
Holiday houses in Herold's Bay
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Top-rated holiday rentals in Herold's Bay
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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.

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.

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!

Sky Light Apt 3
Nested beneath the beach dunes of the beautiful and secluded Wilderness beach, Sky Light offers a peaceful and stylish boutique experience. With a spacious room featuring a kitchenette, king size bed, bathroom and l-shaped couch, this sky-lit haven designed from the ground up for your enjoyment includes a plunge pool, five minute walk over the dune to the beach, close proximity to the Wilderness restaurants and Sedgfield Market, paragliding, canoeing and everything that Wilderness offers.

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.

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.

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.

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.

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.

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.

Luxury Home on the Garden Route with Solar power
Ideally located modern holiday home on the Garden Route in the serene village of Klein Brak river. A stones throw away from the blue flag beach & lagoon. Ideal for long walks or a dip in the ocean. The shallow lagoon is ideal for kids. Beautiful & spacious en-suite rooms ensure relaxation & privacy for all. Well equipped kitchens & a huge dining area for entertaining with a stunning view. Solar powered, no need to worry about load shedding.

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.
Popular amenities for Herold's Bay holiday rentals
Other great holiday rentals in Herold's Bay

Dankepa beach house. 4 bedrooms for 8 people

White Water Retreat

Herold Manor

Bottom Unit - Oupa se Pitte

Right Cove 1 - 3 bedroom townhouse on the beach

Oppiesee Selfcatering Apartments-JanSePlek 1bedroom

Boomhuis Farm Stay

Num Num House sleeps 6
When is the best time to visit Herold's Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 AUD | $173 AUD | $193 AUD | $177 AUD | $169 AUD | $172 AUD | $172 AUD | $176 AUD | $226 AUD | $187 AUD | $177 AUD | $250 AUD |
| Avg. temp | 20°C | 21°C | 19°C | 18°C | 16°C | 14°C | 13°C | 13°C | 14°C | 16°C | 17°C | 19°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Herolds Bay?
Herolds Bay has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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.
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 apartment rentals in Herolds Bay have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Herolds Bay have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Herolds Bay have free parking?
Absolutely! We offer over 30 apartment 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 wifi, over 30 homes with a kitchen, 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 100 holiday rentals in Herold's Bay

Nightly prices starting at
Herold's Bay holiday rentals start at $28 AUD 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!
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- Glentana Beach
- Santos Beach Mosselbay
- Wilderness Beach Front
- Adventure Land
- Redberry Farm
- Knysna Quays Accommodation
- Buffelsdrift Game Lodge
- Cango Wildlife Ranch
- Cape St. Blaize Lighthouse
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