Family-friendly holiday rentals in Herolds Bay

Tip Top Guesthouse

Welcome! Your Home Away from Home! Located in central Mossel Bay, our spacious apartment boasts stunning sea and mountain views, perfect for families of four (2 adults, 2 children). Enjoy a large bedroom with one queen size bed, a cozy living area with a double sofa bed, and a fully equipped kitchen. Relax by the pool and enjoy in/outdoor braai facilities. With unlimited WiFi, Netflix, and DSTV, all you need for a perfect stay. Just 2.5 km from the beach and shopping, it’s the ideal getaway!

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.

PelserPlesier @Oubaai (Full Inverter)

Pure bliss. Thats's the feeling that will strike you at PelserPlesier. Been wanting to get away with the family for a while now? Been planning to get the boys together for nice weekend of golf? Been dreaming of unwinding with a good book and some of 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: We have a installed inverter system to cover LS!

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.

The Lower Flat, The Georgian

A beautiful small private ground-floor flat for two, with a kitchen & bathroom situated on a quiet tree-lined street of a well positioned leafy suburb . Sharing a property with our family’s Georgian-style house, the patio looks out onto sub-tropical gardens, a pool and braai area! Entrance and secure parking within the gate. If you require a larger space (lounge etc), search our Upper Flat! Airport, Town Amenities, Parks, Golf Courses, Forests are all close also highway to the beaches.

Lodge in the heart of the Wilderness Forest

Rustic charm in the heart of the Wilderness - 3km from Wilderness Central. A cozy forest Lodge which sleeps 2-4 adult guests comfortably as well as 2 children in the loft. This beautiful wooden lodge nestled amongst the treetops is peaceful & private. Cozy living spaces with small open plan equipped kitchen and private deck with view of the ocean and forest. Good quality linen, bath towels and soaps are included as well as high-speed Wifi. Communal rock pool and bbq area on the proper

Harvey's Cottage

Harvey’s Cottage is a private, cottage with artistic charm, set in a quiet central neighbourhood. Ideal for a relaxing holiday, overnight or business stay. It is in close proximity to the private and state hospital and 15 minutes drive to beaches and airport. Harvey’s Cottage has its own separate and private entrance as well as parking. It has a spacious open plan Loft bedroom. Downstairs a fully equipped kitchen, washing machine dining area, bathroom, sitting room and private deck.

Stunning location! Heated Pool, Nature, Clifftop!

Inverter/Battery 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.

OFF GRID Beat the Blues

Entire guest suite with kitchenette, with airfryer & single induction plate. Small bathroom (shower only) in very quiet and peaceful suburb. Secure off street parking behind locked gate. Private entrance. Uncapped Wi-Fi, Smart TV with active Netflix subscription and safe in room. 3km from shopping malls and 9km form Victoria Bay (closest beach). Walking distance from GO GEORGE bus stop. Pool and braai facilities are available. Guest laundry is available on the premises.

Camphersdrift - The Secret Garden Cottage

INVERTER, SOLAR PANELS AND GAS GEYSERS Take it easy at this unique and tranquil getaway. Set in the heart of George's most sought after area, Camphersdrift. Take a stroll down the famous tree-lined Caledon street. Numerous hiking and MTB trails from the cottage. Walking distance to GoGeorge Bus route. Access to the forest: 300m Ground Zero bike park (great pizza) : 350m Botanical Gardens (Parkrun venue) : 500m George Hospital : 1km Herolds Bay : 14km Victoria Bay : 13km

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.

River House - Luxury Cabin -Private Beach access

🪷The Riverhouse is where luxury meets raw nature. Set in Ballots Bay’s untouched reserve, it offers designer comfort, forest views, river sounds, and private beach access. Hike, fish, relax, and reconnect. This peaceful escape is remote, so come prepared—shops are a drive away. Perfect for couples and families seeking serenity and style. As E.M. Forster said, “What is the good of your stars... if they do not enter into our daily lives?” Let them in—book your stay.🪷