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Holiday rentals in Herolds Bay Beach

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Top-rated holiday rentals in Herolds Bay Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Villa in Wilderness
4.96 out of 5 average rating, 133 reviews

Ocean View Villa Wilderness

Ocean View Villa Wilderness is a Luxury Villa occupying a prime location at the top of the exclusive residential Constantia Drive in Wilderness. This modern and architectural house is well-designed with ample glass, allowing for light filled interiors offering the same panoramic ocean views as outdoors. Backed up by solar panels and lithium batteries thus not effected by load shedding. Part of the Constantia Kloof conservancy, relax to the sound of the birds as well as that of the ocean.

Top guest favourite
An outdoor deck offers stylish wooden loungers facing a heated pool with panoramic views of the ocean and lagoon. The surrounding landscape features lush greenery, and a dining area with a long table is visible, all beneath a shaded wooden structure.
Home
4.97 out of 5 average rating, 231 reviews

Villa with sea & lagoon view, gym and heated pool

Overlooking the ocean and the lagoon, nestled in a bird conservancy against a forested hill and 5 minute drive from pristine beaches and the center of Wilderness, this stylish self-catering house offers spacious living and dining spaces, a deck with a heated pool, 3 bedrooms with en-suite bathrooms and private terraces with views on the sea and the forest. Amenities include a home gym, Pilates equipment, Weber braai, smart TV 75”, full DSTV, Play Station 4, fussball table, and uncapped Wi-Fi.

Top guest favourite
A stunning view from the cabin's interior showcases an expansive deck with two lounging chairs positioned against a backdrop of blue sea and sky. Sunlight floods the space, highlighting the wooden beams of the ceiling and the natural scenery outside.
Tiny home in Wilderness
4.98 out of 5 average rating, 187 reviews

Luxury Coastal Cabin, Wilderness

Cocoon Cabins- this one’s all about the sea views & hot tub! (ADULTS ONLY, NO KIDS) Enjoy this intimate glass-fronted 2-sleeper nano-cabin set between forest & sea. A considered cabin w/queen bed, compact yet functional kitchen & open-plan bathroom (no bathroom door). In addition find multiple outdoor areas 2 relax in complete privacy. From the outdoor shower to the secluded fire pit, you’ll find many magical touches. As for the views from bed & hot tub, you might never want to get out!

Guest favourite
The logo features the letters 'RR' elegantly intertwined above the text 'RUST N REEF', all presented in a minimalist design with a contemporary font. A black background accentuates the clean lines and modern aesthetic of the branding.
Apartment in Herolds Bay
4.89 out of 5 average rating, 9 reviews

Rust n Reef

Sophisticated coastal getaway. Rust n Reef was founded by Theunis Visser, an entrepreneur with a deep love for global travel, gastronomy and wine. A creation with a simplistic yet sophisticated feel for easy and stylish breaks on the South African coast line. Rust n Reef epitomizes simplistic sophistication and a like for the finer things in life. With a discerning eye for individuality, Rust n Reef merges the beautiful South African coast line with seasoned industrial styled living.

Guest favourite
A private patio features wooden flooring and a dining table set for two. An outdoor hot tub is visible, surrounded by greenery. The serene dam reflects the clear blue sky, enhancing the natural beauty of the space.
Cabin in George
4.93 out of 5 average rating, 136 reviews

Buff and Fellow Eco Pod 3 (2 sleeper)

Nestled on a beautiful buffalo breeding farm located 10 km from George Airport. Accommodation is offered in a Eco-Friendly POD nestled on the banks of a farm dam. The bedroom contains a king bed which can be converted to 2 single beds, while the en-suite bathrooms are fitted with a bath and outdoor shower. Each unit has a well-equipped kitchen and an open-plan living area with a fireplace. The units open onto a private patio with a built-in braai area and a wood-fired hot tub

Top guest favourite
A spacious bedroom features a large glass wall providing unobstructed ocean views. A modern freestanding bathtub is positioned near the floor-to-ceiling windows, overlooking the sea. The space is designed with natural materials, enhancing the serene atmosphere.
Home in George
4.98 out of 5 average rating, 217 reviews

Luxury in nature. Solar Powered. Endless sea views

Experience the ultimate coastal lifestyle in our luxury cliff-top home with stunning ocean views from every room. Our organic modern design features natural wood and designer soft furnishings. Dip in our semi heated pool, or enjoy our yoga & chill deck or cook a meal in our designer kitchen. Complete with solar power system & set in a private nature reserve. Just 25 mins from George Airport, 15 mins from the Garden Route Mall and Wilderness. Come unwind in comfort & style.

Guest favourite
An outdoor terrace is shown with a dining table made of natural wood, accompanied by comfortable seating. A charcoal kettle braai stands nearby, and a panoramic view of the ocean and sky, painted in soft twilight hues, is visible beyond the balcony's glass railing.
Flat in Wilderness
4.95 out of 5 average rating, 473 reviews

Stunning Ocean Views. Infinity Blue Apart 2

We are loadshedding free! Infinity Blue is a luxury, secure self catering apartment with spectacular sea views from each room. It is situated in a quiet, private conservancy only a few minutes drive from Wilderness Village and the beach. The three bedrooms are light and beautifully decorated with lots of original artwork. The beds are all Queen or King extra length and there is DSTV and Wifi. There is an abundance of wildlife such as bushbuck and knysna loeries.

Top guest favourite
An expansive wooden deck extends from the modern house, offering panoramic views of the ocean. Comfortable wooden loungers are positioned for relaxation, while large glass doors connect the indoor living space to the deck, enhancing the seamless blend of ocean and home.
Home in Ballots Heights, George
4.98 out of 5 average rating, 243 reviews

Stunning location! Heated Pool, Nature, Clifftop!

Backup power supply. 4.4m x 2.4m heated pool. The house is set in a dramatic location perched 60m above the ocean, with endless ocean views. Set in a 94 hectare private , safe reserve, walks and hikes from the front door, come and experience nature in luxury. Whales/Dolphins/wildlife/ stars! 24 hour security 15 minutes to George Mall, 20km from George Airport. The house has 180 degree views over the Ocean, with fresh clean air and the sound of the ocean below.

Top guest favourite
A cozy sleeping area features a spacious bed with a simple flower placed on the linens. Large windows open to a stunning view of the mountain range, while a small table and chairs are seen on the deck, ideal for enjoying the surrounding nature.
Tiny home in Wilderness
4.94 out of 5 average rating, 634 reviews

Rise and Shine Mountain Cabin, Wilderness Heights

Surrounded by fynbos bush and the sound of birds, you will have a unique nature experience and wake up to the INCREDIBLE views of the majestic Outeniqua mountain range shining in front of you! We are a simple, off the grid set up so do not expect luxury but rather the simple pleasures and nature in all its glory. Our property is a work in progress. We dream of creating a sustainable space by restoring our land and respecting nature in the process.

Top guest favourite
A cozy living area features large glass doors opening to a deck with breathtaking ocean views. A comfortable window seat and modern furnishings are complemented by natural wood beams. A textured rug lies on the wooden floor, while decorative pendant lights hang from the ceiling.
Cabin in Ballots Bay
4.96 out of 5 average rating, 165 reviews

Cliff Top Houses no 8 - Endless sea & forest views

Cliff Top Houses are situated in a protected nature reserve perched high on the cliffs and surrounded by forest, fynbos and ocean. These secret hideaways are for those seeking peace, tranquility and that special magic. “The Bee’s Knees” is our spectacular newest secret escape sleeping 4 adults. Situated directly on the cliff edge, enjoy magnificent ocean views, waves crashing on the rocks below and whales so close you can touch them.

Guest favourite
A spacious dining area is showcased, featuring a long wooden table surrounded by multiple light-colored chairs. Large glass doors provide a view of the sea, allowing natural light to fill the room. The interior walls display a light timber finish, enhancing the coastal atmosphere.
Home in Groot Brakrivier
4.98 out of 5 average rating, 204 reviews

The Beach House (Where the Dolphins play)

Protected against load shedding The Beach House is situated at the edge of a 20 km long beach. It is a timber house with a white washed finish on the inside. Uniquely located 30 meters from the sea and 5 meters from the Beach. Ideal for walking and relaxing. We generally have schools of Dolphins swim by twice a day throughout the year. Whales can be seen from time to time during the winter and early Spring See security below

Guest favourite
Home in Oubaai Golf Estate
4.8 out of 5 average rating, 137 reviews

PelserPlesier @Oubaai (Full Inverter)

Pure bliss. That’s the feeling that will strike you at PelserPlesier. Want to get away with the family? Planning a weekend of golf with the boys? Dreaming of unwinding with a good book and your favourite wine? Outeniqua Mountains, Indian Ocean, Oubaai Golf Course — everything you need around you! Stop making excuses. Life is short. We look forward to hosting you at PelserPlesier! PS: Installed inverter system to cover LS!

Popular amenities for Herolds Bay Beach holiday rentals