Family-friendly vacation rentals in Pennington

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Popular amenities for Pennington family-friendly rentals

Family-friendly home rentals with a hot tub

A whale's tail is prominently visible as it dives into the ocean, sending up sprays of water. Nearby, other whales can be seen surfacing, creating gentle ripples in the calm sea. The clear blue sky is reflected in the water, offering a serene maritime scene.
Condo in Hibberdene
4.33 out of 5 average rating, 6 reviews

Marina Palms 3 Hibberdene apartment with seaviews

ChantelRating, 5 stars1 month ago
Thank you Cynthia for hosting us,we had a wonderful family vacation.
Top guest favorite
A colonial beach home is shown amidst a landscaped indigenous garden. The white exterior contrasts with vibrant greenery, while expansive windows allow natural light to filter in. A view of the sea is visible in the background, enhancing the tranquil setting.
Home in Bazley Beach
4.96 out of 5 average rating, 51 reviews

Shangrila Beach House

ChristelleRating, 5 stars2 months ago
This spot is the best and ideal for kids. From the big wrap around veranda, beautiful garden and big lawn (perfect for kiddies cricket and rugby matches) to the beach right on your doorstep, you can unwind, enjoy being outdoors and watch the kids living their best lives. We will definitely be back!
Guest favorite
A sunlit deck features a splash pool surrounded by loungers, one adorned with a blue towel. The deck offers unobstructed views of the ocean, framed by tropical plants and a light-colored exterior wall.
Home in Pennington
4.95 out of 5 average rating, 39 reviews

CodsView Beach House, Pennington

NickyRating, 5 stars1 month ago
We had the most magnificent stay in Bev and Phil's place - everything was amazing! It is impossible to put that view into words - and to wake up to it every morning was just unreal. I had to pinch myself every day to make sure I wasn't dreaming. Everyone in the family had the best time - the kids, the grandparents, and the pups included! Thank you Bev for being so welcoming, and just so lovely to deal with. You made our stay even more special. We can't wait to come back.
Guest favorite
An outdoor entertainment area is highlighted by a wooden dining table with chairs, set under a covered patio. A swimming pool is visible, surrounded by a paved border. A friendly dog can be seen standing near the side of the pool, adding a homely touch to the space.
Home in Kingsburgh
4.78 out of 5 average rating, 126 reviews

Coastal Self Catering Garden Cottage

PunoRating, 5 stars2 months ago
A lovely garden cottage, only 5min drive from the beach. Very peaceful and extremely clean! Loved my stay and would highly recommend it for solo travellers and couples. Thank you Oscar.
A bright bedroom features a spacious bed with white linens and vibrant red accent pillows. A large window frames the sea view, allowing natural light to fill the room. Dark patterned curtains add a touch of elegance to the serene atmosphere.
Apartment in Doonside

Shangri LA 208 in Durban SouthCoast

Apartment in Margate
New place to stay

An awesome seaside apartment

Family- and pet-friendly home rentals

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 stars15 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 stars4 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.
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
4.8 out of 5 average rating, 15 reviews

CoCotree Beach House

ShelleyRating, 5 stars12 months ago
We absolutely loved our stay at Cocotree. Would highly recommend this home. Definitely going to use this gem again!
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.
A vibrant rainbow arcs gracefully across the sky, providing a colorful contrast against gray clouds. Lush greenery surrounds the scene, with waves gently crashing in the distance, creating a serene coastal atmosphere.
Bungalow in Port Shepstone
4.82 out of 5 average rating, 11 reviews

Canute's Cottage

HadleyRating, 5 stars44 months ago
This delightful family seaside cottage was a great stay for a large family, great value for money and great location. The place was clean and welcoming; as you enter the front door, you can see the ocean view. There is plenty space for everyone to stretch out and relax, lots of seating and dining areas both inside and outside on the sea facing porch. There are double stacking doors which open and maximise the living space (and the magic). There is a private entrance to the beach with a short and easy walk to the beach. My brother has a physical disability and uses crutches, and he was able to easily navigate this path to beach and back, and this is an extremely rare bonus feature. Big bedrooms with comfy beds, and ample cupboard space for your clothing & luggage. Every room has powerful ceiling fans. The showers were hot, and the pressure was great! A big garden space for kids to run around in and a swing to keep them entertained. A well-stocked kitchen with all the items you’d need; all very clean and well presented. Alexandra’s communication is superb – from immediate initial contact to instructions beforehand and to check everything was ok once we had checked in. Fortunately, Michael is also on site, knows the property, knows how everything works and was very accommodating to our needs/requests. We could not have asked for a better location. Overall a wonderful place; We would definitely recommend, as we feel so lucky to have found this little treasure along the beautiful South Coast.
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

Apartment in Scottburgh
4.67 out of 5 average rating, 3 reviews

Summer Sand holiday cottages (Sands Cottage)

MoniqueRating, 5 stars41 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 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.
Apartment in Doonside
4.56 out of 5 average rating, 147 reviews

Shangra-La Beach Holiday "newly renovated".

ThembiRating, 5 stars1 month ago
The place was homely,host up to security guard. Just need TLC on the main bathroom We really enjoyed our stay. There were games that keep us indoors. The swimming pool was clean n we enjoyed every second
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.

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

  • Total rentals

    100 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 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