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Vacation rentals in Helderberg Rural

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Top-rated vacation rentals in Helderberg Rural

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Guest favorite
A serene poolside patio is featured with two sun loungers positioned under a large umbrella. Lush greenery is visible in the background, along with a clear view of False Bay. The pool area is surrounded by wooden decking, adding to the inviting outdoor space.
Apartment in Gordon's Bay
4.94 out of 5 average rating, 123 reviews

Harbour Studio

Kick back on a sun lounger while taking in sweeping views of False Bay from the poolside patio of this peaceful retreat. Fix breakfast in a kitchen with black granite counters and dine alfresco on a leafy deck patio. Open plan kitchen, lounge and dining area with walk through TV room and large bedroom with bathroom (shower only). 2 minutes walk from Bikini Beach, the Old Harbour, scenic walk ways, various restaurants and boutique shops Secure parking via a private road Hosts are available 24/7 via phone. Guests are left to enjoy their privacy undisturbed during their stay The home is set on a slope overlooking the Gordon’s Bay Harbour in False Bay, steps away from Bikini Beach. Take a stroll to the seaside Harbour Lights restaurant for seafood fare, then head to The Thirsty Oyster Tavern for a cocktail. Guests are advised to make use of car rental/uber for longer trips in and out of Gordon’s Bay, but may also enjoy walking or cycling exploring the village. Bicycles can be rented on main beach.

Top guest favorite
A spacious patio is furnished with a wooden table and several green chairs. Large sliding doors lead to the interior, while a gas barbecue is positioned nearby. Lush greenery and vibrant flowers surround the area, enhancing the peaceful outdoor setting.
Apartment in Gordon's Bay
4.94 out of 5 average rating, 171 reviews

Best of Both: Mountains and Sea

Gordon's Bay is close to the Cape Winelands and forms the start of the famous coastal road, Clarence Drive. We have beaches, mountains, good supermarkets, restaurants, harbours & a waterfront. The self catering apartment is situated below the main house. Secure off-street parking for a medium car. There are: Bedroom, double bed and sliding door to patio Bathroom en suite Lounge with double sleeper couch Kitchenette, fully equipped Patio and terraced garden Solar System installed-NO LOADSHEDDING.

Top guest favorite
A private boma area features a fire pit surrounded by colorful rock formations and shrubs. Two lounge chairs with striped cushions face a small table set with wine glasses, offering a scenic view of the distant mountains under a softly lit sky.
Guest suite in Sir Lowry's Pass
5 out of 5 average rating, 263 reviews

Intaba Studio Tranquil Getaway w/style & character

An ideal escape, our Studio is a private, self-catering garden unit located on the mountainside on a 300 Ha farm , with a pool (shared), & beaches closeby (15 min). Off the Grid - own power supply & fresh spring water extracted high in the mountains. Panoramic views over sea and mountain landscapes , surrounded by fynbos and wild birdlife , close to Capetown (55 km), airport, (40km) shopping amenities (7km) . Unwind after a busy day and relax at your private boma or around the pool.

Guest favorite
A spacious hardwood deck extends outward, offering sweeping ocean views. Sun loungers in vibrant red are positioned for relaxation. The horizon blends the blue of the sea and sky, creating a serene backdrop for outdoor enjoyment.
Apartment in Gordon's Bay
4.85 out of 5 average rating, 315 reviews

Beautiful private ocean view apartment with garden

Located on the exclusive suikerbossie drive, this is a beautiful and private 60sqm studio apartment on the lower ground floor of a mountainside mansion house. Completely private with its own access and garden the apartment has the most breathtaking and uninterrupted views of Gordon’s bay, Table Mountain and False Bay. Just 35 min from Cape Town International airport, Stellenbosch and the wine-lands, it is an ideal choice for an intimate relaxed holiday or for the discerning business traveler.

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, 236 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 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 Spanish Farms
4.99 out of 5 average rating, 172 reviews

Luxusapartment Kandinsky mit Panoramablick

Hochwertig eingerichtetes Luxusapartment für 2 Personen in Somerset West, Bestlage. 10m lange Panoramaglasfront mit Blick auf Berge und Meer. Das Apartment hat Wohnbereich mit Küche, Badezimmer und ein Schlafzimmer. Es steht eine Nespressomaschine zur Verfügung,Toaster, Wasserkocher, Fön, Handtücher und Bettwäsche. Extra langes King size Bett und Fernseher. Pool und Außenanlage sind zur gemeinschaftlichen Nutzung vorhanden und Sauna und Jacuzzi können wir nach Absprache auch anbieten.

Guest favorite
A serene view of the calm sea is presented, reflecting the soft morning light. The distant mountains are visible against the horizon, partially shrouded in clouds. The shoreline features gentle waves and rocky outcrops, enhancing the tranquil coastal landscape.
Cottage in Gordon's Bay
4.83 out of 5 average rating, 166 reviews

Under milkwoods

This house is built directly above a secluded beach in Gordon's Bay. It has five majestic milkwood trees and an indigenous garden. The sea is often calm and the sandy beach is suitable for children. There are rock pools and cormorants and seals in the bay. The harbour and the village are within walking distance. The house sleeps four people, but only one bedroom is fully enclosed; the rest of the house is open plan. Sam lives upstairs and will be there to welcome you on your arrival.

Top guest favorite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 129 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.

Guest favorite
A serene outdoor view showcases a large swimming pool surrounded by lush gardens. The tranquil scene features a distant ocean view, with mountains gently framing the horizon under a clear blue sky. Unique trees add character to the vibrant landscape.
Farm stay in Strand
4.88 out of 5 average rating, 51 reviews

Luxury Family Retreat with Ocean Views and Pool

Welcome to this Hidden Gem, nestled in the mountains above Gordon's bay. Watermill cottage is a luxurious hideaway where families - & pets- can truly unwind. Enjoy magnificent panoramic ocean views, wide open spaces & a private swimming pool surrounded by nature. Children can explore safely in the enclosed garden while you relax with a glass of local wine. Elegant, peaceful & very close to beaches, famous Wine Farms and charming coastal cafe's.- It's pure Cape magic.

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, 45 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
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 457 reviews

Romantic cottage with a pool AND an open air tub!

RiverStone Cottage lies at the foot of the majestic Simonsberg mountain with panoramic views in all directions. Whether you are relaxing under vast oaks or at the plunge pool and watching the sunset turn the mountains pink or are an early bird and watching the sun rise behind cheeky, pointed Botmanskop, there are moments aplenty to ooh and aah at the majesty that surrounds this very special place.

Top guest favorite
A spacious lawn extends from a modern garden annex, bordered by neatly trimmed hedges. Large windows reflect the sky, while a wooden bench under a leafy tree offers a serene spot to relax. The backdrop features rolling hills and distant mountains.
Farm stay in Elgin
4.99 out of 5 average rating, 113 reviews

Best Elgin views in serene setting with pool

The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-burning fireplace (free wood provided) for winter and a plunge pool for summer.

Popular amenities for Helderberg Rural vacation rentals

When is the best time to visit Helderberg Rural?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$16,525 GYDG$16,107 GYDG$16,107 GYDG$15,479 GYDG$14,852 GYDG$14,433 GYDG$14,643 GYDG$14,643 GYDG$15,479 GYDG$15,270 GYDG$15,479 GYDG$17,362 GYD
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Quick stats about vacation rentals in Helderberg Rural

  • Total vacation rentals

    Explore 2,140 vacation rentals in Helderberg Rural

  • Verified guest reviews

    Over 32,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,050 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 200 rentals that welcome pets

  • Vacation rentals with a pool

    1,020 properties feature pools

  • Rentals with dedicated workspaces

    1,010 properties have a dedicated workspace

  • Wi-Fi availability

    1,980 of Helderberg Rural vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Helderberg Rural rentals

  • 4.8 Average rating

    Helderberg Rural stays are highly rated by guests—averaging 4.8 out of 5!

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