Holiday houses in Herolds Bay

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Top-rated holiday rentals in Herolds Bay

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Guest favourite
A modern living area is depicted, featuring a comfortable sofa and coffee table positioned on a dark rug. The kitchenette is visible in the background, with sleek cabinetry and modern appliances. Natural light enters through large sliding doors, which enhance the welcoming ambiance.
Apartment in Mossel Bay
4.91 out of 5 average rating, 204 reviews

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!

Top Guest favourite
A modern villa is nestled among lush greenery, showcasing large glass windows that provide a view of the surrounding landscape. The spacious outdoor area features a pathway leading up to the entrance, creating a welcoming approach to the residence.
Villa in Wilderness
4.96 out of 5 average rating, 120 reviews

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.

Guest favourite
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 in Wilderness
4.97 out of 5 average rating, 213 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 favourite
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 favourite
A bright and airy room features a minimalist design with white walls and a high ceiling. A decorative pendant light hangs above a simple daybed, complemented by soft textiles. Natural light filters through two tall windows, and a slender tree adds an organic touch to the space.
Apartment in Kleinkrantz
4.94 out of 5 average rating, 240 reviews

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.

Guest favourite
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, 123 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 favourite
The guest suite features a spacious sleeping area with a large bed draped in crisp linens. A kitchenette is equipped with essential appliances, including a refrigerator. Natural light illuminates the room, highlighting the contrasting blue wall and white cabinetry, with a small dining table placed nearby.
Guest suite in Loerie Park
4.96 out of 5 average rating, 455 reviews

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.

Guest favourite
The sitting area features large windows that frame panoramic views of the lagoon and ocean. Comfortable seating arrangements of a sofa and armchair surround a wooden coffee table, while a reading nook is positioned to take advantage of the natural light.
Cabin in Wilderness
4.92 out of 5 average rating, 108 reviews

Lagoon View - Wilderness Bushcamp

Lagoon View is a cosy wooden cabin with panoramic views over Wilderness village, the ocean and lagoon. The cabin forms part of the Wilderness Bushcamp and is set on a hilltop 700m above Wilderness village. It's a 5-minute walk downhill into the village or a 2 minute drive in the car.... The cabin sleeps 4 people in 2 rooms. Guests can enjoy the magnificent view from the cosy sitting room or light a braai on the private deck... Please note, there is no WiFi in the unit.

Top Guest favourite
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, 187 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 favourite
The River House is nestled among lush greenery, with warm light glowing from its windows at dusk. The surrounding landscape includes rocky cliffs and a pebbled beach, creating a serene coastal environment.
Cabin in Victoria Bay
4.98 out of 5 average rating, 163 reviews

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.🪷

Top Guest favourite
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, 211 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.

Top Guest favourite
A sunset view is captured through the cabin's door, framing two individuals seated at a wooden table. The mountains outline the horizon, creating a peaceful backdrop, while soft lighting from candles adds a serene ambiance to the outdoor dining experience.
Tiny home in Wilderness
4.94 out of 5 average rating, 579 reviews

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.

Popular amenities for Herolds Bay holiday rentals

When is the best time to visit Herolds Bay?

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Frequently Asked Questions

  • Do house rentals in Herolds Bay have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Herolds Bay have free parking?

    Absolutely! We offer over 30 apartment rentals with free parking in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Herolds Bay?

    Experience the best of Herolds Bay with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Herolds Bay?

    Yes! Work meets play with ease at over 40 vacation rentals in Herolds Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Herolds Bay have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Herolds Bay. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Herolds Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 20 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Herolds Bay?

    Herolds Bay has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Herolds Bay vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Herolds Bay, available on Airbnb. Make a splash and soak up the sun in style!

Quick stats about holiday rentals in Herolds Bay

  • Total holiday rentals

    Explore 90 holiday rentals in Herolds Bay

  • Nightly prices starting at

    Herolds Bay holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 940 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Herolds Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Herolds Bay rentals

  • 4.8 Average rating

    Herolds Bay stays are highly rated by guests—averaging 4.8 out of 5!