Vacation rentals in Helderberg

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Top-rated vacation rentals in Helderberg

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Guest favorite

Farm stay in Stellenbosch

5.0 out of 5 average rating, 115 reviews

Stay on a Working Flower Farm in a Modern Home

Soak up the secluded splendor of this modern farmhouse in the Cape Winelands. A new expansive view awaits at every turn—admire one side of the mountain range in the light-filled entrance hall, and take in the other from the spacious sitting room that brings the outdoors in with a full-size maple tree and sliding glass doors. Colorful textiles and eclectic art objects collected from around the world enliven the farmhouse interiors, where leafy greens and flowers fill each room. Take a dip in the outdoor 15m pool, then enjoy a meal near a wood-burning fireplace on the outdoor patio. Modern house with farm interior. Access to all areas including own pool and garden. Open plan kitchen and living areas with access to verandah and vegetable garden. Will be welcome and greeted by myself ,always available by phone or text . The farmhouse is set in a secluded area just a short drive away from the quaint town of Stellenbosch, ripe with many fruit orchards and wine vineyards—some date as far back as the 1650s. Foodies would be wise to pit stop at Foliage, an award-winning restaurant listed as one of the “World’s 50 Best” restaurants. Own transport is recommended, but Uber is available if needed, guests use them often successfully. Gay friendly. Perfectly located.

Jun 26 – Jul 3

G$226,065 GYD per night

Guest favorite

Apartment in Cape Town

4.94 out of 5 average rating, 162 reviews

Stylish Studio with Patio (Somerset West)

Solar Powered (no loadshedding). 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, TV (full DSTV), a tiny kitchenette with tea/coffee making facilities, toaster, microwave, fridge & single induction plate. Secure free onsite parking available.

Oct 14 – 21

G$5,381 GYD per night

Guest favorite

Apartment in Cape Town

4.83 out of 5 average rating, 256 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.

Sep 24 – Oct 1

G$25,149 GYD per night

Guest favorite

Farm stay in Stellenbosch

4.98 out of 5 average rating, 117 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.

Jul 17 – 24

G$27,696 GYD per night

Guest favorite

Tiny home in Stellenbosch

4.98 out of 5 average rating, 491 reviews

HoneyOak Tiny house & jacuzzi next to a WineEstate

Nestled between two oak trees on the edge of a vineyard and at the foot of the Simonsberg mountain, lies HoneyOak cottage. An exquisite garden, cosy firepit, enticing jacuzzi and fresh vegetables to pick for dinner, all add up to a unique experience. Being mere minutes from central Stellenbosch and down the road from an excellent shopping centre and Health Hydro, just add to the convenience of HoneyOaks situation. The cottage borders a working wine farm which boasts a beautiful labyrinth.

Nov 15 – 22

G$15,750 GYD per night

Guest favorite

Apartment in Cape Town

4.99 out of 5 average rating, 135 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.

Jul 27 – Aug 3

G$27,990 GYD per night

Guest favorite

Apartment in Cape Town

4.93 out of 5 average rating, 133 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 fibre 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

Dec 3 – 10

G$7,804 GYD per night

Guest favorite

Guesthouse in Cape Town

4.91 out of 5 average rating, 204 reviews

Sunbird Cottage - Somerset West

My place is in the heart of the Cape Winelands, in the picturesque town of Somerset West. Ideally located, only a scenic 20 min drive into the tourist town of Stellenbosch. 40 min to Cape Town CBD. 10 min to the beach. 1 hour to Hermanus (whale viewing and shark diving). Plenty of wine estates for tasting /meals (Lourensford & Vergelegen only 5 minutes away). Many hiking trails & MTB trails within walking/cycling distance. My place is good for couples , adventurers, business travelers.

Jan 28 – Feb 4

G$10,799 GYD per night

Guest favorite

Apartment in Stellenbosch

4.99 out of 5 average rating, 129 reviews

Apartment on Windon vineyard,Stellenbosch

A beautiful open plan guest apartment in the Winelands.It has magnificent views ,is beautifully furnished and is quiet and peaceful.There is a kitchenette( microwave,no oven)en suite bathroom( shower only)dining area and balcony.It’s airy & light.Guests are able to walk on the farm to stretch their legs and take in the beautiful views and fresh air or watch the zebras,springbok and wildebeest in the game camp. It is Located 7 km from the town center of Stellenbosch

Oct 25 – Nov 1

G$18,820 GYD per night

Guest favorite

Guest suite in Sir Lowry's Pass

5.0 out of 5 average rating, 214 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). PV electrical system so no Eskom blackouts Panoramic views over sea and mountain landscapes , surrounded by vineyards, fynbos and abundant 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.

Jul 24 – 31

G$11,997 GYD per night

Guest favorite

Farm stay in Stellenbosch

4.97 out of 5 average rating, 181 reviews

Secret Hottub hideaway in the Banhoek conservancy

Rosemary cottage is one of three brand new cabins which rest on the edge of a lake in the heart of the Banhoek conservancy. It is a light filled, modern cabin with direct access to endless hiking and the finest mountain biking trails in the western cape. Although it is styled as a two person cabin, there is an open queen sized pod attached to the living room which can sleep 2 children or an extra guest for a small extra fee.

G$31,335 GYD per night

Guest favorite

Bungalow in Cape Town

4.93 out of 5 average rating, 110 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!

Jul 4 – 11

G$10,230 GYD per night