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Vacation rentals in Cape Winelands District Municipality

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Top-rated vacation rentals in Cape Winelands District Municipality

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

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Top guest favorite
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, 271 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 favorite
A spacious bedroom features a large bed with soft linens and light blue accents. The room is complemented by built-in cabinetry and a stylish red desk. Natural light filters through two windows, and a decorative chandelier enhances the ceiling's wood texture.
Home in Franschhoek
4.95 out of 5 average rating, 103 reviews

Luxury 2 bed Villa & pool, Sandstone, Franschhoek

Lovely 180m2 Villa set in the middle of a vineyard, is elegantly decorated with 2 bedrooms with full bathrooms en-suite. We have an automatic 60kva generator and water supply. The Villa is fully equipped SMEG appliances in the kitchen and laundry, 3 TV’s, Netflix, Apple TV, sound system, Nespresso facilities, air-conditioning etc. The rooms lead onto their own private gardens with sun loungers and private pool. Enjoy a swim, game of tennis, walks in the olives, vineyards and rose garden.

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.

Guest favorite
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, 112 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 favorite
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, 140 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 favorite
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 favorite
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 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, 128 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 favorite
Home in Montagu
5 out of 5 average rating, 7 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 favorite
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, 152 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 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, 456 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
Home in Franschhoek
4.96 out of 5 average rating, 130 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.

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