Family-friendly holiday rentals in Wilderness

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wilderness family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
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.
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!
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.
Superhost
Home in Plettenberg Bay
4.92 out of 5 average rating, 53 reviews

Battery Inverter, well-equipped home,24hr security

GavinRating, 5 stars5 months ago
If you're looking for a place in Plett for a family holiday with young kids (ours are 9 & 6) then this is a superb house. Nice safe and peaceful complex, communal areas are clean, the pools are great, and the house has everything you need. BUT please note the 3rd outside bedroom is actually tiny. It's a double bed, right up against the wall. My parents (Granny and Granddad) also joined us and no way they could use that as a bedroom. They can't climb over each other to get out of bed! So they moved into the 2nd bedroom and our kids slept on mattresses on the floor for 10 nights. The outside room is perfect for 1 teenager/adult. The house is well equipped, and lots to do on rainy days. It definitely needs some TLC and in need of a modernization but overall a good family holiday house in Plett.
Guest favourite
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!
Superhost
Flat in The Heads
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.
Superhost
Home in Plettenberg Bay
5 out of 5 average rating, 5 reviews

High Street Cnr Villa

LauraRating, 5 stars5 months ago
Cindy's place is great, with a wonderful outdoor entertainment and pool area. The kitchen was well equipped and bedrooms comfortable. Cindy was quick to reply to any queries or requests for assistance. Thanks Cindy!
Superhost
Villa in Thesens Island
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

Superhost
Home in Plettenberg Bay
5 out of 5 average rating, 4 reviews

Beautiful off grid fynbos and forest getaway

JanineRating, 5 stars2 months ago
This is truly a hidden gem. Tucked away in beautifoul suroundings, the House is spacious, cozy and has Everything and more of what you need. We especially enjoyed the porch und spend Hours enjoying the views and nature around us. We had a lot of Plans for the area (Robberg Island is a Must!), but ended up spending much more time at the house than planned. We had a marvelous time and would advice anyone to Book this wonderful place!
Top guest favourite
Home in Leisure Island
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 favourite
Guest suite in Plettenberg Bay
4.87 out of 5 average rating, 341 reviews

Garden Suite, beautifully appointed, self catering

DwayneRating, 5 stars4 days ago
Very nice and cozy little place although we have missed a microwave in the kitchen. As it is winter it was quite cold because of the beautiful high roof. I will suggest a gas heater or fireplace in the living room area
Superhost
Apartment 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.
Guest favourite
Home in Plettenberg Bay
4.79 out of 5 average rating, 190 reviews

Bonsai House at 29 Plato Road, Plettenberg Bay

JamesRating, 5 stars1 month ago
Great stay, great place
Top guest favourite
Villa in Plettenberg Bay
5 out of 5 average rating, 108 reviews

Red Box Villa – Contemporary home near beach

DevenRating, 5 stars1 month ago
Our stay at this beautiful property was absolutely wonderful! The accommodation was not only comfortable but also exceeded our expectations in terms of ambiance—it was truly breathtaking. Kim was an exceptional host; she welcomed us warmly and took the time to give us a full tour of the house, which made us feel right at home from the very beginning. We had a truly memorable experience and would highly recommend this place to anyone looking for a peaceful and beautiful getaway. Thank you, Kim, for your hospitality!
Top guest favourite
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 favourite
Home in Leisure Island
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.

Family-friendly home rentals with a pool

Guest favourite
Villa in The Heads
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 favourite
Flat in Hoekwil
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.
Superhost
Flat in Plettenberg Bay
4.81 out of 5 average rating, 470 reviews

31 Greenpoint Mews in Plett

WilliamRating, 5 stars3 weeks ago
Very good value for money. Safe area. Prompt responses by the hosts. Will book again and recommend for anyone.
Top guest favourite
Guest house in Plettenberg Bay
4.89 out of 5 average rating, 811 reviews

Sea Shell Cottage Plettenberg Bay

NadjaRating, 5 stars1 week ago
Bibi is an amazing host. Her little house is so beautiful that we didn’t want to leave! It was our favorite stay on our trip through South Africa. Highly recommended! We will be back! 💙🤍
Guest favourite
Apartment 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.
Superhost
Home in Plettenberg Bay
4.89 out of 5 average rating, 18 reviews

SOUTHERN RIGHT - WHALE ROCK RIDGE, PLETTENBERG BAY

NickRating, 5 stars2 months ago
This villa is something special and highly recommended! I go Plett regularly and won’t think of anywhere else to stay in the future. Thanks to Jonathan and Beauty for taking such great care of us. We thoroughly enjoyed our week and will be back.
Guest favourite
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
Top guest favourite
Home in Plettenberg Bay
4.98 out of 5 average rating, 155 reviews

Beautiful, secure riverfront home

MuhammadRating, 5 stars1 month ago
Beautiful place on the river. The house has everything you need and the complex has good amenities (tennis, squash, swimming pool).

Quick stats about holiday rentals that are family-friendly in Wilderness

  • Total rentals

    290 properties

  • Nightly prices starting at

    ₹856 before taxes and fees

  • Total number of reviews

    8.3K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    90 properties have a pool

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

Destinations to explore