
Family-friendly holiday rentals in Wilderness
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Top-rated family-friendly rentals in Wilderness
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
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Popular amenities for Wilderness 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.

Battery Inverter, well-equipped home,24hr security
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.

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!

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

High Street Cnr Villa
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!

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

Beautiful off grid fynbos and forest getaway
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!

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!

Garden Suite, beautifully appointed, self catering
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

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.

Bonsai House at 29 Plato Road, Plettenberg Bay
Great stay, great place

Red Box Villa – Contemporary home near beach
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!

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.
Family-friendly home rentals with a pool

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 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.

31 Greenpoint Mews in Plett
Very good value for money. Safe area. Prompt responses by the hosts. Will book again and recommend for anyone.

Sea Shell Cottage Plettenberg Bay
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! 💙🤍

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

SOUTHERN RIGHT - WHALE ROCK RIDGE, PLETTENBERG BAY
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.

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

Beautiful, secure riverfront home
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
- Plettenberg Bay Holiday rentals
- Knysna Holiday rentals
- Mossel Bay Holiday rentals
- George Holiday rentals
- Keurboomsrivier Holiday rentals
- Greater Plettenberg Bay Holiday rentals
- Oudtshoorn Holiday rentals
- Sedgefield Holiday rentals
- Still Bay Holiday rentals
- Nature's Valley Holiday rentals
- Keurboomstrand Holiday rentals
- Cape Town Holiday rentals
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- Glentana Beach
- Wilderness Beach Front
- Pinnacle Point Golf Club
- Kingswood Golf Estate
- Santos Beach Mosselbay
- Oubaai Golf Course
- George Golf Club
- Robberg Nature Reserve
- Cango Caves
- Lookout Beach
- Reebokstrand
- Redberry Farm
- Adventure Land
- Klein-Brakrivierstrand
- Sanctuary Beach, Plettenberg Bay
- Buffelsdrift Game Lodge
- Buffalo Bay Beach
- Diasstrand
- Pansy Beach
- Santosstrand
- Plett Puzzle Park