Family-friendly vacation rentals in Herolds Bay

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 a total of 6, 2-4 adult guests as well as 2 children or adults 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. Quality linen, bath towels and soaps are included as well as hi-speed Wifi. Communal rock pool and bbq area on the property.

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.

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.

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.

Caledon 31 - A secure, garden apartment

This spacious unit can accommodate up to 3 guests, and contains a queen-size bed and a single bed. Young and old are welcome, and a baby cot can be provided on request. Bedding and towels are supplied. The bathroom contains a shower. The unit has a basic-equipped kitchenette and offers a dining room area which also contains the single bed. The living room area is connected to the main bedroom area. There are doors which separates the main bedroom from the dining room /single bed.

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.

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.🪷

Forest Rise - a piece of paradise

The perfect family unit or spacious apartment for two couples. Forest Rise has two bedrooms, which are both en-suite. American shutters allow you to block our early morning light if you want to sleep in! The open plan lounge and kitchen allow for wonderful communal type setting which ensures the unit is perfectly set up for entertaining or family vacations. The balcony is under roof which caters for all types of weather. The view we will let speak for itself…

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.