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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- 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....
A single-story structure features a reddish-brown exterior with large windows covered by blue curtains. A well-maintained grassy area surrounds the building, complemented by lush greenery in the background. A small concrete patio extends in front, providing access to the entrance.
Home in Port Shepstone
4.62 out of 5 average rating, 21 reviews

Fish Eagle Rest

SachaRating, 5 stars4 months ago
Loved this little gem. Close but not too close fr areas. Very spacious and quiet.
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

Superhost
A small swimming pool is situated beside a blue-roofed building, surrounded by lush greenery. The pool features a step-down entry, and a planter with tropical plants is positioned nearby. Climbing vines and flowering plants are observed in the background, enhancing the tranquil setting.
Apartment in Port Shepstone
4.81 out of 5 average rating, 47 reviews

The Beaches - Marine Cottage (First Floor Unit)

KimRating, 5 stars4 months ago
The Beaches is a gem. The view is amazing and waking up to the sound of the ocean with the view from the bed was simply amazing. Honestly felt this was a home away from home thank you so much, we will be back to explore our “retirement “ home very soon we didn’t have enough time in this occasion but KZN South Coast doesn’t get enough credit.
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.
Apartment in Doonside
4.55 out of 5 average rating, 145 reviews

Shangra-La Beach Holiday "newly renovated".

MichelleRating, 5 stars4 weeks ago
Place is stunning, will definitely book here again, views are stunning, kitchen is beautiful and the rest is also great! we all really enjoyed it
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
A spacious living area features a dark leather sectional sofa complemented by decorative cushions. A ceiling fan hangs above, while a large mirror reflects sunlight. A coastal image adorns the wall, and greenery is provided by a potted palm. Natural light fills the room through nearby windows.
Apartment in Freeland Park
4.6 out of 5 average rating, 15 reviews

9 Seesonnet, Scottburgh

RakshaRating, 5 stars30 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

    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