Holiday rentals with outdoor seating in Herolds Bay

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.

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.

Silverlake Cabin: tranquil expansive views.

Contemporary wood styled cabin with unlimited views of Island Lake, Serpentine River and Outeniqua mountains, allowing for absorbing moments, sunrise to sunset. A gem for outdoor enthusiasts, nature lovers, birders, photographers and those seeking peace and quiet, to recharge and to restore. Paragliding, beaches, and the village of Wilderness all within easy drive, as are neighbouring Garden Route towns and adventure spots. Solar and gas ensure constant power, ideal for remote working.

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.

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.🪷