space and create a bright atmosphere.
Villa in Somerset West
4.91 out of 5 average rating, 76 reviews

Glorious views, amazing sunsets!

Come and relax in the lap of luxury and unsurpassed beauty! This stunning 4 bedroom contemporary house was designed and decorated by a renowned German designer. European chic is combined with subtle ethnic and earthy interior to create a truly unique ambiance! UPS power backup for Wifi, lights and essential plugs during loadshedding. The stove and air conditioners will not be operational during loadshedding. Airconditioners available in all living areas and in 3 of the 4 bedrooms.

Guest favorite
Home in Stellenbosch
4.89 out of 5 average rating, 111 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.

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
An outdoor dining area features a wooden table set with fresh fruits and drinks, overlooking a splash pool. Lush green grass and a wooden deck frame the scene, while majestic mountains rise in the background, enhancing the tranquil atmosphere.
Villa in Paradyskloof
4.92 out of 5 average rating, 210 reviews

Charming Villa - Mountain Views

Charming Villa is a luxurious fully equipped, self-catering home. A unique, spacious accommodation, the ideal choice, intimate and romantic. Situated in the heart of the Cape Winelands, with two major golf courses, award winning vineyards, restaurants and the historical town of Stellenbosch, all within a 5 minute drive. Create lifelong memories with your family and friends in Charming Villa. Unspoilt views of the vineyards and the exquisite mountains.

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.

Popular amenities for Helderberg Mountain vacation rentals