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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 Outeniqua Strand
4.94 out of 5 average rating, 109 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
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, 226 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, 167 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
An outdoor seating area features a spacious woven lounge setup with soft cushions, positioned beside large glass windows that provide unobstructed views of the sea. A hanging chair adds a unique touch, while the concrete ceiling complements the modern design.
Home in Oubaai Golf Estate
4.98 out of 5 average rating, 95 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.

Top guest favourite
A freestanding bathtub is positioned in front of large diamond-shaped windows, allowing natural light to illuminate the space. Light-colored curtains frame the windows, and a wooden vanity adorned with potted plants sits nearby, contributing to a serene and inviting atmosphere.
Tiny home in Wilderness
4.93 out of 5 average rating, 538 reviews

Magic Garden Cabin, Wilderness Heights

Surrounded by the magic Outeniqua mountains and fynbos, we welcome you to our little slice of wilderness bliss! Our dream for the land is to create a sustainable home and restore this stunning piece of African earth, to live simply and respect nature. We are in the process of rehabilitating our land. We wish to share this wonderful place, its STUNNING views & gardens with like-minded people & travellers and encourage you to explore the beauty that surrounds us here in the Garden Route.

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, 197 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
The living area features a spacious couch facing a large TV mounted on the wall. Natural light filters through the curtains, illuminating the room. Decorative elements include woven wall hangings, vases, and a set of tables with various accessories, creating a cozy atmosphere.
Flat in Oubaai Golf Estate
4.93 out of 5 average rating, 57 reviews

2-Bedroom Golfside Getaway

2-bedroom, 2-bathroom apartment features 2 king size beds with silky Egyptian cotton linens. Cozy up by the indoor fireplace or step out onto the patio to enjoy a built-in braai, breathtaking views and the soothing sound of running water. With unlimited WiFi and a fully equipped kitchen, including a washing machine and dishwasher, your stay is effortless. Plus, enjoy access to the golf course and the picturesque Oubaai Heritage Trail, offering over 8 km of scenic hiking.

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
4.99 out of 5 average rating, 227 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.

Guest favourite
A deck area is shown with a table and four chairs, shaded by a large umbrella. The ocean and beach can be seen in the distance, with rolling waves visible. Green hills frame the background under a clear blue sky.
Holiday home in Herolds Bay
4.82 out of 5 average rating, 74 reviews

Right Cove 1 - 3 bedroom townhouse on the beach

RIght Cove is situated right on Herold's Bay Beach offering a fully equipped three bedroom Townhouse. The lounge has sliding doors leading onto a deck with ocean views and built in braai. The two upstairs bedrooms have sliding doors and balconies with ocean views. The three bedroom apartment can accommodate a maximum of six people. An amazing safe swimming beach right on the door step and tidal pool. Loads of other activities in the area

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
4.97 out of 5 average rating, 155 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.

Top 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 Outeniqua Strand
4.97 out of 5 average rating, 197 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

Top guest favourite
Cabin in Wilderness
4.97 out of 5 average rating, 105 reviews

Hidden Leaf - Cabin 2 Secluded Forest Cabin

Tucked away in the forest, this private off-grid cabin offers total seclusion and peace. Soak in the outdoor bathtub under the stars, warm up by the fire pit, and enjoy a cozy, rustic interior with everything you need for a relaxing stay. Ideal for couples, solo travelers, or anyone craving quiet and nature. Here there are no distractions—just trees, stars, and serenity. Relax. Recharge. Reconnect

Popular amenities for Herold's Bay holiday rentals

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

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Avg. price£110£95£97£95£90£92£92£94£121£100£95£133
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Herolds Bay?

    Herolds Bay has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • Are there vacation rentals with a dedicated workspace in Herolds Bay?

    Yes! Work meets play with ease at over 30 vacation rentals in Herolds Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Herolds Bay vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Herolds Bay, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Herolds Bay have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Herolds Bay have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Herolds Bay have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Herolds Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 20 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Herold's Bay

  • Total holiday rentals

    Explore 90 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 1,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 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

    80 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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