
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.

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.

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!

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.

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.

Lagoon View - Wilderness Bushcamp
Lagoon View is a cosy wooden cabin with panoramic views over Wilderness village, the ocean and lagoon. The cabin forms part of the Wilderness Bushcamp and is set on a hilltop 700m above Wilderness village. It's a 5-minute walk downhill into the village or a 2 minute drive in the car.... The cabin sleeps 4 people in 2 rooms. Guests can enjoy the magnificent view from the cosy sitting room or light a braai on the private deck... Please note, there is no WiFi in the unit.

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 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.

Whale View
Forget your worries in this spacious and serene space. Perfect place to relax with family and friends and get away from the bustle of city life. Unwind while watching the whales and dolphins frolic in the ocean from the comfort of your own sanctuary. Spectacular sea view from all bedrooms and large outside space for braaing. The nearest public beach is a 10 minute drive away. Within 10 minute drive from George airport. Nearby golf courses.

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.

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
Other great holiday rentals in Herold's Bay

Ocean's Edge - Private Nature Reserve

Aloe and Stone

Dankepa beach house. 4 bedrooms for 8 people

The Beach House on Stilts

Idyllic Escape | Ballots Bay | Victoria Bay

Right Cove 1 - 3 bedroom townhouse on the beach

The Grey House - Main

Stoked
When is the best time to visit Herold's Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 SGD | $164 SGD | $166 SGD | $162 SGD | $155 SGD | $157 SGD | $157 SGD | $161 SGD | $207 SGD | $171 SGD | $162 SGD | $229 SGD |
| 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 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 apartment rentals in Herolds Bay have a kitchen?
Absolutely! We offer over 20 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 20 apartment 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 Apartment Rentals in Herolds Bay?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 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 $26 SGD 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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