Holiday houses in Wolseley

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.

The Unbound - Escape the Ordinary

Welcome to The Unbound, a unique experience where each moment transcends the ordinary, blending the serenity of nature with the comfort of opulent luxury. An off-grid solar-powered house, perched on the side of the Hawequa mountains overlooking the Breede River valley. It embodies a peaceful escape from the ordinary. NOTE: The road up the mountain is rough. Only 4x4s or high-clearance SUVs can reach the house. A shuttle is available from Calabash Pub, which you can arrange when booking.

Comice Cottage with Hot Tub on Deck @ Under Oak

This unit is freestanding and suited for four guests & is newly renovated from November 2025. The main en suite bedroom has one queen size bed and the second room has the option of either two single beds or one king size bed. With an open plan kitchen with gas stove, microwave oven, fridge, kettle and toaster, you will be able to prepare almost any meal. To make your stay extra comfortable we supply all the luxuries you will need, including towels, swimming towels, good quality linen.

Berghuis - Mountain Hideaway

Discover Berghuis, a 4-bedroom, 3-bathroom mountain retreat with stunning views. Nestled in de Vierde Liefde Private Nature Reserve, enjoy privacy just 8km from Wolseley in the Breeriver Valley. Indulge in relaxation year-round with our array of amenities. On warmer days, take a dip in the pool or try your hand at crafting delicious pizzas with our pizza oven. In the winter months, cozy up indoors beside the cast iron stoves, savouring the warmth and comfort they provide.

Trendy private container home! Riverstone House.

Super trendy, double shipping container conversion. Modern, eco& stylish. Perfectly positioned on the dam for afternoon swims &amazing sunset views! Featuring SMEG gas stove, brass fixtures, and Victorian claw foot bath. 2 bedrooms, both ensuite. One with private outside shower. Enjoy a deep shaded patio with built in Bbq, inside and outside dining and lounge. Super cosy for winter with a wood burning closed combustion stove.

Hill Cottage

Nestled against the Witzenberg mountains just 9km outside the charming town of Tulbagh, is a cozy farm cottage called Hill Cottage. The farm offers a peaceful retreat where you can swim in the dam, hike amongst the proteas and enjoy the nature of the Cape. Only 90mins from Cape Town, it makes for the perfect romantic getaway to enjoy the natural beauty of one of the top rated small towns in South Africa!

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.

Streamside Dome

Welcome to Streamside Geodome, a truly exceptional accommodation nestled alongside a gentle stream on the enchanting La Bruyere farm, which is conveniently located near the charming town of Tulbagh. NB: This is a luxury glamping destination. Please note the cabin and bathroom are semi-enclosed and only the dome bedroom is fully enclosed. For the Winter months, please pack warm.

Bainskloof Mountain Eco Retreat - Black Pearl

Welcome to the Black Pearl! Discover a special place that boasts breathtaking mountain views from every room. This beautifully appointed cabin is equipped with all the amenities you could want and is thoughtfully designed to provide all the comforts you need for a rejuvenating getaway. Escape the ordinary and immerse yourself in the serenity of this remarkable destination.

Magical Bainskloof Pass Getaway at Rocky Falls #1

Rocky Falls Cottage is an off-grid, spacious cottage offering ideal holiday accommodation. It is large enough for a family or group of friends, but it's still cosy enough for a couples getaway. Tucked away in the mountains of Bainskloof, Rocky Falls Cottage is set within a beautiful private nature reserve, offering peace, privacy, and natural surroundings.

Orchard Stay

We offer country living at its best. A self-catering guesthouse nestled between pear orchards, Orchard Stay offers you space and freedom inside and out. Comfort is a priority in this two bedroom farm house with both rooms having en-suite bathrooms and wow factor views of the orchards and Mostertshoek Mountain.

Luxury Solace Cabin - River Cabin

We are proud to present the cabin-living experience at its absolute finest. - A fusion of luxury, comfort, and exquisite fynbos surroundings. The Solace Cabin is nestled in an indigenous landscape on a 200 hectare farm in Rawsonville, surrounded by the Matroosberg Mountain Range.