
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.

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!

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.

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.

Goose cottage, situated in a fynbos estate.
Self catering, fully equipped large cottage with top end appliances and luxury bathroom. Very private, with gorgeous views of the Knysna lagoon. Guests will enjoy sleeping on beautiful queen slay bed with Egyptian cotton bedding, and a single bed. Kitchen has gas hob and microwave. Lots of private parking and close to town and eating spots. Camp cot available. Goose cottage is off the grid, so during loadshedding we are fully functional.

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

PelserPlesier @Oubaai (Full Inverter)
Pure bliss. That’s the feeling that will strike you at PelserPlesier. Want to get away with the family? Planning a weekend of golf with the boys? Dreaming of unwinding with a good book and your favourite wine? Outeniqua Mountains, Indian Ocean, Oubaai Golf Course — everything you need around you! Stop making excuses. Life is short. We look forward to hosting you at PelserPlesier! PS: Installed inverter system to cover LS!

Baharini
Baharini is a wonderful ground floor apartment situated alongside the breathtaking Wilderness coastline. The property is enormous and the lawned dune area leads down private steps to the beach. It includes a super barbecue and outdoor covered dining area overlooking the ocean. The spacious apartment comfortably sleeps eight people in four en-suite bedrooms and is a perfect for families with children.
Popular amenities for Herold's Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Knysna Lodge Glamping Cabin (Amazing views!)

RROAR Luxury Home on the Rocks

Salt & Pepper

Tranquillo Seaview Self Catering Apartment

AfriCamps at Oakhurst on the Garden Route

Number 1 @ SuPaViews

Nolte Ocean Villa Mossel Bay

The Cabin at Equleni Farm
Family- and pet-friendly home rentals

Leisure Isle Studio

Knysna Forest Studio • Views

Forest Heart Cabin: Slipper Bath & Fireplace

Knysna Houseboat Myrtle

11 on 6th ave

Cape St. Blaize

Favour farm glamping tent 1

Sedgefield Holiday Accommodation
Family-friendly home rentals with a pool

Palm Lodge Knysna

Candlewood Beach House

Sky Light Apt 3

Shanalulu Sands (full inverter)

Luxury Villa with breaker views on Pinnacle Point

Deluxe 4 pax apartment with stunning Mountain View

Tip Top Guesthouse

OFF GRID-Slumbering Shell
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 | $221 SGD | $144 SGD | $161 SGD | $161 SGD | $156 SGD | $158 SGD | $158 SGD | $145 SGD | $203 SGD | $180 SGD | $149 SGD | $265 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 $51 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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