Chalet holiday rentals in Overstrand Local Municipality

Eastbury - Garden Cottage

Our quaint, sunny, self-catering, fully enclosed Garden Cottage comfortably sleeps 2 adults in an open plan studio bed/sitter with king or twin beds. There is a fully equipped kitchenette and outdoor braai/barbeque area. A small bedroom sleeps 2 kiddies on single beds. The bathroom has a walk in shower. Electricity power backup. There is a wood burning fire place for cosy winter evenings. Walk to town, restaurants and our famous seafront cliff paths. Of street parking and free fibre Wifi.

Bougainvillea Cottage

Bougainvillea Cottage is a self-catering unit on our private residential property in a convenient and quiet area. It offers easy access to the main route to Stellenbosch, Strand and Cape Town. It is the ideal accommodation for business travellers and holidaymakers. The cottage is separate from our main house and it offers accommodation for 2 adults in the bedroom, but an extra bed in the living room is also available. Parking is provided for 1 vehicle behind a gate.

Wingerd

The 4-sleeper, Wingerd comprises 1 room with a double bed and a second room with 2 single beds, sharing a full bathroom. The open-plan kitchen is fully equipped with a fridge, a gas stove, oven, and microwave. The beautiful lounge area has 2 comfortable couches and plentiful with a smart TV, and an extra dining area. The unit opens to a patio with outdoor seating and braai, overlooking the hot tub and surroundings, as well as the kids jungle gym.

Phillipskop Mountain Reserve, peace & nature

Phillipskop Mountain Reserve is a scenic and peaceful private nature reserve where guests can unwind in harmony with nature and immerse themselves in the rich biodiversity of the Cape fynbos. This comfortable eco-chalet is an ideal setting to slow down, enjoy tranquil space, beautiful mountain views and meaningful time outdoors. The prefect spot to reconnect with nature, family and friends — or to work remotely in inspiring surroundings.

Secure Beach front chalet on the Botriver Lagoon

On the front row, you don't get basic beach paradise like this anymore. Sunsets and amazing wilderness just an hour and a bit from Cape Town. With sea and lagoon views for days and situated in the Middlevlei gated estate only 15 min from Hermanus CBD. Great for family holiday, where kids roam free and adults get some down time. The lagoon and sea is on your doorstep. We love it.

Phezulu lodge - hideaway close to Cape Town

Welcome to Phezulu Lodge Phezulu Lodge is a charming, free-standing six-sleeper log cabin nestled in a secure estate just outside Somerset West, Cape Town. This serene getaway features a private parking area and a beautiful outdoor space, making it perfect for family vacations or a peaceful retreat.

Room 6 - Garden Cottage

The cottage is separate to the manor house. It has airconditioning and a double bed (can convert in 3 single), en-suite bathroom with shower, an enclosed stoep with seating and a fireplace, and kitchenette with fridge, microwave and induction plate.

The Milking Shed

The Milking Shed & Wood-Fired Hot Tub (Pre-Book) Offered on a self catering basis, it has two bedrooms, and a bathroom with a shower. One room has two single beds and the other one has a double bed. It also has a fireplace, there is no DSTV or TV.

1 Bedroom Eco Chalet

Cosy Coop eco-chalet features a 1 bedroom, balcony, bathroom, open-plan living area with a couch bed, fully equipped kitchen, a cosy lounge with fireplace. Outside, enjoy a covered deck with built-in braai, wood-fired hot tub, and secure parking

Melkstal

Once a milking shed for the de Villiers’ Jersey herd, Melkstal is now a luxury two-bedroom guest house with fynbos, mountain, and dam views. Features include a king room, twin room, open-plan living with fireplace, and a fully equipped kitchen.

The Farmhouse at Underhill Farm

The Farmhouse is the original building on the farm, with high end finishes throughout. 2 ensuite bedrooms with a loft area and the largest enclosed garden on the farm. Situated next to the dam and under 2 ancient oak trees it is one cool spot.

Cute Cottage for 2 very near beach | Central

This awesome cottage sleeps 2 people in a one bedroom flatlet and has the most wonderful ‘secret location’. Situated behind the landmark NG church in Gordons Bay, just 150m from the main swimming beach. Lawn, patio, kitchenette, and parking.