Holiday home rentals in Overstrand Local Municipality

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Top-rated holiday home rentals in Overstrand Local Municipality

Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

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Guest favourite

A spacious living area features large wooden-frame windows that provide a panoramic view of the surrounding mountains and gardens. A wooden dining table is set for gatherings, accompanied by six rustic chairs. Natural light floods the space, highlighting the inviting atmosphere.

Holiday home

4.97 out of 5 average rating, 31 reviews

Upper Mountain Cottage

Upper Mountain Cottage is a semi-detached portion of mountain house in a hectare of mature garden and fynbos. Its natural materials such as sundried earth walls, timber from onsite, and green roof respond to the nearby mountains. Natural swimmable ponds, provide an oasis for birds and wildlife. The living and kitchen spaces open onto stoeps with a choice of sunshine or shade, garden or sea views. Guests have seasonal access to the swimmable reservoir ponds and year long access to the gardens .

Guest favourite

A great white shark swims gracefully beneath the surface, while divers observe from a submerged cage. The vibrant blue ocean creates a striking contrast against the silvery scales of the shark, highlighting the underwater atmosphere and the thrill of shark cage diving.

Holiday home in Van Dyks Bay

4.89 out of 5 average rating, 18 reviews

Shark Cove House

Shark Cove Home has 2 bedrooms.The master bedroom has a queen size bed and the other room has 2 three quarter beds.The bathroom has a bath, shower and toilet. Living area has a double sofa bed on which 2 kids can sleep or 1 adult. The open-plan kitchen is equipped with cutlery,crockery, glasses, fridge/freezer, microwave, gas stove(no oven) and dining table with chairs. The separate laundry has a washing machine and dishwasher .The very spacious living and sitting area has an indoor braai, a TV

Guest favourite

The outdoor pool area features a rectangular pool surrounded by a wooden deck and lounge chairs. A fenced lawn area offers a view of the distant mountains and ocean under a clear blue sky.

Holiday home in Gansbaai

4.9 out of 5 average rating, 105 reviews

Stunning 6 Bedroom Seaside Family Home with Pool

Have fun & relax at this stylish seaside home. Our 16 sleeper includes 4 upstairs bedrooms, all en suite with walk-in showers & double basins, plus 2 family rooms downstairs. All bedrooms offer King Sized beds with stunning views of the bay or mountains. The open plan kitchen leads to a dining room & outdoor pool deck with breathtaking views. The home is steps away from the cliff path which leads to beautiful Stanfords Cove beach. BACK UP POWER AT THE HOUSE FOR ‘ESSENTIALS’ WHEN LOAD SHEDDING

Guest favourite

An aerial view captures the layout of the property, displaying a spacious home surrounded by lush greenery. The exterior features a combination of light gray walls and a dark roof. A manicured lawn leads to a cozy patio area, enhancing the tranquil setting.

Holiday home in Pringle Bay

4.95 out of 5 average rating, 22 reviews

Spacious Family Retreat by a Stream in Pringle Bay

Barbie's Beach House - a large beach rental in Pringle Bay can comfortably sleep 10 adults and 6 children. It offers a unique and unforgettable experience for families, friends, groups and couples seeking a relaxing coastal getaway. Nestled in the Kogelberg Biosphere Reserve, a UNESCO Heritage Site, Barbie's Beach House is 1:30 minutes drive from Cape Town. Pringle Bay boasts pristine beaches, and breathtaking mountain views - the perfect destination for outdoor enthusiasts & nature lovers.

Superhost

A bright bedroom is features two spacious twin beds dressed in white linens and blue accents. Natural light filters through the sheer curtains, illuminating a small vanity table and chair. The room is complemented by framed artwork on the walls and a neutral-toned carpet.

Holiday home in Pearly Beach

4.67 out of 5 average rating, 3 reviews

5 min from Swimming Beach Pearly Dreams

A beautiful, tasteful, private apartment. Fully equipped to be home from home, uncapped Wi-Fi favorite streaming channels. Both large bedrooms have en-suite bathrooms with a shower, toilet and basin. A braai area set in beautiful garden. The open plan kitchen, dining room and lounge with scenic views of the sea & magnificent sunsets. Our Blue Flag beach, Castle Beach, easy walking distance +- 300m) The local restaurants are in close proximity. 1X Secure covered parking bay is provided.

Guest favourite

A log cabin is set among green foliage, featuring a spacious wooden deck with a large picnic table and benches. The front porch has comfortable seating and large windows, allowing natural light to flow in. Warm, earthy tones are prominent in the cabin's exterior.

Holiday home in Mereenbosch

4.86 out of 5 average rating, 125 reviews

BushBaby Cabin

BushBaby Cabin is perfect for a romantic get-away. A log cabin beautifully nestled in the milkwood forest, just 20mins from Hermanus - secluded from the busyness of life. Situated by the Botriver lagoon, with a private path for access, this hidden gem brings you to nature's doorstep. Look out for the roaming wild horses and a variety of bird-life. BushBaby is in Meerenbosch with communal pool, tennis courts and table tennis access. Ideal to catch summer sun or a warm, cozy fire in winter.

The exterior of the cabin features a brick-paved patio surrounded by greenery. A circular stone fire pit is positioned in front, with a kettle resting atop. Large glass doors lead into the living area, with a small dining space visible inside.

Holiday home in Mereenbosch

4.72 out of 5 average rating, 18 reviews

81 Kingfisher

Welcome to our cozy cabin situated in the secure and serene Middelvlei Reserve. Only 20 minutes from Hermanus and 1 hour from Cape Town International Airport. Explore Hermanus with the world's most famous land based whale watching points. Perfect self-catering venue for 2 guests to relax, unwind, and wake up to the sounds of bird life. Enjoy a glass of wine after a day of exploring next to the fire pit in a private garden setting. The reserve offers a large swimming pool and tennis courts.

Guest favourite

A spacious outdoor dining area features a dark wooden table surrounded by matching benches. An umbrella provides shade, and views of the lagoon and mountains are visible in the background under a clear blue sky.

Holiday home in Middelvlei, Fisherhaven

5 out of 5 average rating, 10 reviews

Chalet 10 Smart vacation home Views lagoon & beach

The house is situated in an access-controlled estate within a beautiful nature reserve, just a short drive to the hustle and bustle of Hermanus, also known for whale watching. The Heaven and Earth Valley with its world-renowned wines is just around the corner. A wooden footbridge gives access to a beautiful, unspoilt beach and lagoon area where a troop of wild horses roam. Everyone will be comfortable in this spacious and unique house with its stunning lagoon, ocean and mountain views.

Guest favourite

A wooden table is presented on a balcony, accompanied by a bottle of white wine and two clear glasses. In the background, expansive views of mountains and a coastal landscape can be seen under a clear blue sky.

Holiday home in Kenilworth

5 out of 5 average rating, 10 reviews

Adorable 2 bedroom seaside vacation home

A beautifully built wooden vacation house on stilts, taking advantage of the incredible sea and mountain views. Only minutes away from the harbour, beach and mountain walks. Two bedrooms en suite. One bedroom has a double bed and the other bedroom has two single beds which can be zipped together to form a king size bed. Large fully equipped kitchen and free WiFi together with alarm and response. Wrap around balcony featuring table and chairs and day bed. Nothing better!

Superhost

An entrance door stands ajar, revealing a view of the ocean. The tranquil blue waters meet the sky in the distance. A white wall and green foliage frame the view, while the brick walkway adds warmth to the space.

Holiday home in Hermanus

4.83 out of 5 average rating, 30 reviews

Luxury 4 Bedroom Sea Front Apartment

Our 4 bedroom apartment features a spectacular ocean view. This apartment has 4 bedrooms, each with a king size bed which can convert to two twin beds, and a private lounge area in the bedroom. There are three bathrooms - main bedroom en suite, second and third bedroom share a bathroom, and fourth bedroom is en suite. There is a half bath on the ground floor. The lounge has a sea view. The apartment also includes a fully equipped kitchen, free WiFi and free parking.

Top guest favourite

An aerial view of Akkerbos River House is presented, showing its position along the Klein River. The house is surrounded by greenery, with kayaks visible on the water. The landscape features a mix of open fields and trees, creating a serene countryside setting.

Holiday home in Overberg District Municipality

5 out of 5 average rating, 20 reviews

Akkerbos River House

Akkerbos River House offers the perfect escape to the countryside, enjoy sublime peace, quiet and privacy on the banks of the Klein River. Akkerbos has a spacious living area, a fully equipped kitchen and luxurious bedrooms all leading onto the veranda. Enjoy Akkerbos all year round, with direct river access to cool down and relax in the garden during the summer, and getting cozy in the cooler months with an indoor fireplace, underfloor heating and hot tub.

Superhost

A welcoming entrance is highlighted by a prominent sign reading 'Carina.' A paved pathway leads to a two-story house, surrounded by a spacious lawn. Sunlight casts a warm glow over the structure, with a clear blue sky visible above.

Holiday home in Pringle Bay

4.67 out of 5 average rating, 3 reviews

Carina

Carina in Pringle Bay offers luxury, spacious accommodation – well suited to families who are looking for a relaxed, fun-filled holiday in a beautiful setting. The house is equipped with a solar battery inverter! Carina has both sea and expansive mountain views and is a short walk to the main swimming beach. With white-washed beachy décor, nearly every window is a picture as the house looks out to the incredible mountains around Pringle Bay.