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Holiday houses in Cape Winelands District Municipality

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Top-rated holiday rentals in Cape Winelands District Municipality

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A stone cottage is set against a dramatic sky, surrounded by rugged rocks and a landscape of rolling hills. The outdoor patio is visible, providing a space for relaxation. Clouds drift lazily, creating a serene atmosphere in the secluded location.
Home in Cape Winelands District Municipality
4.98 out of 5 average rating, 105 reviews

Peace and Quiet Stone Cottages

Rust en Vrede means rest and peace in Afrikaans which describes the experience of staying in these these two stone cottages. They are 20m apart and are ONLY offered as a pair, and have exclusive use of a rock pool. Each cottage has two 3/4 beds, bathroom, kitchenette and patio. The pair of cottages accommodate a MAX of 4 people in TOTAL in a private setting, with expansive views. These new cottages are in the same format as the other four on the farm which have received hundreds of 5* reviews.

Top Guest favourite
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, 268 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.

Superhost
Aerial view of a white house set amidst lush vineyards, surrounded by tall cypress trees. The landscape features distant mountains illuminated by soft sunlight, with rows of grapevines stretching across the foreground.
Home in Tulbagh
4.8 out of 5 average rating, 115 reviews

Huckleberry House

Huckleberry House is tucked away against the Witzenberg Mountains in the beautiful Tulbagh valley. It is surrounded by a vineyard, old Oaks and Wild Olive trees in a beautiful shady garden. The house is very spacious, newly renovated in a unique and tasteful style and is the perfect place to make special memories for family and friends. Each bedroom theme is influenced by a country (Bali, India and Japan) and there is a Kolkol hot-tub on the covered veranda. Furry friends are welcome :)

Superhost
Home in Montagu
5.0 out of 5 average rating, 31 reviews

“FISH EAGLE” House on the Dam

Romantic Hideaway on a Private Eco Reserve with Dam Views Escape to Fish Eagle House, a modern yet soulful retreat where the Fish Eagles call at dawn. Every detail is designed for slow, beautiful living. Perfect for couples, friends, or anyone longing for peace, privacy, and a touch of magic. Tucked away on a private eco reserve, the house overlooks a serene dam, home to a resident pair of Fish Eagles. Here, it’s just you, nature’s whispers, and endless views.

Top Guest favourite
An aerial view captures Windmill Cottage nestled against the mountainside, surrounded by lush vegetation. Solar panels atop the cottage complement an outdoor plunge pool and a spacious patio area, inviting relaxation while offering scenic views of the Tankwa Karoo landscape.
Home in Ceres
5.0 out of 5 average rating, 91 reviews

Windmill Cottage, Tankwa Karoo

Kick back and relax in this calm, stylish space nestled at the foot of the mountains in the south-westernTankwa Karoo. Welcome to Groot Kloof Farm, 1 200 hectares of unspoilt natural wilderness all to yourself, just 2.5 hours drive from Cape Town. Windmill Cottage is located 6km west from the Groot Kloof Farm gate on the R355, ensuring absolute privacy and solitude. Note that the AirBnB location pin shows the gate location rather than the cottage location.

Top Guest favourite
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, 529 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.

Guest favourite
Cabin in Bain`s Kloof Pass
4.96 out of 5 average rating, 138 reviews

Bainskloof Mountain Eco Retreat - Black Pearl

Welcome to the Black Pearl! Discover a special place that boasts breathtaking mountain views from every room. This beautifully appointed cabin is equipped with all the amenities you could want and is thoughtfully designed to provide all the comforts you need for a rejuvenating getaway. Escape the ordinary and immerse yourself in the serenity of this remarkable destination.

Guest favourite
Home in Bain`s Kloof Pass
4.95 out of 5 average rating, 191 reviews

Magical Bainskloof Pass Getaway at Rocky Falls #1

Rocky Falls Cottage is an off-grid, spacious cottage offering ideal holiday accommodation. It is large enough for a family or group of friends, but it's still cosy enough for a couples getaway. Tucked away in the mountains of Bainskloof, Rocky Falls Cottage is set within a beautiful private nature reserve, offering peace, privacy, and natural surroundings.

Superhost
A tiny home is situated on a grassy plot beside a pond, surrounded by vineyards. The clear evening sky displays a vibrant sunset with shades of pink and purple, while mountains create a scenic backdrop. A stone path and outdoor seating area contribute to the serene environment.
Tiny home in Tulbagh
4.96 out of 5 average rating, 110 reviews

Werda Cabin - Farm stay

Escape to our cosy tiny home in the heart of the Tulbagh Valley. Relax by the crackling fireplace, soak up the peaceful surroundings, and enjoy a romantic getaway for two. As a bonus, weekend guests receive a complimentary late Sunday checkout, so you can enjoy a slow morning and leave whenever you're ready. Book your escape today!

Guest favourite
A wooden mountain pod is nestled amidst a natural landscape, surrounded by softly rolling hills and patches of lush greenery. The building is designed with large windows, allowing for a connection with the serene outdoors.
Shipping container in Villiersdorp
4.95 out of 5 average rating, 109 reviews

Exquisite panoramic one bedroom Mountain Eco Pod

Enjoy panoramic views in your own romantic slice of nature. Kitted out with your own wood-fired hot tub, luxurious down bedding & high thread count white linen, it’s the perfect romantic getaway. Situated on the mountain above an apple and pear farm on the edge of the Theewaterskloof.

Superhost
An aerial view captures the Solace Cabin set against a rugged, mountainous landscape. The wooden exterior reflects warm tones, while the open deck features seating and a stone fire pit nearby. A red vehicle is parked along the winding path, adding to the remote charm.
Place to stay in Rawsonville
4.82 out of 5 average rating, 272 reviews

Luxury Solace Cabin - River Cabin

We are proud to present the cabin-living experience at its absolute finest. - A fusion of luxury, comfort, and exquisite fynbos surroundings. The Solace Cabin is nestled in an indigenous landscape on a 200 hectare farm in Rawsonville, surrounded by the Matroosberg Mountain Range.

Guest favourite
A charming exterior features a thatched roof and whitewashed walls, framed by two tall cactus plants. A gate leads to the entrance, which is flanked by two windows that allow natural light into the interior space.
Home in Tulbagh
4.95 out of 5 average rating, 114 reviews

Dar El Qamar

Experience a wellness sanctuary in a restored monastery. Dar El Qamar meaning Monastery of the Moon offers a retreat like no other. An ode to the mid-century lifestyle the lounge is set-up for conversation, listening to vinyl on the record player and for reading.

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