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

Cottage in Victoria Bay
4.92 out of 5 average rating, 12 reviews

Victoria Bay Holiday Cottage

PhilippeRating, 5 stars3 weeks ago
An absolute gem of a spot, over looking the sea on a quiet private road. Absolutely perfect for our family of 4. Everything provided including beach toys for the kids and board and card games. There is also so much to do in the area even when the weather was not perfect and we thoroughly enjoyed our evenings in the hot tub stargazing. Thanks so much!
Villa in Wilderness
4.94 out of 5 average rating, 140 reviews

Livingstone Villa Oceanview luxury

SaloomRating, 5 stars8 months ago
Just wow! This place is just something else. Luxurious bedrooms with a balcony where you can see a beautiful view of the ocean, spacious living room, well-equipped kitchen. You can see and hear the birds around you. There was everything we needed and more. Marianna was so helpful, kind and made everything clear. It’s a short walk to the supermarket and the beach. Definitely staying here when I come back to Wilderness!
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, 25 reviews

Luxury 3-bed lodge in beautiful, quiet Ballots Bay

MichelleRating, 5 stars1 month ago
This wooden house with its large balcony, tucked away in the bush creates a lovely feeling of seclusion in Ballots Bay. The house has everything that you need, is full of character, and conjures up feelings of nostalgia with its decor and remnants of previous family holidays. We enjoyed the walk to the private beach (though some people might prefer to drive) and some of the pristine hikes marked in the welcome guide. The jacuzzi was fantastic on chilly nights! Lovely spot for escaping the rush without going far.
A single-story cottage is shown, featuring a front porch with white railings and decorative brackets. Potted plants line the steps leading to the entrance, while large windows allow natural light into the living space. A clear blue sky is visible above.
Farm stay in Mossel Bay
4.75 out of 5 average rating, 4 reviews

David's Cottage

NikkiRating, 5 stars32 months ago
We had a wonderful time at David's cottage and would definitely recommend this spot. There's heaps to do in the surrounding areas but just chilling out and disconnecting and exploring the farm is enough! Thank you Colleen and Janie.
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 stars10 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
Cottage in Wilderness
4.93 out of 5 average rating, 58 reviews

The Dairy

RuanRating, 5 stars3 weeks 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!
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 stars2 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.
Guest favorite
A light-colored house with large glass windows is depicted, allowing natural light to fill the interior. A deck area is visible, accompanied by outdoor seating and well-maintained greenery. The surrounding landscape features a clear sky and gentle slopes, contributing to a serene environment.
Home in Mossel Bay
4.9 out of 5 average rating, 20 reviews

Lodge 91 @ Pinnacle Point Estate

LouiseRating, 5 stars7 months ago
We had a wonderful stay, the house had everything we needed an more. So we'll equipped for families. The amenities was amazing and we really enjoyed the pool right across from the house. Highly recommend this property!

Family- and pet-friendly home rentals

Guest favorite
A cozy living area features a large, plush sofa adorned with vibrant, floral-patterned cushions. Circular wooden tables sit in front, while natural light floods in through sliding glass doors that open to the garden, enhancing the relaxed atmosphere of the space.
Villa in Knysna
4.93 out of 5 average rating, 29 reviews

Phillip Villa: Short/Monthly Stays - Beach & Pool

GrahamRating, 5 stars1 week ago
Lovely house in a beautiful location. Great communication from the hosts.
Top guest favorite
A modern home is framed by lush greenery and neatly arranged garden features. A wooden pathway leads to the entrance, bordered by shrubs and small trees. Large windows provide glimpses of the interior, emphasizing a connection between indoor and outdoor spaces.
Home in Knysna
4.94 out of 5 average rating, 106 reviews

Leisure Isle Retreat, Knysna, South Africa

Joan OctaviRating, 5 stars1 month ago
Maria made us feel right at home. The place is incredible, and the furniture is equally impressive. We mostly followed the recommendations they gave us. The house is situated in a very safe area, just a 5-minute walk from a restaurant and a coffee shop. The beach is just a 10-minute walk away. It’s the perfect place to stay with a baby. We used the barbecue and beach chairs. Knysna is an ideal break on the Garden Route. We would have stayed longer if we could have!
Guest favorite
A covered patio features comfortable seating with patterned cushions and a small table. Lush greenery surrounds the space, creating a tranquil atmosphere. The entrance to the chalet is visible in the background, showing wooden textures and natural light illuminating the warm interior.
Cabin in Wilderness
4.87 out of 5 average rating, 141 reviews

Unique cottage in forested setting

AngieRating, 5 stars2 months ago
Anton was a very responsive and accommodating host. The place is tucked away in nature which means lots of serene sounds, peace and quietness. The place is decked out with all the basic cooking stuff, guides and books to really disconnect from our city lives. Only challenge was getting our small rental car over the driveway to the cabin. Highly recommended
Top guest favorite
The sky transitions from deep purple to lighter shades, dotted with stars. Silhouettes of houses are outlined against the colorful backdrop, creating a serene evening scene that reflects a calm atmosphere.
Cottage in Boggoms Bay
4.94 out of 5 average rating, 54 reviews

La Brie Beach Cottage - Pets welcome

TimRating, 5 stars1 week ago
The only reason I would not give five stars is because it was so incredible I wouldn't want to share. unfortunately my conscience won't let me, and I can only say I will be back as soon as possible!
Guest favorite
An aerial view captures the expansive landscape of the farm, with self-catering cottages positioned on the left, surrounded by lush greenery. Fields of crops extend into the distance, framed by rolling hills and a clear sky, creating a serene rural atmosphere.
Cottage in South Cape DC
4.85 out of 5 average rating, 13 reviews

Favour farm cottage 2

NeereshRating, 5 stars10 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
Two red recliners are positioned in a circular stone area, complemented by a small white table. Lush greenery surrounds the space, including a tree and ferns. The entrance to the bungalow is visible, featuring a white door and steps leading up to it.
Guest suite in Wilderness
4.62 out of 5 average rating, 42 reviews

Charming Banana Bungalow in Wilderness-Village

AdrianRating, 5 stars5 months ago
Rita was so welcoming and friendly. The accommodation was so beautiful I wish we could have stayed longer.
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, 347 reviews

Knysna Houseboat Myrtle

NastyaRating, 5 stars2 weeks ago
We loved everything, the house is equipped with everything you need, our stay coincided with my birthday, there is a restaurant on the waterfront where we were able to get oysters and champagne. At night the house offers a very beautiful view of the mountains and the coastline and of course the starry sky. Julia was very kind and it was a pleasure to talk to her. Definitely recommend for an unusual experience.
Guest favorite
A spacious living area features a neutral grey sectional sofa with decorative pillows and a central white coffee table. A small indoor plant is placed on the coffee table. Natural light streams through the windows, highlighting the wood-burning fireplace in the corner.
Home in Knysna
4.88 out of 5 average rating, 113 reviews

Leisure Isle Cottage

SteveRating, 5 stars6 days ago
We really enjoyed our stay here, it was peaceful and quiet with gorgeous views. Tendai was very responsive to all queries and always available. It was clean, spacious, comfortable and well stocked with everything we needed for cooking and braaing. The lagoon is literally across the road, the kids loved exploring and finding items like rays, crabs, expired jellyfish etc. It was definitely a memory making holiday and would highly recommend this option.

Family-friendly home rentals with a pool

Guest favorite
An open-plan kitchen area features modern appliances, including a microwave and stovetop. A cozy dining space presents two black chairs around a granite countertop. A lounge area is visible with a television mounted on the wall, complemented by a decorative cabinet displaying various items.
Apartment in Knysna
4.94 out of 5 average rating, 90 reviews

Crescent Cottage. Private garden cottage in Knysna

KevinRating, 5 stars1 week ago
We spent a lovely 12 days in Lesley's cottage. Lesley was a thoughtful, caring host who went out of her way to ensure we were comfortable and happy. The cottage was lovely and the surroundings peaceful. Would definitely stay again.
Top guest favorite
A private swimming pool is surrounded by a stone wall, featuring four lounge chairs positioned nearby. Lush greenery and natural landscaping accentuate the tranquil setting, and blue skies are visible overhead.
Villa in Boggoms Bay
4.92 out of 5 average rating, 132 reviews

Candlewood Beach House

J P Rating, 5 stars3 weeks ago
We loved everything about Candlewood Beach House and had the most wonderful time together as a family. From cosy dinners by the fire to watching the dolphins ride the waves from the terrace - every moment felt special. The setting is breathtaking, and the peacefulness of the estate made our stay even more memorable. Driving in, we were often greeted by wildlife roaming freely, which added to the magic of this place. It's a rare gem where nature and comfort blend perfectly. Thank you, Caroline, for sharing your beach house with us, and for being so responsive to any correspondence or questions we had. We would absolutely love to return in the nearby future!
Guest favorite
A wooden balcony features two deck chairs, facing a scenic view of the Knysna estuary. Lush greenery surrounds the area, with glimpses of the distant landscape visible under a clear blue sky.
Cabin in Knysna
4.85 out of 5 average rating, 172 reviews

The River Treehouse

TristanRating, 5 stars1 month ago
My stay at Heidi's River Treehouse was incredibly relaxing. The location is simply stunning, and the tranquility there is truly soothing. Heidi is an exceptional host, very friendly and helpful. A small tip for those who like to sleep in: since the sleeping area cannot be completely darkened and the birds are quite active in the morning, I recommend bringing an eye mask and earplugs. However, this didn't detract from my wonderful overall experience, and I would gladly return!
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 stars7 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.
Top guest favorite
A serene outdoor space showcases a bright blue swimming pool surrounded by stone tiles. Two sun loungers with striped cushions are positioned on a wooden deck, providing a view of the Knysna estuary and distant mountains.
Condo in Knysna
4.98 out of 5 average rating, 158 reviews

Lagoon View Apartment

SaeidRating, 5 stars2 weeks ago
A huge thank you to Peter and Chery! From the moment I arrived, I felt completely at home. The apartment is beautiful and has everything you need for a comfortable stay. The highlight for me was the stunning view from the balcony — both in the morning and at sunset, it was absolutely breathtaking. The place is spotless, fully equipped, and thoughtfully maintained. Nothing was missing in the kitchen or bathroom. I truly enjoyed every moment, and if I come back, I’d love to stay here again without a doubt!
Guest favorite
A comfortable lounge area features a plush gray sofa adorned with patterned cushions. A coffee table is centrally positioned with decorative items. Natural light enters through sliding glass doors, leading to an outdoor space. A stylish floor lamp and framed artwork complement the room's decor.
Condo in Knysna
4.83 out of 5 average rating, 129 reviews

No. 3

BarbraRating, 5 stars2 months ago
Lovely unit, very well and considerately stocked with milk, tea, coffee, etc. Comfiest couch ever! Highly recommended.
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
4.77 out of 5 average rating, 415 reviews

C&M Knysna Luxury Self Catering Home

LaurenzoRating, 5 stars3 days ago
We spent 4 nights as a family of 4. The property is exquisite and has all the luxury amenities. The views are breathtaking! The house is massive but feels cosy and homely. The hosts are friendly, helpful and accommodating. I’ve now found my new favourite place to stay in Knysna!
Guest favorite
Guesthouse in Knysna
4.89 out of 5 average rating, 85 reviews

Allan Grove (self catering accommodation)

Cindi-AnnRating, 5 stars2 weeks ago
Brian was an awesome host, very friendly and quick to respond to any questions before arrival. Spacious, clean, everything you need when away from home. Most definitely worth it, will recomend this beautiful place.

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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