Family-friendly vacation rentals in Overberg District Municipality

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Top-rated family-friendly rentals in Overberg District Municipality

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Guest favorite

A dining table with wooden surfaces and six chairs overlooks a tranquil river. The setting is enhanced by the warm light of the rising sun, casting a gentle glow across the landscape. Lush greenery frames the view, inviting nature into the space.

Home in Montagu

4.93 out of 5 average rating, 179 reviews

Xairu at Le Domaine Eco-Reserve (Country living)

Xairu is the San word meaning “paradise”. Surrounded by nature and a 10-minute drive from Montagu, Xairu certainly lives up to its name. The house is situated in a private 40ha Eco-Reserve of only five houses. If it’s tranquillity you are seeking, then this is the place. With breath-taking lake and mountain views and stunning sunrises from the porch, this beautiful French-style thatch home offers comfortable farm style living. Located in the centre of local peach and apricot farmlands.

Top guest favorite

A modern tiny home is nestled among trees, showcasing its sleek exterior with a corrugated design. Large glass windows reflect the surrounding greenery, while a wooden deck accommodates outdoor seating. Lush grass and plants frame the structure, creating a serene forest setting.

Tiny home in Baardskeerdersbos

4.96 out of 5 average rating, 139 reviews

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.

Top guest favorite

A tree stands prominently in the foreground, with the EcoTreehouse nestled among a vibrant garden of flowers. Morning light streams through, casting a warm glow on the cabin and surrounding landscape, enhancing the serene atmosphere of the natural setting.

Treehouse in Swellendam

4.98 out of 5 average rating, 280 reviews

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.

Top guest favorite

A group of four horses, two adult and two foals, is captured in motion. The horses are a mix of brown and white, moving gracefully across an open terrain surrounded by shrubs and a wooden fence in the background.

Home in Robertson

4.96 out of 5 average rating, 223 reviews

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.

Guest favorite

An open-plan living room is furnished with a comfortable couch and decorated with cushions. Large glass doors provide views of the outdoor area, which features a dining set on the stoep. Natural light enhances the airy ambiance, complemented by wooden beams on the ceiling.

Farm stay in Worcester

4.96 out of 5 average rating, 281 reviews

Vineyard House

30km outside Worcester (towards Villiersdorp) The perfect romantic getaway in beautiful and tranquil surroundings. Vineyard House is surrounded by a 360° view of vineyards and mountains. We offer a modern, private stay just outside Worcester, approximately 1½ hours drive from Cape Town. Vineyard House offer a 2 bedroom house (sleeps 4), a bathroom, fully furnished kitchen, livingroom with a fire place and a stoep looking onto the vineyards.

Guest favorite

A modern architect-designed house features large glass doors and a sloped roof. Wooden decks extend into the surrounding greenery, providing a connection to the outdoors. Comfortable seating is visible, enhancing the spacious interior that invites natural light.

Cottage in Suurbraak

4.89 out of 5 average rating, 493 reviews

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.

Top guest favorite

The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.

Farm stay in Stellenbosch

4.97 out of 5 average rating, 416 reviews

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.

Top guest favorite

A white cottage with a thatched roof is surrounded by lush greenery and trees. The front porch is partially shaded and can be seen leading to a spacious lawn, providing an inviting space for relaxation.

Farm stay in Swellendam

4.99 out of 5 average rating, 208 reviews

Hermitage Vista

You won’t forget your time in this romantic, memorable place. Relax and rejuvenate with this beautiful cottage at the foot of the Langeberg mountains. Tastefully decorated and beautiful scenery. Enjoy an afternoon nap with views of the green fields and mountains. Definitely for nature lovers and people who loves the outdoors. Inverter with battery system to supply basic lights, WiFi and tv

Top guest favorite

A spacious lawn extends from a modern garden annex, bordered by neatly trimmed hedges. Large windows reflect the sky, while a wooden bench under a leafy tree offers a serene spot to relax. The backdrop features rolling hills and distant mountains.

Farm stay in Elgin

4.99 out of 5 average rating, 100 reviews

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.

Top guest favorite

The cottage is set against a backdrop of the Langeberg Mountains, surrounded by tall grasses and wildflowers. The gentle slopes and rolling hills are visible in the distance, contributing to a serene natural landscape. The sky features soft, muted tones, enhancing the quiet atmosphere.

Farm stay in Cape Winelands

4.96 out of 5 average rating, 184 reviews

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.

Top guest favorite

The stone cottage features a timber deck surrounded by lush greenery. A bridge leads to the entrance, where large windows provide views of the inviting interior. Outdoor seating areas include a small table and chairs, nestled amid the natural setting.

Cabin in Grabouw

4.95 out of 5 average rating, 254 reviews

Brookelands Stone Cottage

Brookelands Stone Cottage is tucked away in a magical wooded setting amid indigenous trees and shrubs in the Elgin Valley. Situated on a small working apple, pear and grape farm it has all the trappings of a romantic hideaway, but within easy access of all that the area has to offer.