
Family-friendly holiday rentals in Overberg District Municipality
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Top-rated family-friendly rentals in Overberg District Municipality
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Kliprivier Cottage
Kliprivier Cottage is nestled within vineyards and surrounded by the beautiful Stettyn mountains. We are completely off-grid with solar electricity, so it's the perfect escape from the city where one can forget about load shedding and traffic for a while. We are just across the road from Stettyn Family Vineyards tasting room, where award winning wines and cheese platters can be enjoyed. We've got amazing MTB / running trials, as well as a beautiful dam to do some bass fishing and/or birding.

Lily Pond
Lily Pond, is a luxurious guest house just an hour and a half from Cape Town. Lily Pond is set on a natural pond brimming with incredible bird life, creating a serene atmosphere unmatched anywhere else. With no other cottages in sight and located on a picturesque wine farm, it offers a rare blend of privacy and luxury. The indulgent outdoor bath overlooking the pond, combined with the beautiful walking trails, enhances the sense of peace and seclusion, making this retreat truly one of a kind.

Ribbok
Ribbok is situated on a working farm in the Overberg Area. Surrounded by beautiful Renosterbos veld overlooking the Riviersonderend Mountains. Modern self-catering unit that includes the following: Single Bedroom with king size bed Bathroom with shower, toilet, basin Fully equipped kitchen fitted with a gas stove, fridge, microwave, airfryer, toaster, cutlery,crockery Coffee, tea, sugar are provided Free wifi Airconditioning Large deck Wood-fired hottub Braai facilities Fire Wood is provided

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, kingsize 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 in serene setting with pool
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.

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.

Joubertsdal Country Estate - Mountain View Studio
Situated at the foot of the Langeberg mountain lies this hidden gem - forget about your busy life and enjoy the tranquillity that Joubertsdal offers. Perfect for a stop over or enjoy a couple of days in our beautiful area.
Popular amenities for Overberg District Municipality family-friendly rentals
Family-friendly home rentals with a hot tub

Peaceful hideaway with wood fired hot tub

The Hatchery - Luxury Cottages @ Jackal River Farm

Dome Glamping SA Luxury Tents

Hermitage Huisies: Rose Cottage

La Roche Estate Pinot Noir Suite 1.

Poplar Chalet - Sondagskloof

Fountainbush Cottage @ Amàre (Stanford/Gansbaai)

Great escape with breathtaking view
Family- and pet-friendly home rentals

Bliss on the Bay- Surfside Hideaway | Dstv&Netflix

Contemporary Barn style house

Kiku Cottage

Aerial view of the Witpeer cottage farm

Rooiels Dream Cottage

Die Wasbak, place of solitude, old world values.

Private path to beach, back-up solar power

Boskloof Farm Escape
Family-friendly home rentals with a pool

'African adventure' in Wine Country

Seaside Sanctuary

"Single thorn"

Westcliff Balcony Room

Tranquil poolhouse in the Winelands

La Provence Cottages | WINE TANK

Number Five: Prime location, luxurious and safe.

39 Steyn Street, Barrydale
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