Holiday rentals with a kayak in Overberg District Municipality

Hidden gem in the heart of the winelands..

A little forest in the heart of the Winelands cuddles this secret gem #jangroentjiecottage close to a dam fed by the fynbos covered Helderberg. a Selfcatering hideaway that sleeps two with a fireplace, braai and a woodfired hottub. Within walking distance from Taaibosch, Pink Valley and Avontuur Wine and stud farm. Just across the R44 Ken Forrester Wines is luring. For the outdoor enthusiasts Helderberg provide trails for hiking and mtbiking and our dam covers swimming, rowing and sundowners.

Ferrybridge river house

FERRYBRIDGE HOUSE Loadshedding proof • pet friendly • family friendly • remote work friendly • ideal for birdwatchers • not available over public holiday weekends, Christmas and New Years. Located right on the river with sweeping views, our beloved family holiday home is ideal for family getaways, gatherings with friends, business retreats, and quiet weekends away. Please note we don’t accommodate parties, and only accept guests over 25 years of age, with prior reviews and a 4.5+ rating.

Picturesque Lagoon Cabin on Klein River Hermanus

Make some memories at this unique and family-friendly place. Very peaceful and relaxing with plenty of bird and marine life at your doorstep. A paddle in our double seated kayak is a must when the tide and weather conditions permit. Paddle a short distance across to the island or to the mouth of the lagoon and enjoy a picnic under one of our sun umbrellas. Have a dip in the mix of the fresh lagoon water and the Atlantic Ocean. In certain months of the year enjoy windsurfing at our door step

Concordia Dam Cottage

Unique stand-alone, partially off the grid cottage overlooking working farm (Fynbos/Protea, Vegetables, Sheep, Cattle). Situated at the foot of the mountain next to a dam. Walking distance from Baardskeerdersbos. 18km from Pearly Beach and 22km from Gansbaai coastal area. This cozy cottage has 2 bedrooms, sleeping 4 guests and has a private woodfire hot tub next to the patio. Unfortunately, we can not accommodate any pets. The working farm has sheep roaming around and also 3 big farm dogs.

Private Riverfront Villa | 4 En-suite | Jacuzzi

Riverhide | Private Riverfront Villa | Jacuzzi | 4 En-suite Tucked away on the banks of the Breede River, Riverhide offers complete privacy across the entire property, not just the house, but the surrounding land and riverfront. There are no other guest stays on the property, so the space, views, and setting are entirely yours. Set within open farmland, with wide views and a real sense of space. Enjoy a private jacuzzi, generous indoor and outdoor living, and ever-changing river views.

MOS-Palmiet 72

Welcome to your ideal couple’s escape in the charming seaside town of Kleinmond. Our beach house offers stunning ocean views and overlooks the breathtaking Kogelberg Nature Reserve, known as a “Fynbos Paradise.” Immerse yourself in nature, breathe in fresh coastal air, and unwind in a serene, stylish setting. Perfect for families, this peaceful haven is the ultimate place to relax, reconnect, and recharge. Create unforgettable memories in this picturesque getaway, your home away from home.

Classic Beach House - Sea views & Spacious comfort

This is the quintessential beach house. Wooden structure, large deck with sea and mountain views and surrounded by fynbos. 2 spacious bedrooms, 2 bathrooms and a large open plan living space that is light and comfortable. The house is well equipped with an indoor wood burning fireplace & electric blankets . There is plenty of cutlery, crockery, glassware & other kitchen essentials including a food processor, French press and a Bialetti espresso coffee maker. There is a Weber Braai.

47 Aan De Breede

Tucked away, 47 Aan De Breede in the peaceful Nuyshoek area of Malgas, is an elevated double-storey holiday home with breathtaking, uninterrupted views of the Lower Breede River and majestic Potberg Mountain. This spacious, entertainment friendly family home — complete with a separate flatlet — comfortably sleeps up to 13 guests, making it perfect for lively family holidays, multi-generational reunions, or unforgettable gatherings with friends building forever bonds.

Flamingo Lake Cabin near Hermanus & Beaches

Escape to a Scandinavian-inspired log cabin perched on South Africa's Bot River Lagoon, where wild horses roam, flamingos glide, and the ocean is minutes away. This intimate nature retreat offers 2 bedrooms, 2 bathrooms, and a mezzanine, fully equipped with Wi‑Fi, Netflix, kayaks, and everything you need for a restorative getaway. Explore a 1000‑hectare estuary, stroll to empty beaches, or enjoy the estate's pool and tennis courts. Just 90 minutes from Cape Town.

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.

Guideboat Lagoon Retreat

A Tranquil restorative outdoor Etopia which is completely off the gridd (solar). It’s a modern luxury villa in a nature conservation on a lagoon, next to a beach and a bird sanctuary. There is walking trails between the fynbos and koppies and whale watching at the beach. It is a remote property but the closest town which is 10 km away offers many restaurants and shops.

Welsh Whales | Seafront | Pet Friendly | Braai

Charming pet-friendly seafront home in De Kelders with panoramic ocean and mountain views, 3 en-suite bedrooms, an outdoor fireplace patio, and gas braai. Steps from coastal hiking trails and the famous De Kelders drip caves. Front-row whale watching from your patio June–December. Perfect for families, couples, and furry friends on the Whale Coast.