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Holiday rentals in Theewaterskloof

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Top-rated holiday rentals in Theewaterskloof

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.

Guest favourite
Large glass doors open to a serene view of a natural pond, framed by soft drapes. A cozy seating area is visible, with a plush sofa adorned with neutral cushions. Outside, a small bistro table and chairs are positioned on the lawn, enhancing the tranquil setting.
Farm stay in Worcester
4.98 out of 5 average rating, 148 reviews

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.

Guest favourite
A wood-fired hot tub is positioned on a wooden deck, overlooking expansive views of the rolling hills and valleys below. The cloudy sky adds depth to the landscape, while greenery borders the foreground, creating a serene environment.
Home in Overberg District Municipality
4.93 out of 5 average rating, 213 reviews

The Buchu Box

Welcome to The Buchu Box, a contemporary self-catering unit nestled within an essential oils farm, offering breathtaking vistas of the picturesque Overberg in Western Cape. This eco-friendly pod promises a luxurious retreat suitable for couples, solo travelers, and families seeking an escape. Indulge in the epitome of relaxation with our wood-fired hot tub, providing a serene oasis with panoramic views that will leave you spellbound. We have a carbon copy of this unit, The Peppermint Box.

Top guest favourite
A serene outdoor area is showcased with a rim flow pool surrounded by manicured grass and blooming lavender. A large umbrella provides shade over two loungers, while rolling hills and vineyards create a scenic backdrop under a clear blue sky.
Cottage in Franschhoek
4.87 out of 5 average rating, 310 reviews

Blueberry Hill Cottages - Lavender - Franschhoek

Lavender Cottage is a modern three bedroom self catering cottage with three bedrooms, main ensuite and the other two bedrooms share a full bathroom. There is a fully equipped kitchen with cooker, microwave and Nespresso coffee maker. The cottage has its own private terrace overlooking the large rim flow pool. The pool is situated on it's own large terrace and is shared with Olive cottage. We are ideal for guests who enjoy wine tours, the outdoors, hiking and biking plus horse riding.

Top guest favourite
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, 160 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 favourite
A warm living area is highlighted by an exposed brick wall and wooden beams. A comfortable brown leather sofa is paired with a green chair, while a coffee table sits over the polished concrete floor. A small television is positioned across from the seating area, with a view of an adjacent bedroom.
Home in Stellenbosch
5 out of 5 average rating, 100 reviews

Farm house on Windon vineyard,Stellenbosch

This beautiful farm house has amazing views of the Stellenbosch mountain ranges .It has a very special indigenous garden and is beautifully decorated and equipped! It includes a full kitchen ,2 beautiful rooms and en suite bathrooms .There is a beautiful patio and braai area .It is a peaceful setting ,with access to walk and enjoy the farm including the zebra and springbuck ! You won’t be sorry you booked this magnificent spot ,you won’t ever want to leave !

Top guest favourite
A view showcases an inviting indoor dining area with a wooden table and chairs, leading to a cozy living space with a sofa. The space is framed by elegantly arched glass doors, revealing a beautifully designed indoor-outdoor intersection. Decorative tile patterns are visible at the entrance.
Home in Western Cape
4.96 out of 5 average rating, 190 reviews

Dassieshoek - Or Skool

Situated in the mountains of Robertson, this double volume, beautifully restored Old School is a tranquil getaway for the whole family. There is a gorgeous eco pool and plenty of amenities for children. Located next to the Marloth Nature Reserve, the house is at the beginning of the Arangieskop Hiking Trail. Mountain biking, hiking, birding and river and dam access mean that there are plenty of outdoor activities for the whole family.

Top guest favourite
Cabin in Franschhoek
4.98 out of 5 average rating, 57 reviews

Mont Esprit

Come and enjoy tranquility and peace in our latest Ecomohome mountain cabin, nestled in this UNESCO nature Reserve, Mont Rochelle. It is a 10 min drive out of Franschhoek, one of SA's most favorite tourist destination. This compact POD home, ecologically built and sustainably powered sleeps 2 and has everything your heart desires for a romantic weekend away or a hike into the breathtaking Mont Rochelle Nature Reserve.

Top guest favourite
The cottage features a modern design with a sturdy grey exterior and a sloped roof. A covered porch with comfortable seating invites relaxation. Lush green grass surrounds the structure, complemented by neatly trimmed bushes. A warm sunset casts a gentle glow over the setting.
Farm stay in Stellenbosch
4.98 out of 5 average rating, 512 reviews

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.

Top guest favourite
Chalet in Robertson
4.92 out of 5 average rating, 299 reviews

Coot Cottage

Perched on the edge of the picturesque dam, Coot- and Bullrush Cottage sit alongside each other with spectacular views of the Langeberg Mountains. About an hour and a half from Cape Town, near the Nuy valley, Amandalia farm is home to Saggy Stone Brewery and now 6 unique A-Frame cottages situated within a private nature reserve. Another 2 stone cottages complete the bouquet of accommodation.

Guest favourite
Home in Franschhoek
4.96 out of 5 average rating, 162 reviews

Newly renovated, dreamy 3 bedroom house with Solar

Enjoy a beautiful artistic home full of character and carefully curated interiors. Don’t worry about loadshedding with the solar and inverter system. All rooms have en-suite bathrooms. The main bedroom has a super king bed, the second room has a queen bed and the third room has a 3/4 bed as well as a bunk bed (2 singles) We really love catering to easy-going guests.

Guest favourite
A wooden mountain pod is nestled amidst a natural landscape, surrounded by softly rolling hills and patches of lush greenery. The building is designed with large windows, allowing for a connection with the serene outdoors.
Shipping container in Villiersdorp
4.95 out of 5 average rating, 105 reviews

Exquisite panoramic one bedroom Mountain Eco Pod

Enjoy panoramic views in your own romantic slice of nature. Kitted out with your own wood-fired hot tub, luxurious down bedding & high thread count white linen, it’s the perfect romantic getaway. Situated on the mountain above an apple and pear farm on the edge of the Theewaterskloof.

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