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Holiday rentals with a pool in Barrydale

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Barrydale

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in between Barrydale and Ladismith
4.98 out of 5 average rating, 203 reviews

Off-the-grid stone cottage in the Little Karoo

Off grid cottage set in the heart of the Little Karoo within the Touwsberg Nature and Game Reserve. The reserve is well known for it's biodiverse fauna and flora and stunning scenery. Located off Route 62, midway between Barrydale and Ladismith, accessible with an average car/sedan, that has at least 17cm off ground clearance. The Cottage is well equipped, with indoor fireplace, cosy and completely private - the perfect Winter stay. Note: cell/3G reception requires a 2 minute walk; no wifi.

Top Guest favourite
Guesthouse in Montagu
4.99 out of 5 average rating, 186 reviews

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 !

Top Guest favourite
Treehouse in Swellendam
4.98 out of 5 average rating, 284 reviews

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.

Guest favourite
Place to stay in Montagu
4.95 out of 5 average rating, 130 reviews

Glamping @ Badensfontein

Enjoy the serene setting of this romantic getaway, nestled in nature—just 7km from the charming town of Montagu in the Little Karoo. The tent offers an off-the-grid experience, yet you’ll still have cellular reception and all the comforts of luxury. The tent is equipped with electric plugs & a range of small appliances: kettle, induction plate, microwave, toaster & an air-conditioning unit with hot & cold settings. The unit accommodates 2 guests with a queen-size bed.

Top Guest favourite
Cottage in Swellendam
4.97 out of 5 average rating, 119 reviews

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.

Cabin in Breede River DC
4.8 out of 5 average rating, 158 reviews

"Cabine Des Anges" Luxury Wood Cabin at Montevue

Luxurious three-story wooden mountain cabin with large stacking doors and glass windows with breathtaking 360° views of the Klein Karoo Mountains. Sleeps 8 (Max 6 Adults) – One Loft Room with 2 Double Beds, a Flatlet with 1 Double Bed and Pull-out Couch and extra pull out couch in living room. Comes with Indoor and Outdoor Braais, Wood Fired Hot Tub, outdoor shower, a loo with a view and a stargazing telescope, for the full Montevue Nature Farm experience.

Guest favourite
Cottage in Swellendam
4.85 out of 5 average rating, 192 reviews

Hermitage Huisies: Rose Cottage

Rose Cottage is a stand alone century old farm cottage made postcard-perfect by the milieu of flowers, horses, green fields, dramatic mountains and adjacent farm dam. Newly redecorated, featuring a luxury double bed, two single beds and a sofa bed. Fireplace in the open plan living/kitchen area. Wi-Fi, TV and USB with movies! Outside Braai and seating. Saltwater swimming pool for summer free to all guests. Please enquire about private hot tubs for hire.

Top Guest favourite
Cottage in Barrydale
4.98 out of 5 average rating, 242 reviews

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.

Guest favourite
Guest suite in Swellendam
4.91 out of 5 average rating, 140 reviews

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.

Superhost
Cottage in Suurbraak
4.89 out of 5 average rating, 498 reviews

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.

Top Guest favourite
Home in Swellendam
4.91 out of 5 average rating, 456 reviews

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.

Top Guest favourite
Cabin in Barrydale
4.94 out of 5 average rating, 133 reviews

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.

Popular amenities for Barrydale rentals with a pool