Vacation rentals in Helderberg

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.

Location · Family · Walkability

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 😻

Family · Location · Outdoor spaces

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.

Location · Value · Solo travel

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.

Value · Location · Quiet

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

Family · Location · Layout

Somerset West Retreat

Somerset West Retreat is a beautifully renovated, open plan house located a mere 32km from Cape Town International, the closest airport. This property is perfect for relaxing and unwinding, but close enough to the Helderberg and surrounding areas to enjoy all that the area has to offer. With Stellenbosch Wine Route on the doorstep, and fantastic family beaches a 10-15min drive away, there are more than enough sites to visit and activities to do for those wanting to explore.

Value · Location · Beach

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.

Location · Value · Access

Seas the Day |Beach Front |Wi-Fi

You’ll be staying in a 145 square meter space with a private balcony right on the beach! A fully equipped kitchen with LG and Smeg appliances is ready for your use and a dishwasher is available for when you’re done (you’re on holiday after all)! A washer and dryer is also available should you need it. Fast WiFi is also included. One on-site, secure parking is available for your vehicle. Please note noise disturbance is not permitted within the rules of the building.

Value · Family · View

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.

Family · Location · Quiet

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.

Family · Value · River

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.

Family · Location · Hospitality

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.

Value · Family · Bathroom