Holiday rentals with a pool in Barrydale

Pecan Tree Cottage

Perfect couples retreat in the beautiful village of Montagu, surrounded by breathtaking mountain scenery. Within walking distance of the town centre. Hike the nature trails right on your doorstep, or simply lap up the tranquility in our fully fitted and comfortable little cottage. Explore the amazing attractions the Langeberg area has to offer, and after a long day in the heat of the Little Karoo, relax with a glass of local wine and enjoy the African sun set from the private pool. Amazing !

EcoTreehouse luxury off-grid cabin

Tucked into the lush Hermitage Valley just outside Swellendam, the EcoTreehouse is a peaceful off-grid cabin designed for comfort, simplicity, and connection to nature. It’s perfect for couples, solo travellers, or small families wanting to unplug without compromising on comfort. Wake to mountain views, fall asleep to frog-song, and soak under the stars in your private wood-fired hot tub. Swim, stargaze, wander the trails, or meet the horses — this land invites you to slow down.

Rosehaven Cottage

Step into the timeless charm of Rosehaven Cottage, a lovingly restored gem from the early 1900s in Swellendam. Our tranquil and beautiful garden is alive with birdsong, and you'll always find beautiful, fresh flower arrangements inside. Relax in the cozy living spaces with their lovely wooden floors. For guests with furry friends, the entire perimeter is dog-proofed. Many say it truly feels like a home away from home. A truly relaxing and welcoming haven awaits.

The Pod Robertson

In this beautiful valley lies a stunning minimalistic, off the grid studio house, with heated outdoor pool Off the grid living is a unique experience, with borehole water and solar power Solar power is limited so if you hit a cloudy spell, romantic candles can be used Uninterrupted mountain views A wide variety of outdoor activities, including hiking/biking Stove, geyser and heater are gas powered. No Wifi/Tv High clearance vehicle recommended

39 Steyn Street, Barrydale

A character cottage in a character town. Unwind in quirky Barrydale – a small country village three hours from Cape Town on the scenic R62. The perfect stopover en route to Oudtshoorn, the world-renowned Swartberg Pass and the beautiful Garden Route. While in easy walking distance of all shops and restaurants, our self-catering cottage is perfectly situated on the edge of the village. Relax in style and enjoy traditional Karoo hospitality.

Marula Standard @ Marula Lodge

Marula Lodge is a Guesthouse with a beautiful large garden that invites you to relax and enjoy. It is situated in the historical town of Swellendam and is within walking distance of various fine restaurants offering a wide variety of cuisine. We offer comfortable accommodation, a sparkling swimming pool with stunning mountain views and serve a sumptuous breakfast (R150 pp) on the garden terrace or in our cosy breakfast room.

The FAIRY FLYCATCHER (Lucky Crane Villas)

The Fairy Flycatcher is part of LUCKY CRANE VILLAS - a collection of contemporary meets country villas in the picturesque village of McGregor with the best views in town. Romance rules in this one-bedroom sanctuary for a single guest or a couple. Complete with outdoor bath and an intimate natural pool and nestled in an olive orchard with uninterrupted views, this is honeymoon-perfect!

Exclusive Poolside Cottage in Prime Location

The best location in town with complete privacy. Our charming cottage combines timeless character with modern comforts, featuring luxury bedding, a cozy fireplace, and backup power. Outside, enjoy a secluded garden oasis with a sparkling pool and spacious patio — perfect for couples seeking exclusivity or families wanting a private retreat just steps from cafés and shops.

Wolverfontein Karoo: dWaenhuis

Lovingly restored historic barn on isolated farm at the foot of the Touwsberg. Luxury self catering with large open plan kitchen/lounge/dining and queen size separate bedroom. Exclusive use splash pool and shaded parking. Eskom power with solar backup to run the lights, plug points and wifi during loadshedding. Wolverfontein is the heart of the Klein Karoo.