
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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Popular amenities for Herolds Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Livingstone Villa Oceanview luxury
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.

Luxury 3-bed lodge in beautiful, quiet Ballots Bay
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!

sea view charming stone house - private home
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.

The Dairy
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!

Romantic cottage with wildlife views and hot tub
It was a beautiful place to stay at Lustine's place. The view of the waterhole and the animals was so great! Definitely recommend

Sunshine, views, beach, kitchenette, bbq.
We had a great stay, stunning views.

Firewings
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.

Thesen Islands Leeward Reach, Knysna
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

Phillip Villa: Short/Monthly Stays - Beach & Pool
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.

Garden unit in Wilderness East 750m to the sea
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!

Leisure Isle Retreat, Knysna, South Africa
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!

Favour farm cottage 2
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.

Views Room at Lagoon-Cottage (NOT on the Beach)
Thank You for having us over. It felt Like Home and we really appreciated and followed the tips your husband gave us.

Knysna Houseboat Myrtle
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

Leisure Isle Cottage
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.

Milkwood Cottage
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

Island holiday house
Beautiful family home with everything you need for a holiday. Quiet and safe neighbourhood. We loved our stay

Crescent Cottage. Private garden cottage in Knysna
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!

Family Beach House
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!

Cherry Berry Guest House Lavender Apartment
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.

Garden Cottage 1 - Family friendly
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.

No. 3
Lovely unit, very well and considerately stocked with milk, tea, coffee, etc. Comfiest couch ever! Highly recommended.

BLUE OCEAN VILLA - Pezula Golf Estate
Fabulous views, so peaceful and definitely a great place to unwind in. Amelia and Trevor were very welcoming and accommodating

C&M Knysna Luxury Self Catering Home
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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