Holiday rentals with outdoor seating in Caledon

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.

Berseba 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.

Spectacular ocean views @ 38 on Penguin Studio

Unwind whilst taking in the spectacular 270 degree ocean and mountain views from the comfort of this luxury Pringle Bay studio. Just 100m from the rocky shoreline you will not only be awed by the views but will hear and feel the waves crashing onto the rocks. * Uncapped WiFi (works during load shedding) * King Size Bed * Flat screen TV with Netflix, AppleTV+ and YouTube * Fully equipped kitchen * Fireplace * Heated towel rail * Handheld bidet * Great coffee * Lockable Safe * Hair Dryer

Studio suite; king or 2 single bed, private garden

Escape to a wonderland of rural tranquility. The Bird House is perfect for a weekend getaway, Garden Route stopover or longer stay for touring the Overberg-Hermanus area. Nestled in its own private garden, the stylish suite offers a well-equipped kitchenette, cosy seating & table for eating/work. Relax in the private bird-filled garden, enjoy a braai & experience starlight quiet. Convenient proximity to wedding venues, wine & cheese farms & places for fine food.

Kalliste an exclusive retreat (Solar Power)

SOLAR POWERED !!! Kalliste is a luxurious 1 Bedroom cottage with en-suite bathroom (showers), large comfortable lounge & convenience kitchenette. The cottage offers amazing sea and mountain views and is designed to offer our guests an escape into tranquility. In support of a healthier planet, we derive our energy from the sun. In addition to the environmental benefits our guests aren't inconvenienced during national load shedding (scheduled power outages).

Potato Patch Self Catering Cottage

This versatile thatched roofed cottage offers contemporary country comfort with a dash of history. It is one of the two cottages located on the owners property offering its own entrance and private garden. During winter, when you might even encounter snow on the mountains, your very own baby Godin wood burner makes sure you are toasty warm. In summer, guests are invited to use the recently built pool. A five minute walk will get you to the village center.

Treyntjes Rivier Cottages

Treyntjes Rivier Cottages are about 9 km from Caledon and 25 km from Hermanus. The cottage offer accommodation for up to 4 guests. The cottage consist of 2 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, TV and WIFI Braai facilities are available in the garden. Please note: no day visitors are allowed

Offshore Cottage

Cosy and light two bedroom cottage on the premises of one of the original old houses in Onrus, surrounded by local cafe's and restaurants. Conveniently situated with a 2 minute walk to the lagoon and 10 minute walk to the main beach. The kitchen and lounge are open planned with a fireplace and an outdoor braai on the covered veranda. This lovely welcoming space is suitable for 2 couples, single travelers or a small family.

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.