Holiday rentals with outdoor seating in Caledon

Farmstay for nature lovers Jonkershoek

A tranquil farm stay set against Jonkershoek’s breathtaking mountains, ideal for a couple seeking peace and nature. Relax in a spacious, comfortable furnished home with a wood‑burning stove and outdoor space tucked between old oaks. Explore trails, swim in the farm dam, or unwind with wine on the deck. Minutes drive from Stellenbosch’s vibrant food and wine scene and University campus, yet feels worlds apart. Perfect for a peaceful escape or longer stay for a creative and mindful work retreat.

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.

Vineyard Cottage | Goodluck Homestead

Off-grid eco cottage situated on a working regenerative farm in the heart of the Overberg, with panoramic views towards Walker Bay and the Kleinriviersberg mountains. Surrounded by fynbos and vineyards, this cottage has pure spring fed water, a wood fired hot tub, solar power so is not affected by load shedding. Guests are welcome to wander around the farm, swim and fish in the dams, and meander through the veggie gardens We regret no babies, children or pets are allowed for safety reasons.

the forest chalet - Sondagskloof

Built from Larch & Spruce cured to a dark finish, this secluded one bed-roomed chalet blends into the surrounding Poplar forest nestled next to a running stream. A King size bed, a luxurious bathroom with sliding door onto deck for a indoor/outdoor shower experience. The living-room/ kitchen is stylishly furnished & is fully equipped, with under counter fridge & gas hob, and a wood burning fireplace. Big picture windows & sliding doors open onto the deck, drawing the peaceful forest inside.

Cottage on Fir Hermanus

Superb non-smoking garden cottage at the back of the main house. It sleeps 4 guests in two very luxurious en-suite double bedrooms (Air conditioned) with spacious TV- lounge and small kitchenette. (Well equipped). Expect good quality linen and fluffy towels and unexpected little luxuries. A sparkling pool, free parking and Fibre Wi-Fi on the premises. Guests can enjoy the garden and pool at leisure. It is completely separate and private as only one other person resides in the main house.

Cosy Seaside Cottage | Hot Tub & Fire Pit

A neat comfortable flat in a peaceful neighbourhood, a 500m walk away from the Onrus to Sandbaai coastal path. Great locations for swimming, surfing, diving or just catching some sun rays. If you like mountain biking or hiking the mountains are also just around the corner. The stoep features a wood fired hot tub and fire pit and looks towards the mountains and a stand of bluegums which attracts a lot of bird life. The flat is on our property but is completely separate with secure parking.

Treyntjes Rivier Cottages

Treyntjes Rivier Cottages are about 9 km from Caledon and 25 km from Hermanus. It can accommodate up to 4 persons Two bedrooms each with their own en-suite bathroom. The main bedroom with a king size bed, the second bedroom with 2 single beds. The kitchen is fully equipped and the living area offers couches, Smart TV and WIFI Braai facilities are available in the garden. We no longer allow brides or grooms to get ready at our cottages on the day of their wedding. No day visitors

La Vieille Cure

LaViellie Cure in one of the oldest house in Franschhoek, built earlier than 1850 and declared National Monument in 1981. The cottage has its own private entrance and cozy courtyard with mountain view and pergolas at the front and back patios. The inside is characterised by a spacious open studio that retains the historical features with an added touch of modernity. The historical cottage is at walking distance from restaurants and from the wine tram station and many others amenities!!

Bellevlei Estate | Protea Cottage

Welcome to our cosy, independent and stylish 1-bedroom retreat, located on the Blauwklippen road just minutes from Stellenbosch. Protea Cottage is perfect for taking in the sights of our historical town , mountain biking trails or a quick round of golf. Although shops and world class restaurants are only a five-minute drive away, the area feels peaceful and secluded. Whether you're here for a round of golf, a weekend away or a longer stay, the Protea Cottage has all that you need.

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.

Cosy Forest-Tinyhouse with fireplace.

Nestled in a poplar forest, this tiny home is perfect for a couple wanting to venture into the platteland & escape their daily routines. Sheltered in the summer by a lush canopy, in winter, stripped bare, inviting in the blue skies. In stormy cold weather a combustion oven works it's magic warming "THE TINY" making for cosy winter cuddling! The small forest forms part of LOKAL, a 1ha property, with an vegetable garden , Orchards of fruit & nuts, some chickens & the Garden Cottage.

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.