Vacation rentals 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.

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.

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.

Endless Views & Privacy

Our studio apartment opens up onto a 40sq meter balcony with a panoramic view of the Hout Bay Valley and the Helderberg mountains beyond. Large sliding doors disappear into the walls creating an unimpeded indoor/outdoor flow while the elevated position protects your privacy. The open plan bathroom faces onto an enclosed secret garden which includes a frame-less glass shower. The unit has a fully equipped kitchenette and is serviced daily except weekends and public holidays.

Heidi's Barn, Franschhoek

Situated on a small holding 5km outside Franschhoek, opposite the exquisite La Motte Wine Estate, Heidi’s Barn offers the perfect self-catering base from which to explore the Winelands. A fire pit, outdoor dining area and a large swimming pool (shared with one other cottage) are perfect for summertime relaxation while an indoor wood-burning fireplace and wooden floors throughout make for a cosy winter escape. The barn runs on mains power with solar back up for load shedding.

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.

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.