Holiday home rentals in Overstrand Local Municipality

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 .

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

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

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.

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.

Prime One-Bed, Stroll to Eateries and Beach!

Elegant One-Bed in Exclusive Paardevlei, Somerset-West, Cape Town. Modern, north-facing apartment with mountain views, private balcony & 24/7 security, just minutes from Strand Beach. Enjoy a private furnished balcony, perfect for morning coffee or evening wine, directly accessible from the bedroom. Thoughtfully designed for both short getaways and extended stays (28+ days welcome), this apartment is an ideal retreat for couples, professionals, or anyone seeking refined coastal living.

The Glen Cottage

Come relax and explore the beautiful winelands from The Glen Cottage, tucked away in a secluded blue gum tree glen at the foot of the Helderberg with stunning views towards Gordons Bay. Enjoy the tranquility of The Glen Cottage with your own separate entrance, secure parking, private entertainment / barbecue patio and fully equipped cottage. PLEASE NOTE: The cottage is on one level, but an outdoor staircase with 14 steps will lead you from the parking area to the cottage (see photos).

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.

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.

16 on Gruythof - 1 Bed unit - Helderberg

This is a beautiful spot to spend longer terms stays, although shorter stays are also welcome. The flat is fully equipped with 1 bedroom with a queen bed, 1 full bathroom and a full kitchen. We’ve recently put a big fridge in for those who enjoy having fresh foods on hand. The space also has a small lounge with TV and Netflix as well as a dining area in the kitchen. Outside guests can enjoy the deck for a drink or some sun. Safe parking inside the property.

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. 

Ocean-front home in fynbos setting. Sleeps 8.

This is a modern classic family beach house, with ample private and communal space for large groups or families. Situated on the sea side of Clarence drive, the front of the house opens up to a mini-reserve of fynbos, birds and small wildlife which stretches down to the wild and rocky shore. The large property offers space and privacy, and includes a natural mountain water swimming pool for refreshing dips. You may meet the odd frog there.