Holiday rentals with a pool in Hessequa Local Municipality

Windy Rose Farmhouse

Discover Windy Rose Villa, a unique retreat blending rustic elegance with breathtaking views of the Langeberg. Accommodating up to 6 guests, it features a cozy queen bed, double bed, and bunk bed, perfect for families or friends. Kitchen includes a fridge, gas oven, & essentials for your stay. Relax in the lounge by the fireplace or enjoy the enclosed deck with panoramic views and a splash pool. Powered by solar and gas, this eco-friendly villa offers an unforgettable escape in the Klein Karoo!

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

Zeekoegat Goat Cottage

Come and enjoy farm life and stay in the old goat cottage on this exquisite piece of farm property that has been lovingly restored. We practice regenerative farming and encourage biodiversity. This is a place to relax, reconnect and recharge. It is our happy place where we embrace all forms of wildlife and love our menagerie of domestic pets from pigs to turkeys to horses and lots of dogs. Not for you if you don’t like animals, if you do it’s paradise . Check out our other listings too.

A- Frame Cabin

A-Frame is an off-Grid Mountain getaway nestled in the tranquil village of Suurbraak, Western Cape. The unit can accommodate 2 guests at a time and comprises 1 bedroom and a bathroom. The bedroom is furnished with a king-size bed and has an en-suite bathroom fitted with a shower, washbasin, and toilet. Guests can make use of a communal kitchen fitted with all amenities as well as a pizza oven. Outside, guests have access to a braai area and swimming pool. Secure parking is available.

Beach House Witsand

This unique beachfront villa has a style all its own with endless views, two covered patios and a magnificent sea-facing deck. The barbecue area is sheltered in a wind-free courtyard with plunge pool. Two indoor fireplaces, three airconditioners and fans ensure guests are always comfortable. Gas-fueled water heaters, braai, stoves and ovens ensure seamless living regardless of municipal power supplies. Direct private beach access makes Beach House Witsand the ideal family getaway.

Sonvanger - one bed flat overlooking sea and beach

My place is in the picturesque village of Vleesbaai about 20 minutes drive from Mossel Bay and an hour from George airport. The cottage lies above the rocks with an uninterrupted view of the whole beach and bay. It's good for couples and solo adventurers. The flat is self-contained with its own locking doors. Fram the house there is a 300m footpath to the beach. There is one grocery shop in town and a cafe about 2km away. Afrikaans and English are spoken here.

Waterryk Guest Farm Studio Unit

Our Studio Unit is perfect for a couple or a couple with a small child. It has a double bed and a small sleeper couch. Waterryk Guest Farm is 6km from Stilbaai Town, with beautiful views of the river. You’ll love Waterryk because of the quietness and being able to enjoy nature. Getting woken up by roosters. You will struggle to find a better nights sleep anywhere.. Waterryk is great for couples, solo adventurers, business travelers, families (with kids).

Frog Mountain Getaway - Firefly Rondavel

Come & stay in our beautiful unique private thatched Rondavel - perfect for a couple or family of 2 adults & 2/3 kids. Self-Catering heaven in a hidden valley. King bed in main bedroom & fun loft space for the kids with 1 double & 1 single bed. Stoep with braai area & firepit. Pet friendly too. Relax in luxury under the milky way, to the song of the frogs, in your own wood fired hot tub, overlooking fields & mountains. Endless space to roam & explore nature.

Breede River Views, Waterfront, Gated Estate.

Welcome to Breede River Views, the ultimate holiday retreat nestled on the waters edge of the breathtaking Breede River. Nature lovers will be in paradise with the abundant birdlife and stunning landscapes that surround the property. The Breede River is a fishing haven, inviting you to cast your line and reel in your catch of the day. For beach enthusiasts, the nearby blue flag beach provides sun-kissed shores and fun for the whole family. 

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.

Granny's Cottage -AtTheDairyShed

Situated on a farm in a beautiful green valley 12km outside of the agricultural town of Heidelberg (Western Cape), this old Tractor barn has been renovated and converted into a home for the farm owners mother, and is available to rent at only certain times of the year. The cottage has beautiful mountain and farm views from almost every room and is tastefully decorated, allowing guests to enjoy "farm-life" in style.