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Holiday rentals with a pool in Hessequa Local Municipality

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Top-rated rentals with a pool in Hessequa Local Municipality

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

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Top guest favourite
A wood-fired hot tub sits on a deck overlooking expansive valley and mountain views. The area is complemented by a serene landscape of rolling hills and greenery, providing a tranquil backdrop for relaxation.
Farm stay in Heidelberg
5 out of 5 average rating, 19 reviews

Rose Cottage AtTheDairyShed

Rose Cottage is situated on a small farm bordering the Duivenhoks river, in a beautiful green valley. Boasting spectacular Valley & Mountain views, from both the verandah and woodfired hottub/pool. So, whether you looking to relax & unwind, or looking for adventure, this is the perfect place for you. Guests are welcome to relax, explore the farm, birdwatch in the ravine or enjoy a refreshing swim in the river. Grootvadersbosch Nature Reserve, MTB Cycling and Hiking routes are also close by.

Guest favourite
A wooden cabin is nestled among lush greenery, featuring large windows that reflect the bright blue sky. A stone path leads to the cabin, while vibrant plants and trees frame the scene, enhancing the natural surroundings and the inviting aesthetic of the home.
Cabin in Suurbraak
4.89 out of 5 average rating, 81 reviews

Lofty Pine Cabin

Lofty Pine is an Off-Grid Mountain getaway nestled in the tranquil village of Suurbraak, Western Cape. The unit can accommodates 4 guests and comprises 1 bedroom and a bathroom. The bedroom is furnished with a double bed and a double sleeper couch, with an en-suite 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.

Guest favourite
Home in Vermaaklikheid
4.93 out of 5 average rating, 55 reviews

Thorn & Feather, Entertainment

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.

Guest favourite
Home in Still Bay
4.91 out of 5 average rating, 23 reviews

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

Top guest favourite
A charming cottage with a thatched roof is surrounded by a grassy area dotted with trees and shrubs. Outdoor seating includes wooden benches and a circular fire pit, creating a peaceful space for relaxation amidst nature.
Farm stay in Riversdale
5 out of 5 average rating, 23 reviews

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.

Top guest favourite
The exterior of the villa is depicted, showcasing a paved driveway leading to a garage with a gray door. A small tree is positioned beside the driveway, surrounded by gravel landscaping, contributing to the clean and tidy curb appeal.
Home in Witsand
5 out of 5 average rating, 32 reviews

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.

Top guest favourite
Farm stay in Still Bay
4.9 out of 5 average rating, 67 reviews

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).

Superhost
An open-plan living area is featured, showcasing a spacious leather sofa arranged around a circular coffee table. A wall-mounted television is positioned above an indoor fireplace. A telescope is visible, positioned towards the large glass doors that allow natural light and provide river views.
Flat in Port Beaufort
5 out of 5 average rating, 4 reviews

Witsand Holiday House

Experience the perfect riverside getaway in this versatile property offering stunning views of the Breede River and San Sebastian Bay, situated in the Breede River Lodge. Enjoy modern comforts with underfloor heating, an indoor fireplace, electric blankets, and fine linen. Features include an open-plan living area, a braai room, outdoor seating, two bedrooms (main en-suite) with plentiful storage and work station, a telescope for stargazing or river views.

Guest favourite
A serene coastal view captures the shoreline at sunset, with boats anchored in the calm waters. The surrounding buildings are nestled on the hillside, displaying a range of architectural styles. Soft light reflects off the ocean, creating a peaceful ambiance.
Home in Port Beaufort
4.93 out of 5 average rating, 30 reviews

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. 

Top guest favourite
A vibrant red mailbox marked '39' hangs on a wire fence, overlooking a gravel pathway leading to two distinct cottages surrounded by greenery and flowering plants. The cottages feature varied rooflines and are set against a clear sky.
Cottage in Barrydale
4.98 out of 5 average rating, 263 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.

Superhost
A modern architect-designed house features large glass doors and a sloped roof. Wooden decks extend into the surrounding greenery, providing a connection to the outdoors. Comfortable seating is visible, enhancing the spacious interior that invites natural light.
Cottage in Suurbraak
4.89 out of 5 average rating, 517 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
A bright and airy bedroom features a spacious bed adorned with soft white linens and decorative pillows. Two charming bedside tables provide ample space for personal items. Natural light fills the room through the large windows, framed with floral curtains.
Guest house in Barrydale
4.99 out of 5 average rating, 109 reviews

Mr Albert’s

Mr Albert was a true Gentleman. Read, write, relax in this luxurious Cottage based on two acres of Barrydale beauty. Go outside, immerse yourself in nature. The Cottage has an Inverter! Due to open waters this property is not suitable for children under 12.

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