Vacation rentals with a pool in Hessequa Local Municipality

Thorn & Feather, Vermaaklikheid

Rented on an exclusive basis - no other guests during your stay. Rustic meets luxury with this off grid eco-compound complete with a plunge pool and wood fired hot tub. Uninterrupted views and private access to the Duivenhoks river. 3 1/2 hrs drive from Cape Town on route to the Garden Route. The property is set on a ridge of coastal forest overlooking the Duiwenhoks river, 6 km upriver from San Sebastian Bay. The sleepy hamlet of Vermaaklikheid is a hidden treasure and holiday destination.

Casa Caro Stilbaai

Immerse yourself in the natural beauty from this beachfront solar-powered house. Greet the day with the sound of the ocean waves, enjoy leisurely walks along the beach, unwind in the wood-fired hot tub, and dine al fresco with panoramic views. Indulge in a truly exceptional holiday encounter that transports you to a realm of tranquility. Yet, rest assured that you're still conveniently connected to all the essentials for a seamless and memorable stay. Visit our Insta: @casacaro_stilbaai

River Superior Suites

Superior, air conditioned suites (2) facing the Langeberg mountains. Each suite consists of a spacious, separate bathroom with walk in shower, bath & heated towel rail, couch, working area and kitchenette. Private patio seating area with umbrella. 43" Smart TV, very fast Wi-Fi, Microwave oven, Snappy Chef induction stove, Nespresso coffee machine with coffee pods, milk & homemade rusks. Access to garden, BBQ fire pit area, river & hiking trails. Walking distance to shops & restaurants.

The Lantern Self Catering - Thatched cottage

Set in the heart of Swellendam, surrounded by the magnificent Langeberg mountains, these family friendly self catering cottages are perfect if you are looking for a cosy stay in Swellendam. Enjoy the lovely garden with shared outdoor swimming pool where you can cool off on hot summer days. We are located 5min from the town where can walk to the lovely delis and restaurants. Marloth Nature Reserve is 5 mins drive same as Bontebok Park for game viewing, cycling and nature walks.

Granny Kitsch Cottage, Swellendam Historic Distric

Nestled in the charming historic district, our quaint granny cottage awaits you within strolling distance of delightful restaurants and popular tourist attractions. Set in a lush garden, this kitschy gem ensures absolute privacy, creating a tranquil retreat for your stay. A pool, garden patio, Wi-Fi, basic kitchenette, bathroom with both bath and shower, air conditioning, free parking, inverter, a luxurious king size bed and a charming fireplace - what more could one wish for?

Rosehaven Cottage

“A true home away from home” – that’s what guests say about Rosehaven. This 1900s cottage has something rare: it feels genuinely welcoming. Fresh flowers in every room, a garden alive with birdsong, that stoep where you’ll find yourself just sitting, watching the light change across roses to distant wheatfields. Wood fires crackling in winter, walking distance to excellent restaurants, and the Faerie Sanctuary literally around the corner. The garden welcomes furry family too.

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.

Wild, off-the-grid, style & comfort solar-powered.

When we first opened our spot we were truly over the hills and far away... now the village has grown around us a bit, but the place can still feel pretty secluded. The architect-designed house mixes inside/outside space with plenty of room for family.. Explore wetland, river and the Langeberg mountains. With plenty of comforts this spot is paradise for children, dogs and a retreat for adults.

Doless Self-catering Cottage

Featuring a thoughtful blend of cool blues, from soft sky tones to soothing navy’s, creating a sense of calm and serenity that's perfect for melting away stress and anxiety. Every detail has been carefully considered to make you feel right at home. Nestled in the picturesque suburbs of Swellendam, our friendly resident animals - donkeys, sheep, and chickens - will warmly greet you on arrival.

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.