
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.

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.

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.

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.

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.

Beachcomber Cottage @ Springerbay
Beachcomber Cottage, is a bright and welcoming, solar powered holiday home, set in the beautiful Springerbaai Coastal Estate, with panoramic views of the sea, bay and mountains. The estate boasts access to a pristine sandy beach within around 600 meters from the cottage and also offers a bird hide for bird and game viewing. Everything about Beachcomber Cottage is stylish, fresh, comfortable , and quality. Perfect for couples and small family groups.

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

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

Rust n Reef

Dankepa beach house. 4 bedrooms for 8 people

Luxury 2Bedroom / Golf Estate

Breathtaking Ocean Views from The Loft-Wilderness

Bottom Unit - Oupa se Pitte

View from the top

House in the Wild

Oppiesee Selfcatering Aartments-JanSePlek 1bedroom
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 | $249 NZD | $215 NZD | $218 NZD | $213 NZD | $203 NZD | $207 NZD | $207 NZD | $212 NZD | $272 NZD | $229 NZD | $197 NZD | $276 NZD |
| 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
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.
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 40 vacation rentals in Herolds Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
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.
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 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.
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.
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!
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 $34 NZD 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 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
80 of Herold's Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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