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

Farm stay in Stellenbosch

4.99 out of 5 average rating, 195 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

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

4.94 out of 5 average rating, 156 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 sandy beach is framed by gentle dunes, with sparse vegetation peeking through. In the background, a prominent rock formation catches the warm light of sunset, while a clear sky transitions from soft blue to subtle orange hues.

Guesthouse in Pringle Bay

5 out of 5 average rating, 127 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

Home in Montagu

4.92 out of 5 average rating, 173 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 spacious balcony can be seen with large sliding glass doors that open to an unobstructed view of the river mouth and ocean. The surrounding landscape is characterized by lush greenery, with clear blue skies in the background. Sunlight illuminates the area, enhancing the serene environment.

Loft in Witsand

4.97 out of 5 average rating, 274 reviews

Spoilt-with-a-view Witsand Accommodation

A cosy self-catering apartment with an unspoilt view of the river mouth, ocean and adjacent nature reserve. Sit back and relax with a book or keep an eye on the tide, whether you'd like to go fishing, kite surfing or just to enjoy the great out-doors. The adjacent nature reserve provides numerous foot-path routes through the indigenous Fynbos. From the balcony you may have some early morning sightings of small antelope and other animals as well as an abundance of bird life.

Top guest favorite

A wood-fired hot tub sits on a wooden deck, surrounded by neatly stacked logs. Steam rises gently from the water, creating a serene atmosphere against a backdrop of native vegetation and a soft sunset sky.

Farm stay in Montagu

4.95 out of 5 average rating, 141 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

A secluded garden pathway is framed by wooden fencing and lush greenery. Planters filled with various plants line the gravel path, inviting exploration. Natural textures and earthy tones create a harmonious atmosphere, enhanced by the gentle curves of the landscape.

Guest suite in Stanford

4.96 out of 5 average rating, 359 reviews

Studio suite; king or 2 single bed, private garden

Escape to a wonderland of rural tranquility. The Bird House is perfect for a weekend getaway, Garden Route stopover or longer stay for touring the Overberg-Hermanus area. Nestled in its own private garden, the stylish suite offers a well-equipped kitchenette, cosy seating & table for eating/work. Relax in the private bird-filled garden, enjoy a braai & experience starlight quiet. Convenient proximity to wedding venues, wine & cheese farms & places for fine food.

Top guest favorite

A scenic view of majestic mountains surrounded by lush greenery is framed by large glass sliding doors. A private plunge pool is visible on the patio, with sun loungers positioned nearby, inviting relaxation while enjoying nature.

Farm stay in Swellendam

4.96 out of 5 average rating, 369 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

Farm stay in Worcester

4.96 out of 5 average rating, 264 reviews

Vineyard House

30km outside Worcester (towards Villiersdorp) The perfect romantic getaway in beautiful and tranquil surroundings. Vineyard House is surrounded by a 360° view of vineyards and mountains. We offer a modern, private stay just outside Worcester, approximately 1½ hours drive from Cape Town. Vineyard House offer a 2 bedroom house (sleeps 4), a bathroom, fully furnished kitchen, livingroom with a fire place and a stoep looking onto the vineyards.

Top guest favorite

Farm stay in Stellenbosch

4.97 out of 5 average rating, 390 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 charming cottage sits amidst a spacious landscape, with rolling hills in the background. The building features a gabled roof and outdoor seating areas, while a firepit and wooden hot tub are placed on the lawn for relaxation.

Farm stay in Cape Winelands

4.95 out of 5 average rating, 177 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.

Guest favorite

A serene landscape is captured, featuring a calm pond reflecting the surrounding greenery and rolling hills. Indigenous shrubs and grasses border the water, with distant farm structures slightly visible under a clear sky. The gentle colors of nature evoke a tranquil atmosphere.

Cabin in Grabouw

4.95 out of 5 average rating, 248 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.

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Popular amenities for Overberg District Municipality vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Overberg District Municipality

Top guest favorite

An outdoor deck area extends from the modern Mini House, featuring a shaded pergola overhead. Minimalist lounge chairs are arranged beside a wooden table, with a scenic view of the surrounding landscape and flowering plants adding color to the serene environment.

Farm stay in Baardskeerdersbos

4.93 out of 5 average rating, 96 reviews

Mini House FYNBOS

ObakengRating, 5 stars1 month ago

Nina is a great host. We absolutely enjoyed our stay at her place. This is the best place to take time out and relax, we didn’t do much but it felt so good to just relax. The space is homey and well equipped for a nice braai. I honestly enjoyed being at the farm. Nina gave us clear instructions on how to get there and this was helpful since the road is still being developed. I’d advise that you buy food and drinks in Hermanus before arriving at the place this will ensure that you enjoy your time at the accommodation. If you need time out of the city to relax or write or just read this is the place to be! So refreshing

Top guest favorite

An outdoor dining table with two woven chairs is positioned on a stone patio, overlooking a lush garden. Behind the table, a rectangular swimming pool reflects the colors of the sunset, framed by trees and distant mountains, creating a serene atmosphere.

Cottage in Cape Winelands District Municipality

4.99 out of 5 average rating, 77 reviews

Heidi's Barn, Franschhoek

AlexandreRating, 5 stars2 weeks ago

We spent one week for our honeymoon ! Sandy’s airbnb is by far the best we’ve been. Perfect location, very clean, comfortable bed, beautiful shower and a magnificent garden! We will 100% come back ☺️ Thank you 😊

Superhost

An outdoor patio area features a wooden dining table surrounded by matching chairs, positioned under a covered roof. A stone fireplace is visible in the background, with a view of lush green fields and distant hills beyond. Natural light enhances the inviting outdoor space.

Farm stay in Caledon

4.88 out of 5 average rating, 17 reviews

The Cottage at Black Eagle

BiancaRating, 5 stars1 month ago

We really enjoyed the cottage, it's more spacious than expected! The nature around is incredibly peaceful and beautiful and you are able to enjoy the view from the hot tub. We walked the hiking trail and the farm walk and both were incredibly beautiful, I really recommended doing them. The inside fireplace is big and really heats up the space, perfect for reading a book or playing games during the winter months!

Top guest favorite

Home in Gansbaai

5 out of 5 average rating, 47 reviews

Ocean Retreat, Romansbaai Beach & Fynbos Estate

ThomasRating, 5 stars1 month ago

We had the most incredible stay and cannot recommend this place highly enough! From the moment we arrived, Rozanne made us feel completely at home — she’s a truly exceptional host: warm, thoughtful, and always available if we needed anything. The home itself is stunning, with stylish and beautifully curated interior décor that strikes the perfect balance between luxury and comfort. The indoor fireplace was a cozy highlight, and we spent unforgettable dinners at the indoor Braai (bbq) enjoying great food. And the view — absolutely to die for. Waking up to the sight of Springboks and Zebras roaming in the distance felt like something out of a dream. Despite its elegant design, the house was surprisingly child-friendly, making it an ideal getaway for our whole family. Every detail was considered. We’re already thinking of our return — next time, to catch the whales! Thank you again, Rozanne, for everything.

Top guest favorite

A spacious bedroom features large glass doors that open to a serene lake view. Natural light fills the room, highlighting a cozy bed with plush linens and rolled towels. A dark wooden trunk and a comfortable armchair with patterned upholstery add to the inviting ambiance.

Farm stay in Grabouw

4.99 out of 5 average rating, 69 reviews

Romantic lakeside cottage

Sigrid GiselaRating, 5 stars1 week ago

Thank you, Debbie, we had a wonderful time at the romantic lake cottage. The view is just amazing, and the cozy cottage invites with its warm colors yet light and open space .

Top guest favorite