Family-friendly holiday rentals in Overberg District Municipality

Cosy Forest-Tinyhouse with fireplace.

Nestled in a poplar forest, this tiny home is perfect for a couple wanting to venture into the platteland & escape their daily routines. Sheltered in the summer by a lush canopy, in winter, stripped bare, inviting in the blue skies. In stormy cold weather a combustion oven works it's magic warming "THE TINY" making for cosy winter cuddling! The small forest forms part of LOKAL, a 1ha property, with an vegetable garden , Orchards of fruit & nuts, some chickens & the Garden Cottage.

EcoTreehouse luxury off-grid cabin

Tucked into the lush Hermitage Valley just outside Swellendam, the EcoTreehouse is a peaceful off-grid cabin designed for comfort, simplicity, and connection to nature. It’s perfect for couples, solo travellers, or small families wanting to unplug without compromising on comfort. Wake to mountain views, fall asleep to frog-song, and soak under the stars in your private wood-fired hot tub. Swim, stargaze, wander the trails, or meet the horses — this land invites you to slow down.

Skyroo Stud "Gemsbok" Country Cottage

SKYROO’S self catering cottages are the perfect getaway and welcomes you to enjoy nature in the Small Karoo at its very best! Tastefully furnished & equipped with fine quality bedding and towels. Each cottage sleeps four. Both bedrooms are en-suite with full bathroom. In the open-plan living & dining area, an indoor fireplace, already stacked will warm you on a chilly night. For those balmy evenings spent under the stunning Karoo sky, a braai area & 'conversation pit' awaits.

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.

Wild, off-the-grid, style & comfort solar-powered.

When we first opened our spot we were truly over the hills and far away... now the village has grown around us a bit, but the place can still feel pretty secluded. The architect-designed house mixes inside/outside space with plenty of room for family.. Explore wetland, river and the Langeberg mountains. With plenty of comforts this spot is paradise for children, dogs and a retreat for adults.

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.

Best Elgin views with fireplace & serenity

The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-burning fireplace (free wood provided) for winter and a plunge pool for summer.

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.

Stoepsit - 2-bedroom farm cottage

Great, expansive north-facing views from rustic, cozy renovated cottage on a farm near the Overberg town of Caledon. One double room and one twin room, large built-in indoor fireplace for a braai or a cozy fire in winter.