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Family-friendly vacation rentals in Herolds Bay

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Herolds Bay family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A bright lounge area features large glass doors that provide expansive sea views. The space is furnished with comfortable leather sofas adorned with decorative cushions. A stylish chandelier hangs above, and natural light fills the room, enhancing the inviting atmosphere.
Villa in Wilderness
4.94 out of 5 average rating, 143 reviews

Livingstone Villa Oceanview luxury

SchoemanRating, 5 stars1 month ago
This Villa is something to behold. It has everything you could possibly want, views so breathtaking that you can’t stop looking and although there are a lot of stairs (excellent exercise), once you get to the house it is so private and tranquil that you just want to be there.
The lodge is showcased from a lower angle, revealing its wooden structure and expansive balcony. Surrounded by lush greenery, the home features a sturdy support system with beams and columns. The clear blue sky serves as a backdrop, enhancing the natural setting.
Home in George
4.88 out of 5 average rating, 26 reviews

Luxury 3-bed lodge in beautiful, quiet Ballots Bay

ElizabethRating, 5 stars2 months ago
Can’t say enough about this amazing property and host. So beautiful— we wish we had planned a longer trip! And Jenny was very friendly and helpful. Great information on the area. Highly recommended!
A view from a balcony reveals a stunning panorama of the sea and coastal town, framed by intricate wooden railing designs. Two white chairs and a glass-topped table are positioned to overlook the tranquil waters and distant mountains at sunset.
Home in Mossel Bay
4.67 out of 5 average rating, 255 reviews

sea view charming stone house - private home

VashisthRating, 5 stars12 months ago
A cozy place with an astonishing view of the bay. Instructions were very clear and the unit was spotless! Definitely worth the price. Could do with more lightning on the balcony.
Guest favorite
An open-plan living area is highlighted by exposed wooden beams and soft, natural lighting. Seating options include a variety of patterned sofas and armchairs, while a wooden dining table is positioned centrally. Large glass doors provide views of the outdoor landscape.
Cottage in Wilderness
4.93 out of 5 average rating, 59 reviews

The Dairy

RuanRating, 5 stars2 months ago
I can't wait to return. The serene farm stay was perfect for a family break from the city's hustle and bustle. There was a sprawling lawn for the kids to enjoy themselves, and the crate of bats/balls, etc., was put to good use. It is eye-opening to see what the city kids are missing. The hike to the river was amazing, and not once did the kids have a chance to even think of saying they were tired, as nature kept them guessing around every corner. Linda was amazing from the initial communication post-booking until after checkout. Genuine farm hospitality!
An outdoor deck features a wood-fired hot tub overlooking a serene dam surrounded by lush greenery. An under-covered braai area is visible, with a picnic table positioned nearby. The horizon displays a sunset, casting soft colors across the sky.
Cottage in Groot Brakrivier
4.75 out of 5 average rating, 8 reviews

Romantic cottage with wildlife views and hot tub

LuisaRating, 5 stars6 months ago
It was a beautiful place to stay at Lustine's place. The view of the waterhole and the animals was so great! Definitely recommend
Superhost
A spacious studio bedroom features a large bed with decorative pillows and bedside lamps. An inviting lounge area with neutral tones is complemented by an open door leading to a private veranda with outdoor seating and views of the water.
Apartment in Knysna
4.87 out of 5 average rating, 186 reviews

Sunshine, views, beach, kitchenette, bbq.

ChristiaanRating, 5 stars1 month ago
We had a great stay, stunning views.
Guest favorite
A swimming pool is centrally located in a wooden deck area, surrounded by lounge chairs. Colorful umbrellas provide shade, while large glass doors reveal the spacious interior of the home. The ocean is visible in the distance, enhancing the tranquil ambiance.
Home in George
4.76 out of 5 average rating, 29 reviews

Firewings

KeithRating, 5 stars3 months ago
Unfortunately we had to cancel our trip to SA due to a medical emergency. We did have friends who stayed at Firewings and absolutely loved it. My son and his family also stayed there and also thought it was fabulous. The reports were so good that we plan to stay at Firewings next February (health permitting). John is a fabulous host. Nothing was too much trouble considering our change of plans and his response time was always swift. I could not recommend John or Firewings more highly.
Superhost
The exterior of the house is depicted, showcasing a two-story, white clapboard structure with balconies. A gazebo is present on the water's edge, and a private boat dock is visible. Lush green grass surrounds the living area, enhancing the canal-side setting.
Villa in Knysna
4.89 out of 5 average rating, 70 reviews

Thesen Islands Leeward Reach, Knysna

AlexRating, 5 stars2 months ago
We had an excellent stay in this beautiful home. Very peaceful sitting outside by the canal. The house is much bigger than what we thought it from the photos! A really great getaway!!

Family- and pet-friendly home rentals

Guest favorite
A spacious deck area is visible, featuring two contemporary chairs and a small table. Lush greenery surrounds the area, with hanging planters above. A sleek pool can be seen in the background, with outdoor dining furniture positioned underneath an extended roof.
Villa in Knysna
4.94 out of 5 average rating, 31 reviews

Phillip Villa: Short/Monthly Stays - Beach & Pool

BuhleRating, 5 stars2 weeks ago
This house was worth every penny, from the surroundings to the house itself, it met every expectation and more. The host is also extremely friendly so we were all happy about the experience. Highly recommended.
Guest favorite
A bright sleeping area features a spacious bed dressed in white linens, complemented by neatly rolled towels at the foot. A small dining table with two wooden chairs is positioned nearby, while abundant natural light filters through sheer curtains, illuminating the tiled floor.
Apartment in Wilderness
4.89 out of 5 average rating, 223 reviews

Garden unit in Wilderness East 750m to the sea

GregRating, 5 stars5 months ago
Great stay in Wilderness at Marianne's well kept cottage. My wife, pup and I spent 4 great nights and had everything we needed. It's a quick hop into town and the unit was fantastic. Will definitely be back!
Top guest favorite
An open-plan living area features a comfortable sofa facing a sleek coffee table. A dining space with chairs sits adjacent to the kitchen. Large windows allow ample natural light, enhancing the airy atmosphere. A bookshelf filled with books is visible in the background.
Home in Knysna
4.94 out of 5 average rating, 107 reviews

Leisure Isle Retreat, Knysna, South Africa

RichieRating, 5 stars1 month ago
5 Stars – A Slice of Paradise in Knysna! We had the most incredible stay at this beautiful home in Knysna. From the moment we arrived, we felt so welcomed — the hosts greeted us warmly and had thoughtfully left snacks, a bottle of wine, and even a delicious cake for us to enjoy. Such a special touch that set the tone for the rest of our stay. The house itself is stunning — spotless, beautifully decorated, and perfectly equipped with everything we needed. The peaceful location made it the perfect place to unwind. We loved spending time on the patio, soaking in the scenery, and enjoying relaxed evenings by the fire. The location is ideal too — just a short drive from town, yet far enough to feel like a private retreat. This place truly felt like a home away from home, and we can’t wait to return. Thank you for an unforgettable stay!
Guest favorite
The exterior of a white cottage is shown, featuring a sloped roof and large windows. A small tree stands in front of the building, and neatly trimmed greenery lines the pathway. The backdrop includes gently rolling hills under a clear sky.
Cottage in South Cape DC
4.85 out of 5 average rating, 13 reviews

Favour farm cottage 2

NeereshRating, 5 stars12 months ago
wonderful farm setting to get away from the clutter - wish we had more time to explore the farms and surroundings. Amenities were excellent and as described. will always recommend to those interested.
Superhost
A wooden terrace features a round table with two wicker chairs, accented by turquoise cushions. The setting includes a view of a lush garden with recliners and vibrant red loungers, creating an inviting outdoor space for relaxation.
Condo in Wilderness
4.86 out of 5 average rating, 49 reviews

Views Room at Lagoon-Cottage (NOT on the Beach)

CarolinRating, 5 stars8 months ago
Thank You for having us over. It felt Like Home and we really appreciated and followed the tips your husband gave us.
Top guest favorite
A wooden houseboat floats on calm waters, featuring a light blue trim that complements the natural surroundings. The structure includes large windows and a wraparound deck for outdoor enjoyment. Reflections on the water enhance the tranquil setting, with hills and buildings visible in the background.
Boat in Knysna
4.89 out of 5 average rating, 349 reviews

Knysna Houseboat Myrtle

EstherRating, 5 stars1 month ago
Myrtle was everything we expected it to be and we were blessed with awesome weather for the few days we spent on the boat. Slept like a baby after witnessing brilliant sunsets. Thank you Jules for
Guest favorite
A serene cottage is nestled among lush greenery at the water's edge, featuring a light-colored exterior and a sloped roof. A wooden fence borders the property, and the tranquil blue water is visible in the foreground, framing the peaceful setting.
Home in Knysna
4.87 out of 5 average rating, 115 reviews

Leisure Isle Cottage

MichaelRating, 5 stars1 month ago
What a gem of a place! Waking up to that stunning view and being just a stone’s throw from the lagoon was such a treat. It’s the perfect spot for families with young kids. The house was spacious, spotless, and well-equipped—with a cozy fireplace that made chilly nights extra special. The swimming pool and bikes were a great bonus. Tori was an absolute pleasure to deal with. We’d come back in a heartbeat.
Guest favorite
French doors open to a cozy lounge area with comfortable seating and a rustic wooden coffee table. Two upholstered ottomans add a pop of color, while lush greenery frames the entrance, enhancing the connection to the outdoors. A charcoal braai grill is positioned nearby on the patio.
Home in Groot Brakrivier
4.74 out of 5 average rating, 23 reviews

Milkwood Cottage

KateRating, 5 stars1 month ago
such a little gem of a place surrounded by garden. so peaceful and quaint. easy driving distance from town and beaches. Lara was friendly and we really enjoyed our stay here

Family-friendly home rentals with a pool

Guest favorite
An outdoor patio area features a dining table set for guests, surrounded by potted plants. Comfortable wicker seating is positioned nearby. A small pool area is visible in the background, with sliding glass doors providing access to the indoor living space.
Home in Knysna
4.86 out of 5 average rating, 44 reviews

Island holiday house

MelissaRating, 5 stars1 month ago
Beautiful family home with everything you need for a holiday. Quiet and safe neighbourhood. We loved our stay
Guest favorite
A garden area is presented with a wooden picnic table surrounded by ferns and tropical plants. A charcoal barbecue is placed at the center of the table. Colorful decorative lanterns hang above, and a white trellis adds structure alongside the lush greenery.
Apartment in Knysna
4.95 out of 5 average rating, 92 reviews

Crescent Cottage. Private garden cottage in Knysna

KristinRating, 5 stars1 week ago
lovely little cottage that is so beautifully decorated. The outside areas are so beautiful and there is a lovely water feature just outside the door which makes the whole area just feel so soothing and definitely not like in the middle of a big city! I was traveling through Knysna with a vehicle full of things as I am relocating and Lesley even made space in her garage so that I could safely park my car in it as the vehicle couldn't lock. I would definitely recommend this spot to anyone! lovely accommodation and a super lovely host!
Guest favorite
A landscaped outdoor area features a swimming pool surrounded by lush greenery. A gazebo with a roof provides shaded seating. Stone tables and benches are positioned on a paved surface, creating a gathering space for guests during pleasant weather.
Home in Mossel Bay
4.9 out of 5 average rating, 51 reviews

Family Beach House

HayleyRating, 5 stars6 months ago
We had a really enjoyable stay as a family. We were there for the IronMan event and it was a great location to get to everything. Would definitely recommend!
Guest favorite
A bright living area features large windows that provide ample natural light. Comfortable seating options include a blue sofa and two wooden chairs with cushions. A wooden coffee table is centered on a colorful area rug, enhancing the welcoming atmosphere of the space.
Guest suite in George
4.88 out of 5 average rating, 17 reviews

Cherry Berry Guest House Lavender Apartment

GrettelRating, 5 stars1 month ago
I enjoyed the attention paid to details of what would make the experience of staying there more comfortable. Cherry is kind and a wonderful host! I felt right at home.
Guest favorite
A clear blue swimming pool is framed by lush greenery and palm trees. The pool area features lounge chairs facing a scenic view of rolling hills and the distant Outeniqua Mountains under a bright sky.
Apartment in Wilderness
4.83 out of 5 average rating, 29 reviews

Garden Cottage 1 - Family friendly

CorliRating, 5 stars9 months ago
This is really a small house with all the things you need for a holiday in the mountains of Hoekwil. Walkable to the village centre. Nestled in the garden with a great sense of privacy and a view of the mountains through trees. We only spent a night on a stop-over, but I imagine it would be a great space for friends or a small family to hang out together.
Guest favorite
The image captures a tranquil scene of a swimming pool reflecting the colorful twilight sky. Surrounding the pool, a low fence provides a clear view of the landscape, with distant hills and trees visible in the background.
Condo in Knysna
4.83 out of 5 average rating, 129 reviews

No. 3

BarbraRating, 5 stars3 months ago
Lovely unit, very well and considerately stocked with milk, tea, coffee, etc. Comfiest couch ever! Highly recommended.
Guest favorite
A shared swimming pool is set against a backdrop of rolling green hills, offering tranquil views of the surrounding landscape. The pool features a unique shape, with stone paving surrounding the water, inviting relaxation and enjoyment under clear skies.
Villa in Knysna
4.88 out of 5 average rating, 49 reviews

BLUE OCEAN VILLA - Pezula Golf Estate

DianeRating, 5 stars1 month ago
Fabulous views, so peaceful and definitely a great place to unwind in. Amelia and Trevor were very welcoming and accommodating
Superhost
A spacious deck extends alongside a shimmering swimming pool, surrounded by comfortable lounge chairs. Large glass doors create a seamless connection to the inviting indoor seating area, while a shaded umbrella offers a spot for relaxation. Scenic views of the surrounding landscape are visible in the background.
Home in Knysna
4.76 out of 5 average rating, 423 reviews

C&M Knysna Luxury Self Catering Home

AndreRating, 5 stars2 weeks ago
We loved the place, just what we needed and really enjoyed the house and the view. Will definately be back in Summer.

Quick stats about vacation rentals that are family-friendly in Herolds Bay

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    620 reviews

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

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