Vacation rentals in Caledon

Luxury Ocean Front Retreat For Two

Uninterrupted ocean views in one of the most sought after locations. Direct garden access leads to manicured lawns and access to the sea. The town centre is a short drive or a stroll away, with many dining options. The Hermanus Golf Club,a premier 27-hole course, is around the corner. The flat offers a sizeable master suite with an ensuite, a fully equipped kitchen with a gas stove, open plan lounge. There is a TV with streaming options, uncapped WiFi. Lastly, a 5kW inverter keeps power on 24/7.

The View Patio Hide-Away

Whether celebrating an anniversary or simply getting away, this space offers the perfect blend of comfort and romance. Unwind in the private hot tub, perfect for relaxing evenings, and enjoy a beautifully designed interior and featuring a cozy outdoors living area and kitchen with all the modern amenities you need. Conveniently located near local dining and attractions, it’s the ideal retreat for couples looking to relax, reconnect, and make lasting memories in an intimate and stylish setting.

Twilight Glamp Tent

The Twilight Glamp Tent offers a unique escape. The two glamping tents, positioned on either side of the fully equipped kitchen area, serve as two private ensuite bedrooms. In the evenings, gather around the firepit and braai area—the perfect spot for sharing stories, and soaking in the peaceful farm surroundings. After a day of exploring, unwind in the wood-fired hot tub under the stars. Note that your nearby neighbours include our campgrounds and a pod, adding to the communal farm atmosphere.

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.

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.

Ribbok

Ribbok is situated on a working farm in the Overberg Area. Surrounded by beautiful Renosterbos veld overlooking the Riviersonderend Mountains. Modern self-catering unit that includes the following: Single Bedroom with king size bed Bathroom with shower, toilet, basin Fully equipped kitchen fitted with a gas stove, fridge, microwave, airfryer, toaster, cutlery,crockery Coffee, tea, sugar are provided Free wifi Airconditioning Large deck Wood-fired hottub Braai facilities Fire Wood is provided

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.

Treyntjes River 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

The Cottage at Black Eagle

The Cottage at Black Eagle Lodges is a renovated farm house that offers peaceful farm accommodation located a short 90-minute drive from Cape Town, South Africa. It features country chic décor and highlights include a wood-fired hot tub on the covered patio. Ideal for romantic getaways or small family breaks for 2-4 guests, as well as long stays and workcations with WiFi, dishwasher, washing machine, dryer, and microwave. Close to wine farms, Hermanus and enroute to the Garden Route.

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.

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.

Dithe Rosemary Hut

Welcome to The Rosemary Hut, a charming rustic retreat nestled within an essential oils farm, offering panoramic views of the stunning Overberg in Western Cape. What sets this unit apart is its unique construction, with hay bales forming the inner walls, exuding rustic charm and warmth. This delightful cottage provides the perfect setting for a romantic escape like no other.