Vacation rentals in Overberg District Municipality

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Top-rated vacation rentals in Overberg District Municipality

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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, 206 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

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

4.94 out of 5 average rating, 163 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 favorite

A scenic view showcases a tranquil landscape featuring the ocean meeting the shore. Nearby structures include modern homes set against a backdrop of mountains and a clear blue sky. The path leading to the ocean is bordered by lush greenery and rocky elements.

Guesthouse in Pringle Bay

5 out of 5 average rating, 138 reviews

Spectacular ocean views @ 38 on Penguin Studio

Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer

Guest favorite

A dining table with wooden surfaces and six chairs overlooks a tranquil river. The setting is enhanced by the warm light of the rising sun, casting a gentle glow across the landscape. Lush greenery frames the view, inviting nature into the space.

Home in Montagu

4.93 out of 5 average rating, 179 reviews

Xairu at Le Domaine Eco-Reserve (Country living)

Xairu is the San word meaning “paradise”. Surrounded by nature and a 10-minute drive from Montagu, Xairu certainly lives up to its name. The house is situated in a private 40ha Eco-Reserve of only five houses. If it’s tranquillity you are seeking, then this is the place. With breath-taking lake and mountain views and stunning sunrises from the porch, this beautiful French-style thatch home offers comfortable farm style living. Located in the centre of local peach and apricot farmlands.

Top guest favorite

A modern tiny home is nestled among trees, showcasing its sleek exterior with a corrugated design. Large glass windows reflect the surrounding greenery, while a wooden deck accommodates outdoor seating. Lush grass and plants frame the structure, creating a serene forest setting.

Tiny home in Baardskeerdersbos

4.96 out of 5 average rating, 139 reviews

Cosy Forest-Tinyhouse with fireplace.

Nestled in a poplar forest, this tiny home is perfect for a couple wanting to venture into the platteland & escape their daily routines. Sheltered in the summer by a lush canopy, in winter, stripped bare, inviting in the blue skies. In stormy cold weather a combustion oven works it's magic warming "THE TINY" making for cosy winter cuddling! The small forest forms part of LOKAL, a 1ha property, with an vegetable garden , Orchards of fruit & nuts, some chickens & the Garden Cottage.

Top guest favorite

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, 281 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 favorite

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, 143 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 favorite

The spacious bedroom features a large bed with folded blankets, complemented by two decorative pillows. An armchair and a side table offer additional seating. Natural light illuminates the room through large glass doors, and two mirrors add a reflective aspect to the warm-toned walls.

Farm stay in Swellendam

4.97 out of 5 average rating, 374 reviews

Perfect escape farm

Open plan modern cabin located in a natural forest with magnificent mountain views. Enjoy lounging on the sundeck or cool down in your own private plunge pool right in front of your bedroom! Big glass panel sliding doors open up the space to get you even closer to nature. The kitchenette is equipped with a gas hob, kettle, microwave and nespresso coffee machine. The sun terrace with braai area and sunloungers offers uninterrupted mountain views.

Guest favorite

A modern architect-designed house features large glass doors and a sloped roof. Wooden decks extend into the surrounding greenery, providing a connection to the outdoors. Comfortable seating is visible, enhancing the spacious interior that invites natural light.

Cottage in Suurbraak

4.89 out of 5 average rating, 493 reviews

Wild, off-the-grid, style & comfort solar-powered.

When we first opened our spot we were truly over the hills and far away... now the village has grown around us a bit, but the place can still feel pretty secluded. The architect-designed house mixes inside/outside space with plenty of room for family.. Explore wetland, river and the Langeberg mountains. With plenty of comforts this spot is paradise for children, dogs and a retreat for adults.

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

4.97 out of 5 average rating, 416 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

A white cottage with a thatched roof is surrounded by lush greenery and trees. The front porch is partially shaded and can be seen leading to a spacious lawn, providing an inviting space for relaxation.

Farm stay in Swellendam

4.99 out of 5 average rating, 209 reviews

Hermitage Vista

You won’t forget your time in this romantic, memorable place. Relax and rejuvenate with this beautiful cottage at the foot of the Langeberg mountains. Tastefully decorated and beautiful scenery. Enjoy an afternoon nap with views of the green fields and mountains. Definitely for nature lovers and people who loves the outdoors. Inverter with battery system to supply basic lights, WiFi and tv

Top guest favorite

The cottage is set against a backdrop of the Langeberg Mountains, surrounded by tall grasses and wildflowers. The gentle slopes and rolling hills are visible in the distance, contributing to a serene natural landscape. The sky features soft, muted tones, enhancing the quiet atmosphere.

Farm stay in Cape Winelands

4.96 out of 5 average rating, 185 reviews

Smitten Guest Cottage.

Smitten Guest Cottages is situated just outside the quant village of Bonnievale boasting beautiful views of the Langeberg Mountains. This cottage accommodates 4 people in 2 bedrooms, and offers an indoor Fireplace, Wood fired Hot Tub, built in Braai on the verandah as well as a firepit.