Family-friendly vacation rentals in Herolds Bay

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Top-rated family-friendly rentals in Herolds Bay

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A wooden lodge nestled among lush greenery, showcasing a combination of textured wood and natural foliage. Large windows allow natural light to fill the interior, while vibrant flowers add color to the surroundings, creating a serene and tranquil environment.
Cabin in Wilderness
4.98 out of 5 average rating, 136 reviews

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.

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 in Wilderness
4.97 out of 5 average rating, 209 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.

Guest favorite
A well-maintained outdoor area is enclosed by a wooden fence. A small patch of green grass is visible, complemented by a patio featuring a table and chairs. The entrance to the suite is accessible through glass doors, leading to a brick façade.
Guest suite in Kleinkrantz
4.95 out of 5 average rating, 220 reviews

Cozy 1 bedroom Beachside Suite in Wilderness

About: Relax with a beautiful view of the Outeniqua mountains, watching picturesque sunsets. Situated 500m from the beach. Walk down a staircase onto the beach that extends for kilometres. Stunning sea view from the top of the staircase. Seasonal siting of whales and dolphins can be seen. Close to the National Park, giving access to bike and hike trails. Variety of fauna, flora and bird life. Restaurant, shop, laundromat is 500m away. Adventure activities to be booked. Town is 7km away.

Top guest favorite
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, 234 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.

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 Heather Park
4.96 out of 5 average rating, 163 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.

Guest favorite
A spacious open-plan living area features a wooden dining table with fresh flowers at its center. A comfortable sofa and a chair are positioned nearby, with a staircase leading to the loft bedroom. Soft natural light fills the space through a large window.
Cottage in Bodorp
4.91 out of 5 average rating, 351 reviews

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.

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, 204 reviews

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.

Top guest favorite
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, 443 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.

Top guest favorite
A clear swimming pool is framed by a brick patio, surrounded by lush greenery and flowering plants. Comfortable seating areas are visible on the deck, offering a serene outdoor space that enhances the natural beauty of the setting.
Apartment in Camphers Drift
4.94 out of 5 average rating, 142 reviews

Camphersdrift - The Secret Garden Cottage

INVERTER, SOLAR PANELS AND GAS GEYSERS Take it easy at this unique and tranquil getaway. Set in the heart of George's most sought after area, Camphersdrift. Take a stroll down the famous tree-lined Caledon street. Numerous hiking and MTB trails from the cottage. Walking distance to GoGeorge Bus route. Access to the forest: 300m Ground Zero bike park (great pizza) : 350m Botanical Gardens (Parkrun venue) : 500m George Hospital : 1km Herolds Bay : 14km Victoria Bay : 13km

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, 179 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.

Guest favorite
A modern cottage is shown with a light-colored exterior and a sloped roof. The structure features a covered deck with a stone-built braai and a children's slide leading to an enclosed garden. Lush greenery surrounds the property, creating a serene environment.
Cottage in Wilderness
4.94 out of 5 average rating, 108 reviews

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…

Top guest favorite
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, 565 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 family-friendly rentals

When is the best time to visit Herolds Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,250 GYDG$26,768 GYDG$26,977 GYDG$26,140 GYDG$25,304 GYDG$25,722 GYDG$25,722 GYDG$23,631 GYDG$33,041 GYDG$28,440 GYDG$24,467 GYDG$39,733 GYD
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Quick stats about vacation rentals that are family-friendly in Herolds Bay

  • Total vacation rentals

    Explore 60 vacation rentals in Herolds Bay

  • Nightly prices starting at

    Herolds Bay vacation rentals start at G$4,182 GYD per night before taxes and fees

  • Verified guest reviews

    Over 690 verified reviews to help you choose

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Herolds Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Herolds Bay rentals

  • 4.8 Average rating

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