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
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, 230 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, 174 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
A wooden deck offers a commanding view of Island Lake, with gently rolling hills and the expansive Serpentine River in the background. A pair of binoculars and a birdwatching guide rest on the table, inviting exploration of the surrounding natural landscape.
Guest house in Wilderness
4.95 out of 5 average rating, 133 reviews

Silverlake Cabin: tranquil expansive views.

Contemporary wood styled cabin with unlimited views of Island Lake, Serpentine River and Outeniqua mountains, allowing for absorbing moments, sunrise to sunset. A gem for outdoor enthusiasts, nature lovers, birders, photographers and those seeking peace and quiet, to recharge and to restore. Paragliding, beaches, and the village of Wilderness all within easy drive, as are neighbouring Garden Route towns and adventure spots. Solar and gas ensure constant power, ideal for remote working.

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 Heights
4.93 out of 5 average rating, 551 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.

Guest favourite
A serene scene of two individuals paddling in a brightly colored kayak on calm water. In the background, eco-friendly accommodations are visible, set among lush greenery and trees. Reeds frame the water's edge, adding to the tranquil atmosphere of the location.
Cabin in George
4.94 out of 5 average rating, 129 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, 204 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
4.94 out of 5 average rating, 62 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, 230 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
Views of the ocean are displayed, capturing waves gently rolling onto a rocky shoreline under a partly cloudy sky. The expansive horizon reveals shades of blue and green, illustrating the coastal landscape's tranquility.
Holiday home in Herold's 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
4.96 out of 5 average rating, 158 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
4.79 out of 5 average rating, 131 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!

Guest favourite
Home in Herold's Bay
4.83 out of 5 average rating, 6 reviews

Dasklip

Beachfront getaway in Herolds Bay just 100m from the beach! This 4-bedroom home sleeps up to 9 guests and offers stunning sea views, an indoor braai, and an outdoor dining area. Perfect for families or groups, enjoy spacious living, a fully equipped kitchen, and a cozy lounge. Relax to the sound of the waves and enjoy the best of the Garden Route from this peaceful coastal escape. Wi-Fi and secure parking included.

Popular amenities for Herold's Bay holiday rentals

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

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Avg. price£112£97£98£96£91£93£93£95£122£101£96£135
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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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