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Family-friendly vacation rentals in Pennington

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Pennington family-friendly rentals

Family-friendly home rentals with a hot tub

Condo in Hibberdene
4.2 out of 5 average rating, 5 reviews

Marina Palms 3 Hibberdene apartment with seaviews

KarenRating, 5 stars16 months ago
Lovely set up enjoyed our stay very much
Top guest favorite
A comfortable living space features a green sofa surrounded by two patterned chairs. A glass coffee table displays a decorative arrangement of seashells. Artwork adorns the walls, while natural light fills the room through a nearby doorway.
Home in Bazley Beach
4.96 out of 5 average rating, 51 reviews

Shangrila Beach House

ChristelleRating, 5 stars3 weeks 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!
A tranquil pool is framed by neatly arranged brickwork and lush greenery. The pool is nestled against a white wall adorned with potted plants. Steps lead up to a higher level, providing access to additional outdoor space.
Apartment in eMkhomazi
5 out of 5 average rating, 16 reviews

Widenham Holiday Units

Olivier CohotAixRating, 5 stars17 months ago
the perfect hideaway in Umkomaas , wildlife coming to say hello each morning and owners more than nice ! than you
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, 125 reviews

Coastal Self Catering Garden Cottage

SthembisoRating, 5 stars3 months ago
I really enjoyed my stay. Oscar is a perfect host. He even invented me to braai he had with his friend and his son. We had greaf conversation over meal. The place is neat, clean and private.
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, 38 reviews

CodsView Beach House, Pennington

LeannRating, 5 stars1 month ago
This is our second visit to Cods View and it was again wonderful. A beautiful well equipped house with amazing views and sun rises. A perfect place to relax! Debs was there to welcome us even though we had last minute changes to our travel plans.

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 stars40 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....
An outdoor dining area is set with a wooden table surrounded by eight chairs, complemented by a decorative tablecloth. The terrace is partially shaded, featuring lush greenery and a view of the surrounding area. Bright natural light enhances the spacious atmosphere.
Apartment in Illovo Beach
4.88 out of 5 average rating, 8 reviews

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

JustinRating, 5 stars55 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!
A modern chalet is set against a clear blue sky, featuring a spacious lawn. The structure has large windows and a welcoming entrance, flanked by low shrubs. In the foreground, two individuals can be seen conversing near a fire pit, surrounded by a grassy area.
Home in Bazley Beach
4.61 out of 5 average rating, 18 reviews

Chalet Mitton - Bazley Beach

KirstynRating, 5 stars14 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, 56 reviews

Sea View Cottage

DharmeshRating, 5 stars3 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.
A thatched-roof pavilion is situated on a grassy area, providing a shaded space for relaxation. Wooden furniture, including chairs and a table, is arranged inside. The backdrop features a light-colored house, and lush greenery surrounds the setting, contributing to a tranquil outdoor atmosphere.
Home in Ezembeni
4.8 out of 5 average rating, 15 reviews

CoCotree Beach House

ShelleyRating, 5 stars11 months ago
We absolutely loved our stay at Cocotree. Would highly recommend this home. Definitely going to use this gem again!
A spacious patio features a beautiful swimming pool, with a small waterfall and surrounding lush greenery. Comfortable seating is arranged near the pool, and a covered area is visible in the background, providing shaded relaxation options.
Guesthouse in Port Shepstone
4.83 out of 5 average rating, 24 reviews

Sea4Ever

Thabani SizweRating, 5 stars42 months ago
Best place &the View was awesome...and Most definitely coming back before the end of the year.
The view from the property showcases the Indian Ocean with gentle waves lapping against the sandy shore. A pool can be seen in the foreground, surrounded by a grassy area. Beach chairs are arranged to the side, with coastal vegetation framing the scene.
Home in eMkhomazi
4.73 out of 5 average rating, 33 reviews

House on the Beach

BrigetteRating, 5 stars3 months ago
Our stay at the beach house was absolutely magical! From the moment we arrived, we were welcomed by an incredible team Khati and Mak who went above and beyond to make our stay unforgettable. Their professionalism and warmth truly stood out. The homeowner is an absolute delight—cheerful, kind, and always ready to help. The house itself is a stunning gem, offering a perfect blend of comfort and charm. But the highlight? The breathtaking view that greets you every day. We were even lucky enough to see dolphins swimming by—it was like something out of a dream! This place is a true slice of paradise. We couldn’t have asked for a better experience and can’t wait to return. Highly recommended!
A small pool is surrounded by paved decking, with three lounge chairs arranged nearby. Lush greenery and palm trees add a natural touch to the outdoor space, while walls ensure privacy. A single chair is positioned against the house, complementing the tranquil setting.
Home in Freeland Park
4.71 out of 5 average rating, 21 reviews

Thiseldoo

BiancaRating, 5 stars4 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.

Family-friendly home rentals with a pool

A panoramic view of the coastline is presented from a balcony, with golden sands meeting the blue waters of the Indian Ocean. Lush greenery frames the scene, enhancing the connection with nature and providing a serene backdrop.
Apartment in Winklespruit
4.34 out of 5 average rating, 38 reviews

Sancta Maria 40

NafeesaRating, 5 stars4 months ago
Jan's place was absolutely wonderful. Hanli is an amazing co-host who attended timeously to all our questions and requests. While the apartment and it's locations is beautiful, it must be noted that there is no direct beach access from the complex. Overall we had a pleasant stay
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 stars4 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 modern building features a curved design with multiple levels and large glass balconies. Surrounding greenery includes low shrubs and white flowers, while the serene swimming pool reflects the clear blue sky, enhancing the inviting atmosphere of the retreat.
Apartment in Scottburgh
4.11 out of 5 average rating, 18 reviews

Luxury Apartment Sea Horse 17

RiaRating, 5 stars55 months ago
Very interesting apartment and very unusual layout and we had a superb week!
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 stars29 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.
Townhouse in Hibberdene
4.68 out of 5 average rating, 19 reviews

Driftwood Cove - Walking distance to the beach

RoelienRating, 5 stars15 months ago
It was so nice, i didn't want to leave. It was everything and more. My loved ones had a ball. The people were nice, beaches were clean. This was everything i hoped for and more. Xxxx
Top guest favorite
Home in Pennington
5 out of 5 average rating, 23 reviews

The Whale House Beach Villa 1, Pennington

BeverlyRating, 5 stars3 weeks ago
The Whale House was perfect, peaceful, direct beach access, internet, security and friendly, helpful neighbour's. Debbie was so helpful and attentive, very grateful for easy check-in and check-out. We would love to be back soon!!

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