
Holiday houses in Theewaterskloof
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Top-rated holiday rentals in Theewaterskloof
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Vineyard Luxury Estate
Discover a slice of paradise in South Africa's scenic Overberg region. This spacious home is perfect for families seeking tranquility and privacy. Enjoy awe-inspiring views of our sprawling vineyard from the comfort of a large, sun-soaked terrace. Take a dip in the pool, perfectly situated to make the most of the breathtaking vista. Immerse yourself in the serene, peaceful atmosphere of this remote gem, and let the stunning landscapes and quietude charm you into a state of deep relaxation.
4.8 out of 5 average rating, 20 reviews
De Rust Willow Cottage - Villiersdorp, Theewaters
Note: This is a Hostless/ self-check in stay. Willow Cottage (Pet Friendly) has access to the whole pear farm and is on the banks of the largest dam in the Western Cape. Your stay also includes a private dam and picnic area to relax at. We are neighbours to Theewater Sports Club where one can sail, swim, fish and boat and close by is wine and beer tasting, and restaurants. We are 2kms from Villiersdorp, a short drive accesses all towns, and you can request single night stays and late checkout.
4.69 out of 5 average rating, 141 reviews
Berseba The Buchu Box
Welcome to The Buchu Box, a contemporary self-catering unit nestled within an essential oils farm, offering breathtaking vistas of the picturesque Overberg in Western Cape. This eco-friendly pod promises a luxurious retreat suitable for couples, solo travelers, and families seeking an escape. Indulge in the epitome of relaxation with our wood-fired hot tub, providing a serene oasis with panoramic views that will leave you spellbound. We have a carbon copy of this unit, The Peppermint Box.
4.93 out of 5 average rating, 225 reviews
Spectacular ocean views @ 38 on Penguin Studio
Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer
4.99 out of 5 average rating, 181 reviews
La Vieille Cure
LaViellie Cure in one of the oldest house in Franschhoek, built earlier than 1850 and declared National Monument in 1981. The cottage has its own private entrance and cozy courtyard with mountain view and pergolas at the front and back patios. The inside is characterised by a spacious open studio that retains the historical features with an added touch of modernity. The historical cottage is at walking distance from restaurants and from the wine tram station and many others amenities!!
4.97 out of 5 average rating, 229 reviews
Blueberry Hill Cottages - Lavender - Franschhoek
Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.
4.87 out of 5 average rating, 318 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.
4.99 out of 5 average rating, 181 reviews
Orchards View - 4 pax
Situated at the top of a pear orchard, Orchards View is a welcoming, comfortable farm cottage with beautiful wooden features inside and out. The house extends its living space with many big windows and double doors by opening up on the lawn and orchard. Guests will have access to the ground floor of the house, including the back garden and the front lawn. The rooster, hens and rabbits add to the country feeling that Orchards View has to offer.
4.77 out of 5 average rating, 137 reviews
Kliprivier Cottage
Situated on a working fruit and wine farm beneath the beautiful Stettyn Mountains, Kliprivier Cottage offers vineyard views and a peaceful farm atmosphere. We’re conveniently located just across the road from the Stettyn Family Vineyards tasting room, where you can enjoy award-winning wines and cheese platters. Outdoor lovers will appreciate the MTB and running trails, as well as our tranquil dam, ideal for bass fishing or birding.
4.98 out of 5 average rating, 130 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.
4.98 out of 5 average rating, 536 reviews
Newly renovated, dreamy 3 bedroom house with Solar
Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.
4.96 out of 5 average rating, 173 reviews
Best Elgin views with hot tub, pool & fireplace
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-fired hot tub and interior fireplace for winter and a plunge pool for summer.
4.99 out of 5 average rating, 133 reviewsPopular amenities for Theewaterskloof holiday rentals
Other great holiday rentals in Theewaterskloof

Romantic lakeside cottage (Sunbird)
5.0 out of 5 average rating, 13 reviews
FARMHOUSE @ Porcupine Hills Guest Farm
4.94 out of 5 average rating, 34 reviews
Villa Verde, farm stay with views for days.
5.0 out of 5 average rating, 25 reviews
farm-living right in the Franschhoek village!
4.99 out of 5 average rating, 99 reviews
Exclusive Mountain Retreat
4.96 out of 5 average rating, 97 reviews
Franschhoek Country Cottages
4.8 out of 5 average rating, 803 reviews
Luxury 1 Bdr @Golf&Country Estate Theewaterskloof
5.0 out of 5 average rating, 8 reviews
Relaxed Holiday House in Theewaterskloof Estate
4.94 out of 5 average rating, 32 reviewsDestinations to explore
- Cape Town Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Franschhoek Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- George Holiday rentals
- Hermanus Holiday rentals
- Knysna Holiday rentals
- Drakenstein Holiday rentals
- Fish Hoek Beach
- GrandWest Casino and Entertainment World
- Boulders Beach
- Bloubergstrand Beach
- Glencairn Beach
- Stellenbosch University
- Muizenberg Beach
- Canal Walk Shopping Centre
- St James Beach
- Jonkershoek Nature Reserve
- Cavalli Estate
- Grotto Beach (Blue Flag)
- Newlands Forest
- Voëlklip Beach
- Tyger Waterfront Apartments Deck
- ATKV Goudini Spa
- University of Cape Town
- Waterkloof Wine Tasting Lounge
- Fernkloof Nature Reserve
- Steenberg Tasting Room
- Babylonstoren Wine Estate
- La Motte Wine Farm & Restaurant
- Boschendal Wine Estate
- Haute Cabrière - the home of Pierre Jourdan





