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Holiday rentals in Overberg District Municipality

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Top-rated holiday rentals in Overberg District Municipality

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

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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 out of 5 average rating, 259 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 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, 146 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
Home in Stanford
4.96 out of 5 average rating, 166 reviews

Ferrybridge river house

FERRYBRIDGE HOUSE Loadshedding proof • pet friendly • family friendly • remote work friendly • ideal for birdwatchers • not available over public holiday weekends, Christmas and New Years. Located right on the river with sweeping views, our beloved family holiday home is ideal for family getaways, gatherings with friends, business retreats, and quiet weekends away. Please note we don’t accommodate parties, and only accept guests over 25 years of age, with prior reviews and a 4.5+ rating.

Top guest favourite
A wooden deck features a hanging swing chair overlooking expansive views of the landscape and mountains beyond. A wood-fired hottub is visible, with steam rising gently into the air, and modern outdoor furniture is arranged for relaxation.
Cabin in Riviersonderend
4.98 out of 5 average rating, 148 reviews

Ribbok

Ribbok is situated on a working farm in the Overberg Area. Surrounded by beautiful Renosterbos veld overlooking the Riviersonderend Mountains. Modern self-catering unit that includes the following: Single Bedroom with king size bed Bathroom with shower, toilet, basin Fully equipped kitchen fitted with a gas stove, fridge, microwave, airfryer, toaster, cutlery,crockery Coffee, tea, sugar are provided Free wifi Airconditioning Large deck Wood-fired hottub Braai facilities Fire Wood is provided

Top guest favourite
A stunning view of mountain peaks is captured at sunset, revealing warm hues illuminating the rocky surfaces. The foreground features a wooden deck with a soft, light-colored fabric draped over a chair, enhancing the serene atmosphere surrounding the cabin.
Cabin in Stellenbosch
5 out of 5 average rating, 116 reviews

Camissa farm. Gorgeous views and a Hottub too!

This stylish and romantic cabin for 2 floats over the Banhoek valley and enjoys exquisite mountain views of outstanding natural beauty. It is the newest in our collection of 6 private serviced eco cabins on a beautiful 60 hectare regenerative farm in the Banhoek nature conservancy. There are hiking trails for you to explore, a hot tub and infra red sauna to luxuriate in and wild swimming to enjoy. Refresh your soul in this natural paradise and renew your connection with nature and yourself.

Guest favourite
The interior of a contemporary unit reveals large glass windows showcasing expansive views of rolling hills and farmlands. A wooden dining table is positioned near the windows, complementing a cozy wood-fired braai area. A wood-fired hot tub, framed by stone, invites relaxation.
Home in Overberg District Municipality
4.93 out of 5 average rating, 207 reviews

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.

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, 152 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
A cottage with a spacious deck overlooks a private plunge pool, framed by well-manicured shrubs and an expansive lawn. The sky displays a gradient of colors as the sun sets, creating a peaceful atmosphere. The structure features a chimney and large windows that allow for natural light.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 498 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
A charming cottage is framed by blooming pink roses and lush greenery. The exterior features light-colored walls and blue shutters, offering a welcoming appearance. Surrounding foliage enhances the natural beauty of the tranquil garden, with a clear blue sky visible above.
Home in Western Cape
4.99 out of 5 average rating, 124 reviews

Klaasvoogds Cottage, 90 m2 Robertson

Klaasvoogds Cottage, 90m2, minimally affected by loadshedding, offers a charming, luxurious self-catering cottage on a working farm. It has a gas stove, solar geyser and an inverter so TV, lights, fridge and wifi not affected at all. It is well-equipped for long stays, centrally located in the Robertson wine valley on route 62. Enjoy lovely views of the vineyards, orchards and moutains.

Guest favourite
An outdoor area is framed by lush greenery, featuring a wooden pergola with seating. A swimming pool is visible in the background, surrounded by well-maintained plants. The natural light creates a serene atmosphere, inviting relaxation in the garden space.
Home in Swellendam
4.91 out of 5 average rating, 513 reviews

Exclusive Poolside Cottage in Prime Location

The best location in town with complete privacy. Our charming cottage combines timeless character with modern comforts, featuring luxury bedding, a cozy fireplace, and backup power. Outside, enjoy a secluded garden oasis with a sparkling pool and spacious patio — perfect for couples seeking exclusivity or families wanting a private retreat just steps from cafés and shops.

Guest favourite
A modern pod is positioned on a gentle slope overlooking a serene body of water. Surrounding hills frame the landscape, while patches of burnt vegetation indicate recent changes. The sky above is overcast, contributing to a calm atmosphere.
Shipping container in Villiersdorp
4.95 out of 5 average rating, 102 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.

Top guest favourite
The stone cottage features a timber deck surrounded by lush greenery. A bridge leads to the entrance, where large windows provide views of the inviting interior. Outdoor seating areas include a small table and chairs, nestled amid the natural setting.
Cabin in Grabouw
4.95 out of 5 average rating, 285 reviews

Brookelands Stone Cottage

Brookelands Stone Cottage is tucked away in a magical wooded setting amid indigenous trees and shrubs in the Elgin Valley. Situated on a small working apple, pear and grape farm it has all the trappings of a romantic hideaway, but within easy access of all that the area has to offer.

Popular amenities for Overberg District Municipality holiday rentals

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