Holiday houses in Herold's Bay

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Herold's Bay

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

1 of 1 pages1 / 1
Top Guest favourite
An open living area showcases a spacious sectional sofa with decorative pillows, complemented by a coffee table. A modern fireplace is visible, surrounded by natural light streaming through expansive glass doors. A kitchen area with sleek finishes and overhead lighting can also be observed.
Cabin in George
5 out of 5 average rating, 31 reviews

Buff and Fellow: Safari Villa 9 (4 Adults, 4 Kids)

Set on a game farm, the 2 bedroom villa overlooks a waterhole frequented by buffalo. The open living area features a indoor fireplace. The living space flows into a kitchen equipped with top-of-the-line appliances and a pizza oven. The patio area is perfect for entertaining. Guests can unwind in a wood-fired hot tub. An outdoor braai (barbecue) and fire pit create a perfect ambiance. Both bedrooms feature king-sized beds, with an ensuite bathroom, bathtub and a outdoor shower and a kids loft.

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 in Wilderness
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, 188 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!

Top Guest favourite
Home in Oubaai Golf Estate
4.97 out of 5 average rating, 98 reviews

1248 Oubaai, Picturesque Sea-view, Herolds Bay

Stunning unobstructed, sea-view property. Custom designed and located on the exclusive Oubaai Golf Estate in Herolds Bay, with a signature Ernie Els golf course. This house is an entertainer's dream, with all the cooking amenities you can wish for. Enough space to socialize and enjoy the views & sunsets, designed to accommodate 12 ppl, with 5 private en-suite bedrooms, and a separate guest bathroom, everybody will enjoy the comfort and privacy that comes with this luxury property.

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.
Condo 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.

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.

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 scenic view of the golf course is presented, showcasing rolling green fairways and sand traps. In the background, modern residential buildings are visible, set against a backdrop of soft mountains under a clear sky.
Apartment in Oubaai Golf Estate
5 out of 5 average rating, 62 reviews

Luxury 2Bedroom / Golf Estate

This 2-bedroom, 2-bathroom apartment offers 2 luxurious king beds with Egyptian cotton bedding, ensuring a comfortable stay. Relax by the indoor fireplace or unwind on the patio featuring a built-in braai. With unlimited WiFi access throughout your stay. The apartment features a fully equipped kitchen, including an air fryer, washing machine, and dishwasher. Access to the golf course and the scenic Oubaai Heritage Trail, offering over 8 km of hiking route.

Guest favourite
A sunset view is captured through the cabin's door, framing two individuals seated at a wooden table. The mountains outline the horizon, creating a peaceful backdrop, while soft lighting from candles adds a serene ambiance to the outdoor dining experience.
Tiny home in Wilderness Heights
4.94 out of 5 average rating, 635 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.

Guest favourite
A serene landscape is depicted, featuring rolling hills covered with lush fynbos vegetation. The sky transitions from soft pink to pale orange, creating a tranquil atmosphere above the ocean. The rustic structure on the left blends harmoniously with the natural surroundings.
Guest suite in Ballots Bay
4.96 out of 5 average rating, 100 reviews

The Studio~22 Lands End

Nestled on a clifftop 60 meters above the ocean in a private nature reserve and only minutes away from George and Victoria Bay, lies The Studio @ 22 Land’s End. Become one with nature as you explore hiking trails through the fynbos by day and listen to gushing waves at night. Come prepared with all you need, as the road leading to Land’s End separates the adventurous nature lovers from the rest. Once you are here, you won’t want to leave.

Top Guest favourite
Cabin in Ballots Bay
4.96 out of 5 average rating, 166 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
The exterior of the house is showcased, featuring a modern design with large windows and a stone-clad façade. A spacious terrace overlooks the surrounding landscape, complemented by outdoor seating and a large umbrella for shade. Lush greenery surrounds the property, enhancing the tranquil setting.
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 Herold's Bay holiday rentals

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

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$292 NZD$213 NZD$237 NZD$218 NZD$208 NZD$211 NZD$211 NZD$216 NZD$278 NZD$230 NZD$218 NZD$307 NZD
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 apartment rentals in Herolds Bay?

    Experience the best of Herolds Bay with our apartment rentals, starting at about $20 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 $34 NZD 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 and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Herold's Bay holiday rentals include Wi-Fi 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!

  1. Airbnb
  2. South Africa
  3. Western Cape
  4. Eden
  5. Herold's Bay