Holiday rentals with outdoor seating in Herolds Bay

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!

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!

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.

Spacious Loft with a Magnificent View

The Loft is a spacious homely apartment offering spectacular sea views. Ideally located, in the heart of the old town, the main attractions are a walk away including the St. Blaize trail, the famous Zipline. Simply take a stroll to the beach or light up a BBQ on your private terrace and garden while watching the Whales and dolphins pass by. Enjoy fast uncapped fibre Wifi. The apartment is also fitted with a battery back up to keep the lights and WiFi on during power outages.

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 guests comfortably and 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 property.

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.🪷

Birdsong Hideaway

Secluded Coastal Escape Amid Fynbos & Birdlife Set in the Garden Route National Park, Birdsong Hideaway is a private eco-retreat for couples, birdwatchers, and fynbos hikers. Solar-powered, it offers golden winter sun, spectacular sunsets, and peaceful seclusion. Beaches are nearby, and coastal fynbos surrounds you with fragrant scents and abundant birdlife. Relax with a private gas BBQ, soak in nature, and enjoy complete privacy—no neighbours, only birdsong.

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.