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Holiday rentals 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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Guest favourite
A serene landscape is captured, featuring rolling hills and distant mountains under a clear blue sky. The foreground is adorned with vibrant Cape flora, while a rustic cottage stands quietly amidst the natural beauty, offering a sense of solitude in this stunning environment.
Cottage in Citrusdal
4.98 out of 5 average rating, 269 reviews

High Mountain Stone Cottage in the Cederberg

Surely the highest cottage, at 1200m altitude, in the Cederberg with spectacular views of the Koue Bokkeveld and the Cederberg. It is set against a mountain peak surrounded by pristine Cape flora. A place of retreat and deep silence. The cottage, with its beautiful woodwork and stonework, belongs to another era. Recently it was renovated with a larger kitchen and a braai room as shelter from summer southerly winds and to catch sun on winter afternoons. A private rock pool is 150m from the stoep

Top guest favourite
An aerial view captures the villa's spacious garden and the inviting pool area, framed by lush greenery. The surrounding landscape features majestic mountains and valleys, creating a serene backdrop. Solar panels on the roof contribute to the sustainable features of the home.
Villa in Franschhoek
4.95 out of 5 average rating, 114 reviews

VillaFortyTwo - quiet & spacious. Sleeps 4-10.

This hidden gem is situated in the centre of Franschhoek within walking distance of shops, market, galleries and superb restaurants. It's the ideal place to escape to, year-round, with family and friends. This lovely and very spacious solar-powered family home offers a large garden with magnificent views from the veranda, a 15m pool at the Poolhouse and enough fireplaces🔥🔥to keep you warm in winter. For outdoor sports & nature lovers, our "backyard" has abundant trails for hiking and cycling.

Guest favourite
Large glass doors open to a serene view of a natural pond, framed by soft drapes. A cozy seating area is visible, with a plush sofa adorned with neutral cushions. Outside, a small bistro table and chairs are positioned on the lawn, enhancing the tranquil setting.
Farm stay in Worcester
4.98 out of 5 average rating, 110 reviews

Lily Pond

Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Top guest favourite
An open living space features a wooden dining table surrounded by chairs, with large glass windows showcasing views of a lake and distant mountains. A corner lounge area is designed with built-in seating, creating a cozy atmosphere while connecting to nature.
Farm stay in Cape Winelands District Municipality
4.99 out of 5 average rating, 138 reviews

Eco home - Lake & Mountain View

Enjoy the sights and sounds of nature when you stay in this unique eco home, designed with biophilic principles. We’ve chosen natural building materials like hemp walls, 100 year old recycled Oregon wood and handmade eco-paint to increase our connectivity to nature & tread lighter on our planet. Double glazed glass helps regulate. Overlooking our farm dam, with trees to rest under and the majestic Winterhoek mountains as a picturesque backdrop - our cottage is the perfect weekend getaway.

Top guest favourite
The modern architectural design of the house is highlighted against the backdrop of rugged mountains. Expansive glass facades allow warm light to spill from the interior, creating a serene contrast with the surrounding landscape during twilight.
Home in Breede River
5 out of 5 average rating, 50 reviews

The Unbound - Escape the Ordinary

Welcome to The Unbound, a unique experience where each moment transcends the ordinary, blending the serenity of nature with the comfort of opulent luxury. An off-grid solar-powered house, perched on the side of the Hawequa mountains overlooking the Breede River valley. It embodies a peaceful escape from the ordinary. NOTE: The road up the mountain is rough. Only 4x4s or high-clearance SUVs can reach the house. A shuttle is available from Calabash Pub, which you can arrange when booking.

Top guest favourite
A secluded cottage features a stone base with white columns and a dark metal roof. Vines grow over the front porch, which includes two chairs and small tables. Lush green grass surrounds the entrance, enhancing the natural surroundings of vineyards and mountains.
Cottage in Wellington
4.97 out of 5 average rating, 214 reviews

Vineyard Cottage at Bosman Wines

Secluded cottage surrounded by vineyards and mountains with romantic, farm-style décor, open-plan kitchen, vineyard-covered front and back porch overlooking the beautiful Wellington wine valley. Fresh white linen bedding, private bathroom and a room with a view of the vineyards and the nursery vines. Small splash pool (cold water) in the backyard, private garage for parking, wine cellar on the farm, we include a complimentary wine tasting. Home to world renowned mountain bike trails.

Top guest favourite
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, 125 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.

Top guest favourite
The exterior of a rock cottage is displayed against a mountainous backdrop. The structure features wooden beams and large stone walls, complemented by surrounding grassy areas and sparse trees. A cozy outdoor sitting area is visible, enhancing the serene atmosphere of the location.
Cabin in Koue Bokkeveld
5 out of 5 average rating, 61 reviews

So Hi

Escape to our enchanting rock cottage nestled in the serene mountains. This cozy hideaway offers breathtaking views of the surrounding peaks and lush valleys, making it the perfect sanctuary for nature lovers and those seeking tranquility. Sip your morning coffee on the stoep as you take in the panoramic views. By day, explore hiking trails and discover hidden caves and waterstreams. By night, relax under a blanket of stars, far away from city lights and noise.

Guest favourite
Home in Montagu
5 out of 5 average rating, 5 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
A view showcases an inviting indoor dining area with a wooden table and chairs, leading to a cozy living space with a sofa. The space is framed by elegantly arched glass doors, revealing a beautifully designed indoor-outdoor intersection. Decorative tile patterns are visible at the entrance.
Home in Western Cape
4.97 out of 5 average rating, 150 reviews

Dassieshoek - Or Skool

Situated in the mountains of Robertson, this double volume, beautifully restored Old School is a tranquil getaway for the whole family. There is a gorgeous eco pool and plenty of amenities for children. Located next to the Marloth Nature Reserve, the house is at the beginning of the Arangieskop Hiking Trail. Mountain biking, hiking, birding and river and dam access mean that there are plenty of outdoor activities for the whole family.

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, 454 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 favourite
The exterior of the farmhouse is showcased with a white façade and a gabled roof under a clear sky. Vibrant flowering plants in shades of red and yellow are in the foreground, surrounded by well-maintained lawns and tall trees, contributing to the serene landscape.
Farm stay in Stellenbosch
5 out of 5 average rating, 57 reviews

Keermont Vineyards Farmhouse

... a hidden gem worth discovering We invite you to visit the Keermont Vineyards Farmhouse, situated in the Upper Blaauwklippen Valley, a scenic 20 minute drive from Stellenbosch, the second oldest town in South Africa. Keermont is a specialist, family-owned wine estate situated on more than 100 hectares of indigenous fynbos and 30 hectares of vines... a nature-lover's dream destination

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