Holiday rentals with a patio in Caledon

The Otters Oarsman / Stanford Riverside Retreat

Discover your perfect family getaway on the banks of the Klein River in Stanford. This 3-bedroom escape sleeps up to 6 guests and blends comfort with adventure. Enjoy panoramic river views, a private pool, hot tub, firepit, and pizza oven. Inside, a fully equipped modern kitchen, cozy fireplace, two lounges, and covered patio set the stage for relaxed living year-round. Direct river access for fishing, swimming, and kayaking. Offering a truly memorable stay for families and friends alike.

Kliprivier Cottage

Kliprivier Cottage is nestled within vineyards and surrounded by the beautiful Stettyn mountains. We are completely off-grid with solar electricity, so it's the perfect escape from the city where one can forget about load shedding and traffic for a while. We are just across the road from Stettyn Family Vineyards tasting room, where award winning wines and cheese platters can be enjoyed. We've got amazing MTB / running trials, as well as a beautiful dam to do some bass fishing and/or birding.

Red Aloe Farm

Escape to Red Aloe Farm, an off-grid retreat in Tesselaarsdal, just 2 hours from Cape Town. Stay on a 12-hectare farm with blooming aloes, sunbirds, and sweeping views. Enjoy hiking, weekend dining, and world-class wine tasting in the Hemel-en-Aarde Valley nearby. As dusk falls, gather around the firepit for stargazing and fireside conversations beneath clear country skies. Whether you're after stillness, slow living, or a romantic break, Red Aloe Farm welcomes you with soulful simplicity.

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

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.

Faith

Situated in the breathtaking Overberg region, we have this beautiful, sentimental, self-catering farmhouse! The house takes full advantage of the tranquil country scenery and are located alongside the "Swartrivier" and beautiful farmlands. Birdwatchers will enjoy the wide variety of unique birdspecies as well as our national bird, the blue crane, sometimes dancing right in front of you. This is very unique! The sunsets are breathtaking! Take back with you the peacefulness of the Overberg !

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.

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.

Best Elgin views in serene setting with pool

The Annex at Tree Tops, is a spacious and well-appointed garden annex with incredible views, adjoining the main homestead. This is the perfect couples’ retreat in which to recharge your batteries while overlooking the magnificent Elgin valley. Offering a wood-burning fireplace (free wood provided) for winter and a plunge pool for summer.

O'piekoppie - 2-bedroom farm cottage

Great, expansive views of the mountains and undulating hills from a rustic, cozy renovated cottage on a working farm near the Overberg town of Caledon. Two double rooms, a large built-in indoor fireplace and a firepit outside.