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, 184 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!

Guest favorite

A cozy sleeping area features a spacious bed with a light blanket adorned with patterns. Two lamps stand on bedside tables, and a blue chair complements the room. Decorative mirrors and a softly painted wall add character to the inviting space.

Apartment in George

4.9 out of 5 average rating, 203 reviews

Apartment in Idyllic Eden

At the foot of the Outeniqua Mountains, near hiking trails in a nature reserve you can relax and take it all in. Weekend family markets with a wide variety of food and drinks make for a great day out. With so many beaches, its easy to find a secluded spot and enjoy a quiet picnic. You can even enjoy the private braai room next to the apartment or relax next to the pool. One night is too short too take it all in. Appartment with own entrance, own bathroom with shower and with a small kitchenette

Guest favorite

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 Kleinkrantz

4.93 out of 5 average rating, 226 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

4.95 out of 5 average rating, 155 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 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, 340 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

4.98 out of 5 average rating, 189 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, 429 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, 139 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, 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.

Top guest favorite

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

4.99 out of 5 average rating, 147 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.🪷

Guest favorite

An open-plan kitchen features a light wood countertop with two red leather chairs positioned at the bar. The backsplash showcases a patterned tile design. Natural light fills the space through multiple windows, highlighting white cabinetry and appliances.

Cottage in Wilderness

4.89 out of 5 average rating, 219 reviews

Wilderness Cottage

The cottage is decorated with an African theme in mind. It’s in a residential area, attached to the main house, but is private and has it’s own entrance. Our property overlooks the Nature Reserve. The view is spectacular and one can hear the Fish Eagle’s call from the cliffs above. Often we get a visit from a bush buck at the fence as well as the shy Knysna Loerie. We are a family of four and welcome guests to come and experience this tranquil space!