
Family-friendly holiday rentals in Herold's Bay
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Herold's Bay

Total holiday rentals
Explore 80 holiday rentals in Herold's Bay

Nightly prices starting at
Herold's Bay holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 850 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
70 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!
Top-rated family-friendly rentals in Herold's Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Beach House - George , Garden Route, Glentana
We are situated on the front row on the Blue Flag Glentana Beach with amazing views of the bay all the way to Mossel Bay. We are 10 minutes from the George Airport and in the heart of the Garden Route paradise. We are close to George golf club, Oubaai and Fancourt. Wilderness, Knysna, Plettenberg Bay and Oudsthoorn are all a day trip drive away. All 5 bedrooms are Sea Facing and all are en suite. Fully fitted chef's kitchen, indoor and outdoor entertainment areas, three BBQ areas. Very private.
FamilyIndoor spacesAccuracy

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.
KitchenFamilyWifi

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.
Indoor spacesKitchenLong stay

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.
Indoor spacesFamilyAccuracy

Luxury Coastal Cabin, Wilderness
Cocoon Cabins. This one’s all about sea views & hot tub! 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 door). Find multiple outdoor areas 2 relax in complete privacy. From the outdoor shower 2 the secluded firepit, you’ll find many magical touches. As for the views from bed & hot tub, you might never want to leave! 1 of 2 cabins on the property. ADULTS ONLY, NO KIDS
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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.
FamilyIndoor spacesHiking

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.
KitchenFamilyDecor

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.
FamilyKitchenNearby

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
FamilyIndoor spacesHospitality

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.
FamilyIndoor spacesPets

Mountain Magic 2 “Sweet Retreat”
Simple, light , warm, north facing converted 12 m container. Nestled on a 6 hectare headland with unparalleled views of the ocean and stunning Outeniqua mountain range. Close to rivers, lagoons, ocean and indigenous forest. Paragliding paradise with a registered site on the property. Decades of local surf knowledge and experience. Happy to point you in the best direction to score something special! We have an abundance of fantastic spots!
KitchenIndoor spacesCleanliness

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
FamilyKitchenGetting around
Popular amenities for Herold's Bay family-friendly rentals
Family-friendly home rentals with a hot tub

RROAR Luxury Home on the Rocks
Indoor spacesFamilyHospitality

Edge of Eden - Milkwood
Indoor spacesKitchenPool

Salt & Pepper
Indoor spacesFamilyHot tub

AfriCamps at Oakhurst on the Garden Route
FamilyKitchenComfort

Tranquillo Seaview Self Catering Apartment
FamilyIndoor spacesValue

Immerson | Luxury Villa | Hot tub | Ocean Vistas
Indoor spacesFamilyOutdoor spaces

Myoli’s View Pet Friendly Beach House
Indoor spacesKitchenPets

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

Beach Front Flat
Indoor spacesKitchenSleep quality

Unique cottage in forested setting
Indoor spacesKitchenWifi

Kaaimans River Villa - Kayaks, Hot Tub, Waterfall
FamilyKitchenBeach

11 on 6th ave
KitchenIndoor spacesCleanliness

Cape St. Blaize
KitchenFamilyCondition

Summer Villa | Tranquil Mountain Chalet | Retreat
KitchenFamilyLocation

Favour farm glamping tent 1
KitchenIndoor spacesCleanliness

Sedgefield Holiday Accommodation
Indoor spacesFamilyHospitality
Family-friendly home rentals with a pool

Rust n Reef
Indoor spacesKitchenView

Candlewood Beach House
FamilyIndoor spacesHiking

Jakkalsbessie Breeze (full inverter)
FamilyIndoor spacesLocation

OFF GRID Beat the Blues
Indoor spacesKitchenDecor

Sky Light Apt 3
Indoor spacesKitchenOutdoor spaces

Te Waterkant 40 on Diaz beach Hartenbos Mosselbay
Indoor spacesFamilyHospitality

Luxury Villa with breaker views on Pinnacle Point
KitchenFamilyHot tub

Deluxe 4 pax apartment with stunning Mountain View
KitchenFamilyLayout
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 | $220 SGD | $143 SGD | $160 SGD | $205 SGD | $154 SGD | $168 SGD | $158 SGD | $145 SGD | $202 SGD | $179 SGD | $149 SGD | $264 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 |
Destinations to explore
- Cape Town Holiday rentals
- Overstrand Local Municipality Holiday rentals
- Stellenbosch Holiday rentals
- Saldanha Bay Local Municipality Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Franschhoek Holiday rentals
- Langebaan Holiday rentals
- Plettenberg Bay Holiday rentals
- Kouga Holiday rentals
- George Holiday rentals
- Port Elizabeth Holiday rentals
- Hermanus Holiday rentals
- Glentana Beach
- Santos Beach Mosselbay
- Wilderness Beach Front
- Pinnacle Point Golf Club
- Knysna Quays Accommodation
- Adventure Land
- Redberry Farm
- Outeniqua Transport Museum
- Buffelsdrift Game Lodge
- Map Of Africa
- Wild Oats Community Farmers Market
- Bartolomeu Dias Museum Complex
- Outeniqua Family Market
- Harkerville Saturday Market
- Garden Route Casino
- Buffalo Bay Beach
- Safari Ostrich Farm
- Cango Wildlife Ranch





