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Holiday rentals in Herold's Bay

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Top-rated holiday rentals in Herold's Bay

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

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Top guest favourite
A spacious deck is viewed from inside, featuring polished wooden floors and a railing that overlooks the coastline. The ocean stretches out with gentle waves, framed by lush greenery, inviting serene views of the beach and distant horizon.
Home in Groot Brakrivier
4.93 out of 5 average rating, 113 reviews

11 Seekant

This house is built on the sand. Closer to the beach you cannot get. It has excellent views of the coastline. Sit on the deck and watch the dolphins swim by. It's located within a security village with controlled access. There are a lot of amenities in the vicinity, but you don't have to venture out to enjoy your vacation. Your children can play in the sand or ride their bicycles in the street in a safe environment. The house offers an indoor braai and stacking doors to open up the living space.

Top guest favourite
A modern villa is nestled among lush greenery, showcasing large glass windows that provide a view of the surrounding landscape. The spacious outdoor area features a pathway leading up to the entrance, creating a welcoming approach to the residence.
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 inviting deck overlooks the ocean, featuring a heated pool and comfortable loungers. Glass railings provide unobstructed views of the coastline and surrounding landscape. The serene space offers a tranquil setting for relaxation and enjoyment of natural beauty.
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
The image presents a two-level cabin set among lush greenery, featuring solar panels on its roof. A private deck is visible below, with a hot tub and outdoor seating arranged for relaxation, while the stunning ocean view is seen in the background.
Tiny home in Wilderness Heights
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 Herold's 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, 135 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 Heights
4.94 out of 5 average rating, 631 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
The exterior of the villa is showcased against a dramatic sky, featuring wooden structures that blend with the landscape. Lush greenery surrounds the building, leading to an unobstructed view of the ocean, where the water reflects the soft colors of the clouds above.
Cabin in Ballots Bay
4.96 out of 5 average rating, 164 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

Popular amenities for Herold's Bay holiday rentals

When is the best time to visit Herold's Bay?

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Avg. price£126£92£103£94£90£91£91£94£120£100£94£133
Avg. temp20°C21°C19°C18°C16°C14°C13°C13°C14°C16°C17°C19°C

Frequently Asked Questions

  • What are the best places to stay in Herolds Bay?

    Accommodations in Herolds Bay range from seaside apartments and family homes to cozy cottages nestled near the dunes. Many stays are known for their ocean views and close access to the beach.

  • What are some of the best things to do in Herolds Bay?

    Enjoy swimming and sunbathing on the main beach, exploring tidal pools, or hiking coastal paths with expansive views. Adventurers can try surfing or fishing, while local cafés provide spots to sample regional flavors.

  • How is the weather in Herolds Bay?

    Herolds Bay has mild summers with highs near 76°F (25°C) and cooler winter temperatures around 66°F (19°C). Rain is moderate year-round, so bringing a light jacket and layers is suggested.

  • When is the best time to visit Herolds Bay?

    Warmer months are often recommended for beach activities, swimming, and outdoor dining. Spring and autumn also bring milder temperatures and quieter shores for those seeking a relaxing visit.

  • What are the best places to visit in Herolds Bay?

    Popular places in Herolds Bay include the main beach, the tidal pool, and lookout points on the cliffs. Nearby, nature reserves and golf courses offer additional spaces to explore and unwind.

  • What are some hiking trails in Herolds Bay?

    Scenic walking paths wind along Herolds Bay's coastline and bluffs, with birdwatching opportunities and panoramic sea views. Trails through fynbos vegetation and nearby nature reserves are frequently suggested for those seeking quiet nature experiences.

  • What are some family activities we can do in Herolds Bay?

    Families often enjoy building sandcastles on the beach, swimming in the tidal pool, and exploring the rock pools at low tide. Picnicking in shaded spots and gentle hikes along coastal trails are also frequently suggested.

  • What are some of the best day trip ideas from Herolds Bay?

    You can explore nearby Garden Route towns, visit local wildlife sanctuaries, or hike forest trails in regional parks. Scenic drives unfold along the coast, and small markets feature handmade crafts and local treats.

  • Are there any pet friendly accommodations available in Herolds Bay?

    Some vacation rentals and guesthouses in Herolds Bay welcome pets, especially those with outdoor spaces or enclosed yards. It is common to find listings that specify their pet policy and nearby areas for dog walking.

  • What are some local tips for visiting Herolds Bay?

    Bring sun protection and a windbreaker, as coastal breezes can shift quickly. Early mornings are quieter on the beach, and shops may have limited supplies, so picking up essentials beforehand is helpful.

  • What is Herolds Bay known for?

    Herolds Bay is known for its natural bay, sheltered main beach, and surrounding cliffs that attract swimmers, surfers, and families. Its relaxed coastal environment draws visitors seeking quieter getaways along the southern Cape.

  • What are the best hidden gems to explore in Herolds Bay?

    Herolds Bay has sheltered coves, tide pools, and quiet picnic spots tucked along its rocky outcrops. Explore hillside walking paths for peaceful views and visit lesser-known beaches when the main stretch is lively.

  • What are the best foods to try in Herolds Bay?

    Herolds Bay is known for fresh seafood, including fish and shellfish dishes, often served in beachside cafés. You might also encounter locally influenced braais and traditional baked goods reflecting regional Cape flavors.

  • What should I bring for a trip to Herolds Bay?

    Pack swimwear, sunblock, a hat, and a windbreaker for changing weather. Footwear for rocky areas and a small cooler for snacks can add comfort, especially for full beach days or coastal walks.

  • What is the nightlife in Herolds Bay like?

    Herolds Bay has a laid-back atmosphere in the evenings, with casual beachside gatherings and local restaurants featuring regional dishes. Some spots occasionally host live music or sunset socials during peak seasons.

  • What are the most popular events or festivals in Herolds Bay?

    Herolds Bay hosts local beach gatherings and community markets throughout the year. Around holiday periods and in summer, outdoor concerts or sporting events are frequently suggested.

  • Are there family friendly vacation rentals in Herolds Bay?

    Herolds Bay has many family-friendly rentals, including spacious homes and apartments suited for all ages. Listings often highlight amenities like kitchens, outdoor spaces, and easy beach access.

  • How much does it cost to stay in house rentals in Herolds Bay?

    Experience the best of Herolds Bay with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Herold's Bay

  • Total holiday rentals

    Explore 100 holiday rentals in Herold's Bay

  • Nightly prices starting at

    Herold's Bay holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    90 of Herold's Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Herold's Bay rentals

  • 4.8 Average rating

    Herold's Bay stays are highly rated by guests – averaging 4.8 out of 5!

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