Family-friendly holiday rentals in Wilderness

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Popular amenities for Wilderness 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 stars1 month 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!
Guest favourite
Villa in Wilderness
4.94 out of 5 average rating, 142 reviews

Livingstone Villa Oceanview luxury

PhyllisRating, 5 stars2 weeks ago
Livingstone Villa is tucked up the hill directly above the village of Wilderness. It offers fantastic ocean views from multiple terraces and is a quick walk to restaurants, shops and a grocery store. The villa is tastefully furnished with a luxurious primary suite. We did not use the other bedrooms, but the floorplan is a great setup for 2 couples or a group of friends. The kitchen is well equipped, and we enjoyed many meals there. We even used the indoor BBQ grill. Highly recommended, I would not hesitate to book again.
Holiday home in Plettenberg Bay
4.74 out of 5 average rating, 298 reviews

Tranquil GEM - lush garden view + solar energy!

WilliamRating, 5 stars4 months ago
Great deal, did the job!
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.
Guest favourite
Cottage in Wilderness
4.93 out of 5 average rating, 59 reviews

The Dairy

RuanRating, 5 stars1 month 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
Home in Plettenberg Bay
5 out of 5 average rating, 5 reviews

High Street Cnr Villa

LauraRating, 5 stars4 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 Knysna
4.88 out of 5 average rating, 69 reviews

Thesen Islands Leeward Reach, Knysna

MikeRating, 5 stars2 months ago
Thesen Island is a great place to stay…..safe , secure and within easy reach of local amenities. Lianne was an excellent host, always on hand to answer any questions and help make our stay most enjoyable. Highly recommended.
Home in Plettenberg Bay
5 out of 5 average rating, 5 reviews

No. 5 St. Tropez

GrantRating, 5 stars28 months ago
My family really enjoyed our stay. The home was comfortable, great for entertaining. The location is perfect and +- 150 m walk to Sanctuary Beach The complex is quiet. Really a great holiday in a lovely holiday home.

Family- and pet-friendly home rentals

Top Guest favourite
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 favourite
Guest suite in Plettenberg Bay
4.87 out of 5 average rating, 338 reviews

Garden Suite, beautifully appointed, self catering

FionnghualaRating, 5 stars2 weeks ago
The apartment was spotless and a great location to explore plett from. The bed was incredibly comfortable and had fantastic linens. We had a lovely time here and even walked to the beach to enjoy the lovely weather! Would definitely stay here again.
Guest favourite
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
Guest favourite
Home in Plettenberg Bay
4.77 out of 5 average rating, 47 reviews

MASESCHA COUNTRY ESTATE-BIRDSONG HOUSE

ChumileRating, 5 stars2 weeks ago
We had a shot stay, we wish we could have stayed for more days.
Top Guest favourite
Villa in Plettenberg Bay
5 out of 5 average rating, 108 reviews

Red Box Villa – Contemporary home near beach

DevenRating, 5 stars2 weeks 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!
Guest favourite
Home in Plettenberg Bay
4.79 out of 5 average rating, 189 reviews

Bonsai House at 29 Plato Road, Plettenberg Bay

CélineRating, 5 stars1 month ago
Spacious family home in a residential and quiet neigbourhood. We had a great stay and communication was easy.
Top Guest favourite
Boat in Knysna
4.89 out of 5 average rating, 347 reviews

Knysna Houseboat Myrtle

NastyaRating, 5 stars4 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 favourite
Home in Knysna
4.88 out of 5 average rating, 114 reviews

Leisure Isle Cottage

MichaelRating, 5 stars1 week 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
Home in Knysna
4.86 out of 5 average rating, 44 reviews

Island holiday house

MelissaRating, 5 stars3 days ago
Beautiful family home with everything you need for a holiday. Quiet and safe neighbourhood. We loved our stay
Guest favourite
Cabin in Knysna
4.85 out of 5 average rating, 173 reviews

The River Treehouse

KarinaRating, 5 stars1 week ago
We had a wonderful time in our private log cabin. Everything was just as described and we felt right at home. We will definitely return.
Top Guest favourite
Condo in Knysna
4.98 out of 5 average rating, 159 reviews

Lagoon View Apartment

SaeidRating, 5 stars4 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!
Superhost
Apartment in Plettenberg Bay
4.8 out of 5 average rating, 464 reviews

31 Greenpoint Mews in Plett

JulieRating, 5 stars2 weeks ago
Lovely flat that’s much bigger than expected so perfect for families. We stayed with our 7 month old and a cot and high chair were provided which was super helpful!
Top Guest favourite
Guesthouse in Plettenberg Bay
4.89 out of 5 average rating, 801 reviews

Sea Shell Cottage Plettenberg Bay

HilaryRating, 5 stars6 days ago
Location was perfection! A stone throw away from the high street and few minutes to the beach with stunning bay views from her deck. Bibi is an attentive host that made our stay so great! This was a home away from home with abundance of things one tends to forget about when on vacation. Thank you so much for your hospitality
Superhost
Home in Knysna
4.77 out of 5 average rating, 418 reviews

C&M Knysna Luxury Self Catering Home

LaurenzoRating, 5 stars1 week 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 favourite
Apartment in Plettenberg Bay
4.79 out of 5 average rating, 273 reviews

Eleven River Club

JoelleRating, 5 stars2 weeks ago
The apartment has a fantastic central location and was exactly as we expected. It was very clear that the place was cleaned thoroughly and it was well furnished. Heathers communication was efficient and prompt. We will definitely stay there again
Guest favourite
Home in Plettenberg Bay
4.91 out of 5 average rating, 57 reviews

Stableford close to Robberg 5

VeroniqueRating, 5 stars2 weeks ago
We enjoyed our stay, beautiful home that makes you feel its a home away from home. There's nothing you lack of...everything you needed was supplied.

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

  • Total rentals

    290 properties

  • Nightly prices starting at

    $15 AUD 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

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