Cottage holiday rentals in Overstrand Local Municipality

5 out of 5 average rating, 36 reviews

The exterior of the modern house is showcased, featuring a combination of white and brick walls under a blue roof. Lush greenery surrounds the front, adding to the tranquil atmosphere. A covered patio is visible at the entrance, providing a welcoming space for relaxation.

Cottage in Pearly Beach

Uitwaaien Beach Cottage - 250m from the beach!

Pearly Beach is a serene coastal haven of endless white beaches and fynbos-covered dunes, a peaceful retreat to slow down, unwind, and escape life’s busyness. Uitwaaien, a Dutch word meaning “to take a break to clear one’s head” or literally “to walk in the wind”, to refresh body and mind. With Philip’s Dutch heritage and our time living in the Netherlands, Uitwaaien holds special meaning for us. It reflects what we hope every guest experiences here: a place to breathe, restore, and reconnect.

4.95 out of 5 average rating, 223 reviews

An open living space is featured, combining the kitchen and living room. A dark leather sofa is positioned near a wooden coffee table. Industrial-style bar stools line a kitchen island, with pendant lights hanging above. A large window allows natural light to illuminate the area.

Cottage in Onrus

Cozy Corner Cottage

Our solar powered cottage is the ideal place to enjoy a relaxing getaway in Onrus. Mere minutes from Hermanus, the cottage is located within walking distance from the beach and various tidal pools in the area. Fitted with solar panels, battery and inverter, the cottage has back-up power and is ‘loadshedding proof’. The space is beautifully furnished & decorated, stylish enough to make it feel special, but informal enough to enjoy your time at the beach. We offer RELIABLE, FAST FIBER internet.

A view of the ocean is framed by a covered patio featuring a large wooden table surrounded by sleek, dark chairs. Lush greenery can be seen in the background, while the sea glistens under clear blue skies.

4.95 out of 5 average rating, 60 reviews

"TROON BEACH COTTAGE" - 150 m Walk to the beaches!

No loadshedding - Hermanus,Prime position, 150 meters from the beach, breathtaking sea views, champagne air, whale watching from the patio , listen to the break of the waves .The Cottage is a 2-3 minute walk to Grotto ( Blue Flag) & Voelklip beaches , the famous "Cliff Path" stretching all along the coast line to The Old Harbour in town , Walker Bay Grill and Duchees restaurant. Architectural designed holiday friendly , luxurious, open/plan indoor/outdoor flow with built in braai and patio.

4.92 out of 5 average rating, 13 reviews

The exterior of the cottage is seen under a starry sky, showcasing its whitewashed walls and distinctive architecture. Soft lighting illuminates the window, while a vehicle is parked nearby, surrounded by lush greenery and a gravel path leading up to the entrance.

Cottage in Tesselaarsdal

Red Aloe Farm

Escape to Red Aloe Farm, an off-grid retreat in Tesselaarsdal, just 2 hours from Cape Town. Stay on a 12-hectare farm with blooming aloes, sunbirds, and sweeping views. Enjoy hiking, weekend dining, and world-class wine tasting in the Hemel-en-Aarde Valley nearby. As dusk falls, gather around the firepit for stargazing and fireside conversations beneath clear country skies. Whether you're after stillness, slow living, or a romantic break, Red Aloe Farm welcomes you with soulful simplicity.

A welcoming sleeping area features a comfortable king-size bed adorned with soft pillows and a textured throw. A framed artwork of fish adds visual interest to the room. Plants and a wooden shelf provide a touch of nature and decor, while warm lighting enhances the ambiance.

5 out of 5 average rating, 11 reviews

Nautical Nook (hot tub 5-8min walk to cliff path)

Explore Hermanus on foot from this cosy hideaway between mountain and sea. This peaceful spot offers a private outdoor wood-fired hot tub — perfect for Cape winters. Located in a leafy, family-friendly neighbourhood with gated free parking and a public playground just across the road. A short walk (5 - 8 min) to the scenic cliff path for whale watching, Fick’s tidal pool & sundowner lounge, Fernkloof hiking trail access point & town centre with its quaint shops, restaurants and art galleries.

A private garden with a serene pool is captured under a bright blue sky, framed by a tall palm tree. The cozy cottage features a covered patio with French doors, inviting a connection between indoor and outdoor spaces, complemented by lush greenery and flowering plants.

4.84 out of 5 average rating, 85 reviews

Eastcliff cottage with pool, garden & solar power.

With a private garden and pool, this coastal cottage was dreamed into existence as a laid-back vacation getaway. We kept the simplicity of its original character, adding the modern conveniences that are expected for comfort now, including solar power. Discover this charming cottage filled with quirky vintage rustic finds. One of the original seaside cottages in conveniently central Eastcliff, it's only a short stroll to the cliff path, town, and sea- you can hear the nearby waves crashing!

An open-plan lounge area features a wood-burning stove and a colorful striped rug. Light fills the space from large doors leading to an outdoor seating area with wooden furniture. A small dining table adds to the inviting atmosphere.

4.84 out of 5 average rating, 165 reviews

Fisherman’s cottage by cliff path with solar power

Comfortable, secure, freshly renovated, centrally located Fisherman's cottage in East Cliff/Kwaaiwater with the scenic cliff paths, spectacular whale watching spots and the Hermanus golf club with restaurant on your doorstep. Walking distance to the nearest supermarket, the town centre and restaurants, Fernkloof Nature Reserve as well as Langbaai, Kammabaai and Voelklip beaches along the coastal path across the road right in front of the house. Solar power so not impacted by loadshedding.

The exterior of a charming white cottage is surrounded by a colorful garden featuring diverse plants and flowers. Two wooden-framed doors provide access to the cottage, enhancing the connection to the landscaped surroundings, which include green shrubs and vibrant blooms.

4.95 out of 5 average rating, 60 reviews

Fern Cottage tranquil retreat in a prime spot

We welcome you to stay in our magical modern cottage in Fernkloof, Hermanus. The cottage is bright, light and comfortable, all the rooms have a beautiful outlook onto either the garden or a courtyard. The two well-sized bedrooms with 100% pure cotton linen and fluffy white towels each with an en-suite bathroom. A cot can be provided for babies. It is 10 minute walk from the famous cliff path and right below the world renowned Fernkloof Nature Reserve with its spectacular mountain trails.

The cottage is surrounded by a lush green lawn and tall trees, showcasing a two-story structure with a sloped roof and multiple windows. A spacious porch extends along the front, inviting relaxation and views of the garden.

4.84 out of 5 average rating, 129 reviews

Charming cottage in the Hemel & Aarde Wine Valley

De Werf is in the Hemel en Aarde Valley - literally "Heaven on Earth". It sleeps 6 - large en suite bedroom (king bed or 2 singles) upstairs + a smaller bedroom downstairs (1 outside bedroom en suite on request). Fully equipped kitchen - dishwasher + gas hob opens onto the dining/lounge. Guests relax on the long shady patio with stunning views across to the mountains. A small private swimming pool is perfect for late drinks as the sun sets over the mountains. A birdwatchers paradise.

A vintage bicycle leans against a white cottage wall, showcasing its classic design. To the right, a green door invites entry, while vibrant pink and purple flowers are planted nearby, adding a touch of color to the stone-paved area.

4.96 out of 5 average rating, 99 reviews

Chameleon Cottage. A hidden gem.

Chameleon Cottage is a hidden gem situated in the garden of our historic home. The cottage is a super cozy "home from home" with all amenities. Situated in the heart of Hermanus, it is a short walk to all the wonderful things on offer; Restaurants, entertainment, whale watching (in season), coastal walks, shopping & sightseeing. Chameleon Cottage is solar powered to supply electricity and hot water 24 hours a day. Netflix enabled TV and fast Wi-Fi to power your mobile devices.

4.83 out of 5 average rating, 160 reviews

An aerial view captures a spacious bungalow set against a coastal landscape. Ocean waves can be seen meeting rocky shores in the distance. Surrounding greenery and a dirt path lead towards the horizon, highlighting the serene natural environment.

Cottage in Rooi-Els

Rooiels Dream Cottage

Fully equipped 2 bedroom ‘Out-of-Africa’ bungalow. Self-catering. Sleeps 4 adults in 2-single beds, 1-queen/double. Loft area w/ skylight views of ocean and a full-size couch. Spacious lounge/dining/kitchen area connects to verandah. Separate bath/shower/toilet. Overlooks RE Nature Reserve with magnificent, unobstructed sunset views of False Bay. 150m to sea. Short walk to local pub/ beach. Braai, garage. Videos+ @ rooiels221 "dot" com. Dog friendly but unfenced.

4.91 out of 5 average rating, 74 reviews

A modern dining area features a wooden table surrounded by six light blue chairs, creating a calm setting. A large potted plant adds a touch of greenery, while natural light streams through the window, highlighting the sleek wooden floors and white-beamed ceiling.

Cottage in Vermont

The Wellerman seaside fisherman's cottage.

Relax with the whole family at this peaceful modern twist on the traditional fisherman's cottage. Recently installed solar and inverter backup system will ensure a holiday from loadshedding as well. Walking distance from the captivating cliff paths and picturesque Breakfast Bay beach. Out of the hustle and bustle of town, yet close enough to get all the essentials with only a short drive to Hermanus central. Offers the best of both mountain and sea views.

Popular amenities for cottage rentals in Overstrand Local Municipality

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

5 out of 5 average rating, 7 reviews

Cottage in Stanford

Die Tuin Farm Escape with Hot Tub and Fire Pit

4.77 out of 5 average rating, 13 reviews

The historic cottage, featuring a white exterior with a sloped roof, is surrounded by well-maintained green grass and trees. A wooden bench is positioned near the entrance, inviting relaxation. Two windows flank the doorway, allowing natural light to enhance the welcoming vibe.

Cottage in Stanford

Brunia farm cottage on award winning wine farm

A cozy living area is highlighted by a wooden feature wall adorned with dog portraits. A turquoise bench with patterned cushions provides seating, while a compact kitchen is visible in the background, equipped with modern appliances and glassware on shelves.

4.92 out of 5 average rating, 92 reviews

Secret cottage in the heart of Hermanus and hottub

A modern cottage exterior is framed by lush greenery and vibrant flower beds. The front porch features wooden beams and large double doors, welcoming guests into a serene environment. A paved pathway leads to the entrance, complementing the peaceful rural setting.

Cottage in Gansbaai

4.92 out of 5 average rating, 60 reviews

Cozy Nightjar Cottage @ De Uijlenes

4.93 out of 5 average rating, 85 reviews

A spacious outdoor dining area features a large wooden table surrounded by comfortable chairs. Refreshing beverages are displayed alongside a vase of flowers. The scene overlooks the ocean, framed by distant mountains and a clear sky, inviting relaxation and enjoyment of the natural surroundings.

Cottage in De Kelders

Oceanfront 3 br 2ba WiFi, fireplace, hottub, SOLAR

4.88 out of 5 average rating, 32 reviews

A panoramic view from a mountain peak showcases rolling hills covered with lush greenery under a bright sky. The sun is setting in the distance, casting a warm glow across the landscape. A person stands on rocky ground next to a black dog, enjoying the expansive scenery.

Cottage in Gansbaai

Buchu Cottage on Witkrans Farm

4.64 out of 5 average rating, 202 reviews

The cottage features a simple yet charming exterior with a grey roof and white walls. Large glass doors open onto a welcoming outdoor space, surrounded by landscaped gardens. Soft lighting from within enhances the inviting atmosphere as evening approaches.

Cottage in Grabouw

Oaktree - Luxury cottages @ Jackal River Farm

4.87 out of 5 average rating, 53 reviews

A serene bedroom is showcased with a spacious bed draped in light fabric netting. Soft natural light filters through large glass doors leading to a private deck. A wooden desk and chair sit to one side, enhancing the tranquil ambiance of the room.

Cottage in Pringle Bay

Boathouse Cottage

Pet-friendly cottage rentals

A cozy bedroom features a spacious bed adorned with decorative cushions and a soft throw. Light filters through the window, illuminating the serene space. A small bedside table, framed photos, and a rug add warmth and character to the inviting room.

4.76 out of 5 average rating, 74 reviews

Jasmine Cottage. Cozy hideaway

The modern kitchen features high-end appliances, including a stainless steel refrigerator and gas stove. A breakfast nook with bar stools complements the open layout, while a cozy living area is marked by a plush couch and mixed-texture rug.

5 out of 5 average rating, 50 reviews

C'estÇa Cottage Modern Luxurious Sounds of the Sea

An outdoor entertainment area features a wooden deck with steps leading up to a cozy seating arrangement and a fireplace. A built-in braai is positioned beside stacked firewood, and soft lighting accentuates the space, complemented by a green lawn and nearby stone borders.

4.83 out of 5 average rating, 149 reviews

Langbaai Beach Cottage - stone throw from beaches!

4.75 out of 5 average rating, 28 reviews

A two-story beach house is positioned amidst lush greenery and natural landscaping, offering views of the mountains in the background. The house features a light blue exterior with a spacious balcony. Overcast skies add a moody atmosphere to the tranquil surroundings.

Cottage in Betty's Bay

Rustic beach house

4.97 out of 5 average rating, 35 reviews

A bright living area is showcased, featuring large sliding glass doors that open to a scenic ocean view. A modern chandelier composed of natural materials hangs from the ceiling. A comfortable sofa and armchair sit around a wooden coffee table, enhancing the relaxed atmosphere.

Cottage in Kenilworth

78 Beach Road | Oceanfront Cottage | Splash Pool

Cottage in Hemel & Aarde Valley

The exterior of a cottage reveals a simple yet charming design. A covered porch is present, featuring a built-in barbeque and a white wooden bench. The light grey facade is complemented by subtle decorative elements and a red door, framed by a grassy yard and blue sky.

4.86 out of 5 average rating, 7 reviews

Heilfontein Hermitage [Hermitage of the Holy Fountain]

4.77 out of 5 average rating, 48 reviews

A charming cottage is nestled among lush greenery, viewed through large trees. The exterior features a wide veranda with potted plants, while the well-manicured lawn adds to the serene outdoor setting.

Cottage in Stanford

Willow Cottage: perfectly positioned in Stanford

A modern structure is viewed from a stone pathway leading to the entrance. Surrounding vegetation features low shrubbery and grass, with a prominent mountain rising in the background under a clear blue sky.

Cottage in Pringle Bay

4.88 out of 5 average rating, 16 reviews

Pringle Bay, Beach Retreat - Cottage 2

Private cottage rentals

A serene sunset over the lagoon is captured, with soft pink and purple hues reflecting on the water's surface. Silhouettes of trees and distant mountains frame the scene, providing a tranquil backdrop to the peaceful landscape.

4.67 out of 5 average rating, 90 reviews

Lagoon Cabin, Klein River, Hermanus

4.92 out of 5 average rating, 24 reviews

Cottage in Bot River

Beaumont Family Wines - Pepper Tree Cottage

A well-maintained garden area features a pathway made of circular stepping stones leading through lush greenery and palm plants. A birdbath stands in the foreground, complementing the natural setting. The area offers ample space for relaxation and enjoying the outdoors.

Cottage in Sandbaai

4.69 out of 5 average rating, 26 reviews

40 on Main , Self Catering unit 6

4.82 out of 5 average rating, 100 reviews

A panoramic view of the beach and ocean captures soft waves lapping at the shore. A sailboat is visible on the horizon, contrasting against the deep blue water. Clouds drift across the sky, enhancing the serene coastal landscape.

Cottage in Pringle Bay

Windbreak exquisite views

4.96 out of 5 average rating, 24 reviews

An open-plan dining area features a wooden table with six chairs, complemented by a woven pendant light overhead. A sideboard showcases decorative items, and a modern kitchen is visible in the background. Natural light fills the space through large sliding doors leading to an outdoor patio.

Cottage in Onrus

Cosy Cottage Onrus - With Pool

A wooden deck extends over calm waters, reflecting the surrounding landscape of greenery and distant mountains. The serene scene is complemented by a gentle shoreline, enhancing the connection between nature and the inviting space.

Cottage in Overberg District Municipality

4.71 out of 5 average rating, 169 reviews

Lagoon getaway

A wide window spans the wall, revealing expansive views of the Atlantic Ocean and rocky shoreline. The natural light fills the room, enhancing the minimalist decor, which includes a low coffee table and two armchairs positioned for enjoying the scenic outlook.

Cottage in Kenilworth

4.79 out of 5 average rating, 215 reviews

The Whale Cottage