Vacation rentals in Wolseley

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Top-rated vacation rentals in Wolseley

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

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Top guest favorite
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, 265 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.

Superhost
Aerial view of a white house set amidst lush vineyards, surrounded by tall cypress trees. The landscape features distant mountains illuminated by soft sunlight, with rows of grapevines stretching across the foreground.
Home in Tulbagh
4.8 out of 5 average rating, 114 reviews

Huckleberry House

Huckleberry House is tucked away against the Witzenberg Mountains in the beautiful Tulbagh valley. It is surrounded by a vineyard, old Oaks and Wild Olive trees in a beautiful shady garden. The house is very spacious, newly renovated in a unique and tasteful style and is the perfect place to make special memories for family and friends. Each bedroom theme is influenced by a country (Bali, India and Japan) and there is a Kolkol hot-tub on the covered veranda. Furry friends are welcome :)

Guest favorite
Farm stay in Wolseley
4.99 out of 5 average rating, 73 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.

Top guest favorite
A rustic exterior view of a cottage features large wooden sliding doors surrounded by vibrant greenery. A stone path leads to the entrance, with well-maintained flower beds flanking the sides, complemented by a modern roof and solar panels overhead.
Cottage in Cape Winelands District Municipality
4.99 out of 5 average rating, 165 reviews

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.

Top guest favorite
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, 47 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 favorite
Home in Wolseley
4.94 out of 5 average rating, 120 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.

Superhost
A cozy farm cottage is set against a backdrop of greenery and distant mountains. Tall cypress trees frame the entrance, while the patio features outdoor seating. The building is characterized by a sloped roof and large windows that invite natural light.
Cottage in Tulbagh
4.81 out of 5 average rating, 357 reviews

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!

Top guest favorite
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, 103 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 favorite
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, 134 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 favorite
Home in Bain`s Kloof Pass
4.96 out of 5 average rating, 188 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.

Guest favorite
An inviting living area features a brown leather couch with decorative cushions, positioned near a stone fireplace. Large glass doors offer views of the landscape. An outdoor patio is visible, furnished with a round table and umbrella, and includes a natural stone element.
Farm stay in Wolseley
4.96 out of 5 average rating, 27 reviews

Sunbird Cottage Luxury 2 sleeper with hottub

This 2-sleeper cottage has a queen bed, en-suite bathroom with a bath and shower, and outdoor shower. It has a fully equipped kitchen, dining and living area, indoor BBQ, air-con, Smart TV, Wi-Fi, and its own private wood-fired Kolkol hot tub. Pet friendly with enclosed area Communal swimming pool on the farm, to be shared with other guests

Top guest favorite
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.
Vacation 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.

Popular amenities for Wolseley vacation rentals