Holiday houses in Wolseley

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Top-rated holiday rentals in Wolseley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious deck features a wood-fired hot tub surrounded by wooden planters, complemented by comfortable outdoor chairs. Lush greenery fills the background, enhancing the tranquil setting. Sunlight illuminates the area, creating a warm atmosphere for relaxation.
Farm stay in Stellenbosch
5 out of 5 average rating, 264 reviews

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.

Top Guest favourite
The modern architectural design of the house is highlighted against the backdrop of rugged mountains. Expansive glass facades allow warm light to spill from the interior, creating a serene contrast with the surrounding landscape during twilight.
Home in Breede River
5 out of 5 average rating, 61 reviews

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.

Guest favourite
A wooden cabin interior showcases a spacious bed dressed in crisp white linens, accented with a soft gray throw. Light filters through the windows, illuminating the natural wood paneling and furnishings, including a vintage wardrobe and stylish bedside lamps.
Cabin in Wolseley
4.98 out of 5 average rating, 98 reviews

Arum Lily Log Cabin

Located on a beautiful working fruit farm near the town of Wolseley. Surrounded by orchards and situated on the dam, Arum Lily offers luxury accommodation, fully equipped with all you need for an unforgettable stay. Relax on the wooden deck equipped with a gas braai, hot tub and barbeque area and enjoy the Witzenberg Valley's incredible views and sunsets. The cabin is ideal for honeymoon couples, anniversary celebrations or just a romantic few days away to spoil your partner and yourself.

Top Guest favourite
Farm stay in Wolseley
4.99 out of 5 average rating, 71 reviews

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.

Guest favourite
A spacious balcony features two modern lounge chairs facing a panoramic view of the Hout Bay Valley and Helderberg mountains. The area is enclosed by a sleek railing, and the sliding glass doors provide seamless access to the interior space.
Apartment in Hout Bay
4.94 out of 5 average rating, 447 reviews

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.

Top Guest favourite
A spacious mountain retreat is situated against a backdrop of rugged mountains. The property features distinct architecture with a combination of warm-toned walls and large windows. Lush greenery surrounding the gravel driveway enhances the tranquility of the setting.
Home in Wolseley
5 out of 5 average rating, 46 reviews

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.

Top Guest favourite
Home in Wolseley
4.94 out of 5 average rating, 119 reviews

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.

Top Guest favourite
A tiny home is situated on a grassy plot beside a pond, surrounded by vineyards. The clear evening sky displays a vibrant sunset with shades of pink and purple, while mountains create a scenic backdrop. A stone path and outdoor seating area contribute to the serene environment.
Tiny home in Tulbagh
4.96 out of 5 average rating, 99 reviews

Werda Cabin - Farm stay

Experience the charm of tiny living with a stay in our cozy tiny home. Nestled in the Tulbagh valley, our thoughtfully designed space offers everything you need for a comfortable retreat. Snuggle up by the crackling fire and enjoy the tranquility of nature just outside your door. Perfect for couples seeking a romantic getaway. Book your stay now and make unforgettable memories in our tiny home.

Guest favourite
The eco cabin is set against a backdrop of mountains, featuring a modern design with large glass panels that provide views of the natural surroundings. A wooden deck extends from the structure, leading towards a landscaped area with lush greenery and scattered rocks.
Cabin in Bain`s Kloof Pass
4.96 out of 5 average rating, 133 reviews

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.

Guest favourite
Home in Bain`s Kloof Pass
4.96 out of 5 average rating, 185 reviews

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.

Top Guest favourite
A modern guesthouse is mirrored in the serene water of a pond, surrounded by green lawns and trees. The structure features a spacious terrace with outdoor seating, inviting relaxation and views of the clear blue sky and distant mountains.
Holiday home in Wolseley
4.98 out of 5 average rating, 152 reviews

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.

Superhost
An aerial view captures the Solace Cabin set against a rugged, mountainous landscape. The wooden exterior reflects warm tones, while the open deck features seating and a stone fire pit nearby. A red vehicle is parked along the winding path, adding to the remote charm.
Place to stay in Rawsonville
4.82 out of 5 average rating, 268 reviews

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.

Popular amenities for Wolseley holiday rentals