Family-friendly vacation rentals in Pennington

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Pennington family-friendly rentals

Family-friendly home rentals with a hot tub

Family- and pet-friendly home rentals

A view of a refreshing swimming pool surrounded by lush tropical foliage is captured through an open doorway. A potted palm is positioned near the pool, while a patio area with paved bricks invites relaxation under a roofed alcove.
Apartment in Scottburgh
4.67 out of 5 average rating, 3 reviews

Summer Sand holiday cottages (Sands Cottage)

MoniqueRating, 5 stars42 months ago
what an amazing stay.... a holiday to remember. no words can describe the fun we had as a family.... the accommodation is beautiful...the garden is absolutely stunning. nice and quiet and hosts are so welcoming and friendly. we felt at home all the time!! a place to remember and definitely returning to....
A bright bedroom features a spacious bed with striped throw pillows and neatly arranged towels. Natural light enters through sliding glass doors leading to a terrace, adorned with plants. A charming framed artwork and bedside lamps add to the room's inviting ambiance.
Apartment in Illovo Beach
4.88 out of 5 average rating, 8 reviews

5 La Mer - Side-sea, garden & pool view

JustinRating, 5 stars56 months ago
What a pleasure it was staying here. I stayed here for almost a month and never once didn’t have something that I needed self catering wise. The cleaning service was beyond expectations and extremely kind. Thanks for the stay, looking forward to the next one!
An aerial view captures the expansive coastline with rolling waves and sandy beaches, stretching along the lush green landscape. The outline of the village and surrounding hills can be seen, blending harmoniously with the natural surroundings.
Home in Bazley Beach
4.61 out of 5 average rating, 18 reviews

Chalet Mitton - Bazley Beach

KirstynRating, 5 stars16 months ago
What a magical get away! My husband, dog and I spent 3 wonderful nights at Bazely Beach. The house is on a secure plot, nestled in greenery and tropics overlooking one of the most stunning sea views. The house is well equipped with homely touches including board games, books, magazines and thoughtful memorabilia. We felt like we were on our own little island - with everything we could need inside the house and around us to ensure the perfect escape to rest and recoup. Great communication with hosts and a friendly face on arrival. Highly recommended.
The view from a covered veranda overlooks a spacious green lawn leading to the swimming pool. The sea is visible in the distance, with soft sunlight illuminating the landscape, creating a serene atmosphere. Bordering the property are lush plants and palm trees.
Home in Port Shepstone
4.75 out of 5 average rating, 57 reviews

Sea View Cottage

DharmeshRating, 5 stars5 months ago
I would give Justins place 10 stars if I could...it was absolutely amazing especially with the breathtaking seaview. The house is very spacious and the pool is just a bonus. our kids really enjoyed the getaway and didnt want to leave. Justin was absolutely awesome, he is a very good host and what was great about him is he replies really quick. And Yvette was absolutely amazing, she was there if ever we needed to find out anything, she is very kind and caring even towards kids. My kids adored her. This home is value for money. We will definitely go back when we get a chance. i would highly recommend.
Guest favorite
The exterior of a coastal house is presented, featuring a wooden deck with several outdoor chairs placed around it. Lush green lawn surrounds the home, and a swimming pool is visible in the background. Tropical plants and palm trees add to the inviting atmosphere.
Home in Ezembeni
4.81 out of 5 average rating, 16 reviews

CoCotree Beach House

CelineRating, 5 stars2 weeks ago
My family enjoyed this beautiful home ✨ , the yard reminded us of a little island 🌴 . Absolutely breathtaking . You can see that the owners took time with every corner of that home . It is soo beautifully decorated 🌻. We really enjoyed the bonfire area and the swings by the bar . The host was soo friendly and responded to every question we had . Would love to be back .
An aerial view of the A-frame house showcases its three levels with multiple balconies and decks. Lush greenery surrounds the property, providing a serene setting. The inviting outdoor space features stone pathways and palm trees alongside the structure, enhancing the overall charm of the location.
Home in Freeland Park
4.71 out of 5 average rating, 21 reviews

Thiseldoo

BiancaRating, 5 stars5 months ago
We had the most wonderful stay at Lynn’s beautiful home which was even lovelier than we imagined. Our furry guests, River and Ollie, were firm favourites. We’re going to miss them.
The image captures a sandy beach at sunset, with gentle waves lapping at the shore. Footprints are visible in the sand, leading toward the water, while the soft hues of the sky create a tranquil atmosphere. The distant horizon suggests the day's end.
Apartment in Pennington
4.67 out of 5 average rating, 15 reviews

JOE & MARIA HIDEOUT - LOERIE UNIT - PET FRIENDLY

DinoRating, 5 stars25 months ago
What an awesome stay, the unit was very neat and tidy with everything you need. Maria and Joe are amazing hosts. Added bonus its across the road from the beach and I was able to take my dog along for the stay. Will definitely be back.
Home in Palmcliffe, Ezembeni
4.79 out of 5 average rating, 99 reviews

The Clansthal Beach House

GeorgeRating, 5 stars2 months ago
A super spacious house with everything you need for a seaside stay. Unfortunately for us the weather wasn’t great but we still had a nice time relaxing. Super comfy couches and beautiful views. Nikki was very helpful and responsive. A great spot for a big family that enjoys relaxing and beaching!

Family-friendly home rentals with a pool

A clear swimming pool features a circular hot tub adjacent to it, surrounded by a spacious deck. Sun loungers with blue cushions are positioned nearby, while lush greenery and a thatched roof hut can be seen in the background of the tranquil courtyard.
Apartment in Winklespruit
4.78 out of 5 average rating, 32 reviews

Sea view self-catering apartment: Beach access

GeorginaRating, 5 stars39 months ago
This place is a gem! Modernized and updated. Area is quite nice too, 30 minutes from town - if you don't mind the travel time. The host is communicative, which is so great. Loved the easy check-in and check-out process. Looking forward to our next trip, we'll sure be booking here again!
Two swimming pools are located within the complex, surrounded by well-maintained grass. Palm trees sway gently in the breeze, and ocean views are visible in the background. A stone seating area is positioned near the pools, offering a space to relax.
Apartment in Mtwalume
4.73 out of 5 average rating, 22 reviews

Self Catering Unit with Ocean Views

TingRating, 5 stars5 months ago
We stayed for 5 nights and it was amazing. The unit is so modern and so stocked up that I didn’t even need to pack my own dishwasher tablets or washing machine pods. Celeste had it all sorted. The view was beautiful and I loved the patio area - so peaceful to read a book. Celeste was so responsive. The beach was only a short walk out the bottom gate. Celeste was right to rather go to the beach first thing in the morning before 12pm otherwise it gets very busy and packed. Our kids loved the tidal pool! But unfortunately, the area is not a very clean area especially the beach. A lot of rubbish being dumped on the grass, shore and streets, unfortunately. The only thing I would suggest for the unit is to put in an air con because wow, it was SO hot and humid and the fans blew warm air. Thank you so much for making your beautiful unit so comfortable and stress-free to stay at.
The exterior of the house presents a two-story structure with a brown tiled roof and red brick features. A patio with outdoor dining furniture and a barrel is visible, surrounded by a wooden deck. Lush greenery frames the building against a clear blue sky.
Home in Pennington
4.77 out of 5 average rating, 13 reviews

Turnberry House T16 - Selborne Golf Estate

KerushaRating, 5 stars20 months ago
We enjoyed our stay immensely. Becki’s home at Selborne Golf Estate is spacious, true to the pictures, and very clean. It had everything we needed for a weekend away. Becki was responsive and gracious. We enjoyed dinner at the clubhouse and found the location great.
A sunlit balcony area showcases a table and a comfortable chair, both offering views of the sea and sandy beach. Large windows provide a panoramic perspective of the rolling waves and coastal landscape, enhancing the connection between indoor and outdoor spaces.
Apartment in Winklespruit
4.88 out of 5 average rating, 25 reviews

EDENSANDS - RIGHT ON THE BEACH!

TarynRating, 5 stars31 months ago
was a lovely relaxing weekend away. it was everything we were looking for in a quiet weekend to relax and unwind. will definitely be back soon.
A well-maintained swimming pool is set amidst lush greenery, featuring clear water and a stone surround. Sunlight reflects on the surface, enhancing the tranquil atmosphere. A grassy area borders the pool, offering spaces for relaxation, while palm trees and shrubs provide natural privacy.
Apartment in Doonside
4.56 out of 5 average rating, 148 reviews

Shangra-La Beach Holiday "newly renovated".

TatendaRating, 5 stars1 week ago
Great Find. The space has been newly renovated and very spacious. Right next to the beach and a Restaurant downstairs for good breakfast. I also appreciated the braai area. The flat is really beautiful and Great host.
Guest favorite
A serene outdoor area showcases a swimming pool surrounded by tiled decking and sun loungers. The backdrop features a wooden structure with a roof, providing shade, against a clear blue sea and sky. Lush greenery complements the tranquil setting.
Home in Pennington
4.97 out of 5 average rating, 33 reviews

Luxury beach villa with idyllic views

AlexisRating, 5 stars5 months ago
Highly recommend- the host and agent are very responsive, helpful and accommodating. The house and views are beautiful. The linden, bedding and rooms are very comfortable and large. Lovely for 2 sets of families. The bottom level rooms match the upper level rooms layout and own lounge. Bongi works very hard while offering a lot of privacy. The kitchen is fully equipped- fans in all the rooms and game boards available. There is a lot of steps to the front door if you are with any elder family. Short walk to the beach. Thank you to all
An aerial view captures the scenic grounds of the cabana complex, featuring two swimming pools surrounded by green landscaping. The coastline lies beyond, with waves gently crashing against the shore. Multiple buildings with red-tiled roofs frame the area, providing a peaceful, spacious atmosphere.
Apartment in Winklespruit
4.5 out of 5 average rating, 4 reviews

CABANAS DEL MAR -WINKLESPRUIT-AMANZIMTOTI

TsholofeloRating, 5 stars10 months ago
Beautiful apartment, right next to the beach with a lot to do inside the complex.
A dining area features a wooden table surrounded by red chairs, with expansive sliding doors that reveal unobstructed sea views. Natural light fills the space, complemented by wooden accents. The horizon displays a calm ocean under a soft gray sky, enhancing the connection to the surrounding landscape.
Apartment in Freeland Park
4.6 out of 5 average rating, 15 reviews

9 Seesonnet, Scottburgh

RakshaRating, 5 stars32 months ago
It was a lovely getaway, sea views were amazing,beautiful place

Quick stats about vacation rentals that are family-friendly in Pennington

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$6,276 GYD before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    80 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore