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 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, 190 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 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, 232 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 favourite
A yellow kayak is positioned at the forefront of a tranquil body of water, reflecting the clear blue sky. Houses are visible along the shoreline, surrounded by trees and mountains in the background, creating a serene natural environment.
Apartment in Sedgefield
4.98 out of 5 average rating, 121 reviews

Lagoonside - Torbie Apartment

The apartment is above our garage and we have the benefit of solar power. We're about 2-4km from shops and restaurants, beach and family-friendly activities like the famous Saturday morning markets. We offer good beds, peace and quiet, kayaking, (a 2man kayak available), natural surroundings central to the Garden Route, only a 20 minute drive to Knysna, which is half way to Plettenberg Bay. Also 15 minutes to Wilderness Village, 40 minutes to George airport and about an hour to Oudtshoorn

Top guest favourite
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, 160 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 favourite
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, 349 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 favourite
A garden space features lush greenery with trees providing shade. A decorative fountain is positioned among the plants, surrounded by bushes and flowers. The area is enclosed by a stone wall, creating a serene outdoor environment.
Apartment in Camphers Drift
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 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, 200 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 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, 441 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 favourite
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 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, 175 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
4.99 out of 5 average rating, 153 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 favourite
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, 223 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!

Popular amenities for Herolds Bay family-friendly rentals

When is the best time to visit Herolds Bay?

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Avg. price$223 CAD$179 CAD$181 CAD$175 CAD$169 CAD$172 CAD$162 CAD$154 CAD$189 CAD$167 CAD$164 CAD$266 CAD
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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 $28 CAD 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

  • Wifi availability

    60 of Herolds Bay vacation rentals include wifi 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!