
Family-friendly holiday rentals in Herold's Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Herold's Bay
Guests agree: these family-friendly homes 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.

Lodge in the heart of the Wilderness Forest
Rustic charm in the heart of the Wilderness 3km from Wilderness. A cozy forest Lodge which sleeps a total of 6, 2-4 adult guests as well as 2 children or adults in the loft. A third en suite bedroom is accessed via stairs below the Lodge should 4+ adult guests book. This beautiful wooden lodge nestled amongst the treetops is peaceful & private. Cozy living spaces with small open plan kitchen and private deck with views of the ocean and forest. Communal rock pool and bbq area on the property.

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.

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 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.

On the beach Seaside cottage
Seaside cottage is situated on Wilderness main beach. The cottage has no sea views from the bedrooms but only from the balcony upstairs. Beautiful sea views from the comman area on the grass. Walking distance to the Wilderness village. Ideal getaway for all couples and families. ( not ideal for small children, stairs in cottage and open balcony) No safety gate at stairs. The property is fully walled and has secure parking on the premises for one vehicle.

Cliff Top Houses no 24 - Spectacular sea views
Cliff Top Houses no 24 - The Cats Whiskers Discover this secret escape in Ballots nature reserve, surrounded by forest, fynbos and ocean with an inviting splash pool on the deck. Designed by award winning architect, Henry Paine, the house blends exquisitely into the surrounding nature in a combination of light, glass, wood with spectacular views from all areas. Sleeps 6 in 3 ensuite bedrooms with private decks opening onto sea and forest. Solar power
Popular amenities for Herold's Bay family-friendly rentals
Family-friendly home rentals with a hot tub

RROAR Luxury Home on the Rocks

Mountain Magic 2 “Sweet Retreat”

Salt & Pepper

Tranquillo Seaview Self Catering Apartment

AfriCamps at Oakhurst on the Garden Route

My Happy Place

Myoli’s View Pet Friendly Beach House

Nolte Ocean Villa Mossel Bay
Family- and pet-friendly home rentals

Unique cottage in forested setting

Forest Heart Cabin: Slipper Bath & Fireplace

Kaaimans River Villa - Kayaks, Hot Tub, Waterfall

3onPine | Luxury Smart Home • WiFi • BBQ • Parking

11 on 6th ave

Cape St. Blaize

Favour farm glamping tent 1

Sedgefield Holiday Accommodation
Family-friendly home rentals with a pool

Candlewood Beach House

The Lower Flat, The Georgian

Sky Light Apt 3

Shanalulu Sands (full inverter)

On the Waterfront 40 on Diaz beach Hartenbos Mosselbay

Luxury Villa with breaker views on Pinnacle Point

Deluxe 4 pax apartment with stunning Mountain View

Tip Top Guesthouse
When is the best time to visit Herold's Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 SGD | $145 SGD | $161 SGD | $161 SGD | $156 SGD | $159 SGD | $159 SGD | $146 SGD | $204 SGD | $181 SGD | $150 SGD | $266 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 |
Quick stats about holiday rentals that are family-friendly in Herold's Bay

Total holiday rentals
Explore 70 holiday rentals in Herold's Bay

Nightly prices starting at
Herold's Bay holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 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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- Santos Beach Mosselbay
- Wilderness Beach Front
- Pinnacle Point Golf Club
- Knysna Quays Accommodation
- Redberry Farm
- Adventure Land
- Buffelsdrift Game Lodge
- Map Of Africa
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- Bartolomeu Dias Museum Complex
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