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 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, 183 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 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

4.98 out of 5 average rating, 206 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.

Superhost

The exterior of the house is showcased, featuring a modern design with large windows and a stone-clad façade. A spacious terrace overlooks the surrounding landscape, complemented by outdoor seating and a large umbrella for shade. Lush greenery surrounds the property, enhancing the tranquil setting.

Home in Oubaai Golf Estate

4.79 out of 5 average rating, 118 reviews

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!

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 Wilderness

4.93 out of 5 average rating, 224 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 George

4.95 out of 5 average rating, 152 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 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

4.92 out of 5 average rating, 492 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 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, 128 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 2-4 adult guests comfortably as well as 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 proper

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 George

4.91 out of 5 average rating, 337 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.

Guest favorite

A spacious outdoor area features a large tree providing shade. A wooden play structure with a slide and swings is visible, along with a small playhouse. Lush greenery surrounds the space, creating a serene environment suitable for leisure and play.

Apartment in George

4.9 out of 5 average rating, 139 reviews

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.

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

4.98 out of 5 average rating, 184 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 George

4.96 out of 5 average rating, 427 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 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, 171 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.