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.

Ferrybridge river house

FERRYBRIDGE HOUSE Loadshedding proof • pet friendly • family friendly • remote work friendly • ideal for birdwatchers • not available over public holiday weekends, Christmas and New Years. Located right on the river with sweeping views, our beloved family holiday home is ideal for family getaways, gatherings with friends, business retreats, and quiet weekends away. Please note we don’t accommodate parties, and only accept guests over 25 years of age, with prior reviews and a 4.5+ rating.

Mongoose Manor by Steadfast Collection

With the trifecta of privacy, location (on an equestrian estate) and dynamic design, this home ticks all the boxes for an idyllic stay in the winelands. Not only does it feature interiors by a top designer and breathtaking mountain and valley views, but full solar power and a location mere minutes from the town centre (as well as museums, galleries and wine estates) make it both distinguished and convenient. There is even a friendly water mongoose named Tilly who might drop by to visit.  

Romantic lakeside cottage

Anzan Farm, Sunbird cottage: Take it easy at this unique, tranquil farm getaway on the waters edge. Self catering cottage for a couple.Spacious lounge with indoor fireplace , well equipped kitchen and large patio with gas braai. The cottage has a hot tub, with lake and mountain views. Enjoy the bird life,peace or be active swimming, canoeing and fishing in the lake.Elgin offers nearby wine farms,cycling routes, horse riding, hikes, zip lining and plenty more. No pets allowed. 6 kms dirt rd

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.

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

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

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!!

The Wildflower Studio

Experience the beauty of Hermanus at our charming 2-sleeper studio on a shared property in Westcliff. Perfect for nature-loving couples, the studio boasts a cozy bedroom, modern bathroom, fully-equipped kitchen and a loft for added living space along with a patio area. Step outside and take in the stunning views while immersing in the local flora and fauna, and make lasting memories. Book your stay now and discover why Westcliff is the ultimate destination for nature-based travelers.

PROTEA Loft Cottage @ Grotto Beach

Protea Loft Cottage nestles under the branches of an old tree. Protea is the top unit of two cottages in a large garden. An airy open plan space, stylishly decorated with your comfort in mind. Open the sliding doors, sit back onto the comfy couch, and look out over the garden and swimming pool. My place is close to mountain contour paths, cliff paths, and beaches. You’ll love my place because it is peaceful, comfortable, has a beautiful sea view and is safe.

*Central - Whale Watching Paradise -Self check in*

In the Central hub of Hermanus opposite the old harbor, close to all activities & amenities, the local market, restaurants & shops all in walking distance, this apartment's location is key! Free parking space, art galleries, whale museum and the whale coast walking path boast all views for whale watching, convenience is right at your doorstep. Wi-Fi, Netflix and many more offers this stunning spacious apartment offers!!

Berseba 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.