Holiday rentals in Overberg District Municipality

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Top-rated holiday rentals in Overberg District Municipality

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Top guest favourite
The exterior of the gîte features a modern structure with a mix of wooden and metal siding. A covered porch with seating is visible, inviting relaxation. The landscape includes a grassy area, and a backdrop of mountains is apparent under a clear sky.
Home in western cape
4.93 out of 5 average rating, 121 reviews

Gîte 1

Modern luxury, breath-taking views and space! Gîte 1 is perfect for the couple that would like a larger entertainment space and separate bedroom. Gite 1 has a full kitchen, dining area, TV area, separate bedroom and bathroom with walk-in shower and its own private patio with hot tub overlooking a mountain stream. 1 Bed-roomed self-catering suite Queen size bed En-suite bathroom with walk-in shower Swimming towels Fully equipped kitchen Open plan kitchen area, dining area and TV area with DSTV Private hot tub/Splash pool Private porch and garden overlooking a mountain stream Wi-Fi Air conditioning in living area

Top 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
4.99 out of 5 average rating, 103 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 Franschhoek
4.99 out of 5 average rating, 189 reviews

Mongoose Manor by Steadfast Collection

With the trifecta of privacy, location (on an equestrian estate) and dynamic design, this home ticks all the boxes for an idyllic stay in the winelands. Not only does it feature interiors by a top designer and breathtaking mountain and valley views, but full solar power and a location mere minutes from the town centre (as well as museums, galleries and wine estates) make it both distinguished and convenient. There is even a friendly water mongoose named Tilly who might drop by to visit.  

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
5 out of 5 average rating, 115 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 hammock is neatly positioned between two trees, surrounded by fallen leaves. A small wooden side table is nearby, complementing the cozy outdoor setting of the chalet with large glass windows, allowing views into the living space. Lush greenery frames the scene.
Chalet in Greater Hermanus
5 out of 5 average rating, 112 reviews

the forest chalet - Sondagskloof

Built from Larch & Spruce cured to a dark finish, this secluded one bed-roomed chalet blends into the surrounding Poplar forest nestled next to a running stream. A King size bed, a luxurious bathroom with sliding door onto deck for a indoor/outdoor shower experience. The living-room/ kitchen is stylishly furnished & is fully equipped, with under counter fridge & gas hob, and a wood burning fireplace. Big picture windows & sliding doors open onto the deck, drawing the peaceful forest inside.

Guest favourite
A wood-fired hot tub is positioned on a wooden deck, overlooking expansive views of the rolling hills and valleys below. The cloudy sky adds depth to the landscape, while greenery borders the foreground, creating a serene environment.
Home in Overberg District Municipality
4.93 out of 5 average rating, 176 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.

Top guest favourite
The cottage is surrounded by a lush garden and expansive green space, bordered by vibrant vineyards. Towering oak trees provide shade, while the Simonsberg mountain looms in the background, creating a serene and inviting landscape.
Tiny home in Stellenbosch
4.99 out of 5 average rating, 692 reviews

HoneyOak Tiny house & jacuzzi next to a WineEstate

Nestled between two oak trees on the edge of a vineyard and at the foot of the Simonsberg mountain, lies HoneyOak cottage. An exquisite garden, cosy firepit, enticing jacuzzi and seasonal herbs to pick for dinner, all add up to a unique experience. Being mere minutes from central Stellenbosch and down the road from an excellent shopping centre and Health Hydro, just add to the convenience of HoneyOaks situation. The cottage borders a working wine farm which boasts a beautiful labyrinth.

Top guest favourite
A tree stands prominently in the foreground, with the EcoTreehouse nestled among a vibrant garden of flowers. Morning light streams through, casting a warm glow on the cabin and surrounding landscape, enhancing the serene atmosphere of the natural setting.
Treehouse in Swellendam
4.98 out of 5 average rating, 291 reviews

EcoTreehouse luxury off-grid cabin

Tucked into the lush Hermitage Valley just outside Swellendam, the EcoTreehouse is a peaceful off-grid cabin designed for comfort, simplicity, and connection to nature. It’s perfect for couples, solo travellers, or small families wanting to unplug without compromising on comfort. Wake to mountain views, fall asleep to frog-song, and soak under the stars in your private wood-fired hot tub. Swim, stargaze, wander the trails, or meet the horses — this land invites you to slow down.

Top guest favourite
A modern structure with a metallic exterior stands adjacent to a wooden deck. A pair of chairs and a small table are positioned on the deck, offering views of the surrounding lush landscape and distant mountains under a clear sky.
Farm stay in Montagu
4.95 out of 5 average rating, 144 reviews

Poortjies @ Suidster - Luxury Eco Off-grid Cottage

Suidster (between Montagu and Barrydale on the world famous R62) covers 110 hectares of pristine fynbos at the foot of the Langeberg mountains. Our cottages run on solar and are completely off grid. Come explore the beauty of Klein Karoo fauna at it's best. Total privacy, peace and quiet... enjoy your wood fired hot tub, under the most beautifully starry skies on earth. Have a browse through our suidster site on the internet for more more pictures and information about us.

Top guest favourite
A garden bed filled with vibrant orange flowers is framed by lush green foliage. In the background, a white structure is visible against a mountain backdrop, bathed in warm sunlight. The scene captures a serene outdoor space surrounded by nature.
Cottage in Franschhoek
4.93 out of 5 average rating, 303 reviews

Kingston Cottage

Kingston Cottage is a self-catering cottage situated 5 km from Franschhoek, neighbouring the beautiful La Motte Wine Farm and close to well-known destinations such Moreson, The Franschhoek Beer Co. and Maison. The property is a smallholding with a main house and additional cottage. It is home to three horses and our much-loved cat after whom Kingston cottage is named.

Top guest favourite
Cottage in Hermanus
4.99 out of 5 average rating, 233 reviews

COSY Kaleidoscope cottage, near beach and trials

Welcome to freestanding Kaleidoscope Cottage, nestled among the Hibiscus trees with a private varandah overlooking a 25 m pool. It is part of Wil Ahhh - a private property, 5minutes from Grotto Beach. It is designed to celebrate the outdoor lifestyle of Voëlklip, the beach suburb of Hermanus and its beautiful sea and mountain landscape.

Top guest favourite
A spacious lawn extends from a modern garden annex, bordered by neatly trimmed hedges. Large windows reflect the sky, while a wooden bench under a leafy tree offers a serene spot to relax. The backdrop features rolling hills and distant mountains.
Farm stay in Elgin
4.99 out of 5 average rating, 106 reviews

Best Elgin views in serene setting with pool

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-burning fireplace (free wood provided) for winter and a plunge pool for summer.

Popular amenities for Overberg District Municipality holiday rentals

Destinations to explore