Vacation rentals in Herolds Bay Beach

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Top-rated vacation rentals in Herolds Bay Beach

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Guest favorite
An inviting deck overlooks the ocean, featuring a heated pool and comfortable loungers. Glass railings provide unobstructed views of the coastline and surrounding landscape. The serene space offers a tranquil setting for relaxation and enjoyment of natural beauty.
Home
4.97 out of 5 average rating, 212 reviews

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.

Top guest favorite
The image presents a two-level cabin set among lush greenery, featuring solar panels on its roof. A private deck is visible below, with a hot tub and outdoor seating arranged for relaxation, while the stunning ocean view is seen in the background.
Tiny home in Wilderness
4.98 out of 5 average rating, 146 reviews

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!

Top guest favorite
A cozy sleeping area features a spacious bed with soft linens and decorative pillows. Two bedside tables with lamps flank the bed, and a wall-mounted clock adds a touch of elegance. Ample storage is provided by a built-in cupboard and a small cabinet.
Guest suite in George
4.96 out of 5 average rating, 167 reviews

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.

Top guest favorite
A freestanding bathtub is positioned in front of large diamond-shaped windows, allowing natural light to illuminate the space. Light-colored curtains frame the windows, and a wooden vanity adorned with potted plants sits nearby, contributing to a serene and inviting atmosphere.
Tiny home in Wilderness
4.93 out of 5 average rating, 512 reviews

Magic Garden Cabin, Wilderness Heights

Surrounded by the magic Outeniqua mountains and fynbos, we welcome you to our little slice of wilderness bliss! Our dream for the land is to create a sustainable home and restore this stunning piece of African earth, to live simply and respect nature. We are in the process of rehabilitating our land. We wish to share this wonderful place, its STUNNING views & gardens with like-minded people & travellers and encourage you to explore the beauty that surrounds us here in the Garden Route.

Guest favorite
A serene scene of two individuals paddling in a brightly colored kayak on calm water. In the background, eco-friendly accommodations are visible, set among lush greenery and trees. Reeds frame the water's edge, adding to the tranquil atmosphere of the location.
Cabin in George
4.93 out of 5 average rating, 122 reviews

Buff and Fellow Eco Pod 3 (2 sleeper)

Nestled on a beautiful buffalo breeding farm located 10 km from George Airport. Accommodation is offered in a Eco-Friendly POD nestled on the banks of a farm dam. The bedroom contains a king bed which can be converted to 2 single beds, while the en-suite bathrooms are fitted with a bath and outdoor shower. Each unit has a well-equipped kitchen and an open-plan living area with a fireplace. The units open onto a private patio with a built-in braai area and a wood-fired hot tub

Top guest favorite
A spacious bedroom features a large glass wall providing unobstructed ocean views. A modern freestanding bathtub is positioned near the floor-to-ceiling windows, overlooking the sea. The space is designed with natural materials, enhancing the serene atmosphere.
Home in George
4.98 out of 5 average rating, 184 reviews

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.

Top guest favorite
An expansive wooden deck extends from the modern house, offering panoramic views of the ocean. Comfortable wooden loungers are positioned for relaxation, while large glass doors connect the indoor living space to the deck, enhancing the seamless blend of ocean and home.
Home in Ballots Heights, George
4.99 out of 5 average rating, 210 reviews

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.

Guest favorite
A white freestanding bathtub is situated on a wooden deck, surrounded by greenery and elevated views of the mountains. The setting is sheltered by a textured thatched roof, and natural light filters through, enhancing the serene outdoor space.
Shipping container in Hoekwil
4.9 out of 5 average rating, 211 reviews

Mountain Magic 2 “Sweet Retreat”

Simple, light , warm, north facing converted 12 m container. Nestled on a 6 hectare headland with unparalleled views of the ocean and stunning Outeniqua mountain range. Close to rivers, lagoons, ocean and indigenous forest. Paragliding paradise with a registered site on the property. Decades of local surf knowledge and experience. Happy to point you in the best direction to score something special! We have an abundance of fantastic spots!

Guest favorite
The exterior of the villa is showcased against a dramatic sky, featuring wooden structures that blend with the landscape. Lush greenery surrounds the building, leading to an unobstructed view of the ocean, where the water reflects the soft colors of the clouds above.
Cabin in Ballots Bay
4.97 out of 5 average rating, 149 reviews

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.

Superhost
Home in George
4.75 out of 5 average rating, 4 reviews

Dasklip

Beachfront getaway in Herolds Bay just 100m from the beach! This 4-bedroom home sleeps up to 9 guests and offers stunning sea views, an indoor braai, and an outdoor dining area. Perfect for families or groups, enjoy spacious living, a fully equipped kitchen, and a cozy lounge. Relax to the sound of the waves and enjoy the best of the Garden Route from this peaceful coastal escape. Wi-Fi and secure parking included.

Top guest favorite
A luxurious outdoor bathtub is set on a wooden deck, surrounded by lush greenery. Tall trees provide natural shade, and a rustic wooden faucet complements the serene atmosphere. The area offers a sense of privacy, integrating seamlessly with the tranquil forest environment.
Cottage in Wilderness
4.96 out of 5 average rating, 145 reviews

Hidden Leaf Cottage

Hidden Leaf Cottage is tucked away and surrounded by beautiful indigenous forest & bush. All of our properties at Hidden Leaf have been setup in way that offer complete privacy & seclusion. As you enter the space, you will feel the outside world melt away. You won't see another person, structure, or anything else but nature, making it the perfect place to detach, relax and recharge.

Guest favorite
A spacious bedroom features a comfortable bed flanked by side tables with lamps. A coffee table sits in front of the bed, complemented by a decorative flower. Large windows allow natural light to illuminate the room, providing views of the garden outside.
Guest suite in Oubaai Golf Estate
4.94 out of 5 average rating, 162 reviews

Wagtail Nook

Situated on the Oubaai Golf Estate, you are roughly 300m from the Golf Club. Meals can be ordered on the Estate from the golf club or the local Herolds Bistro. You have your own private patio which has a Weber, umbrella for the sunny days or a heater for the chilly evenings. We have a full solar system which allows you to have electricity 24hours a day.

Popular amenities for Herolds Bay Beach vacation rentals