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Beachfront vacation rentals in Pennington

Find and book unique beachfront homes on Airbnb

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Popular amenities for Pennington beachfront rentals

Pet-friendly beachfront home rentals

Home in Port Shepstone
4.79 out of 5 average rating, 19 reviews

Holiday home with spectacular sea views

JeanneRating, 5 stars4 months ago
Thank you for sharing your holiday haven with us. We thoroughly enjoyed our stay. We had everything we needed and more. We loved the beautiful views and peaceful area. Definitely will recommend and would love to come back.
Guest favourite
Home in Port Shepstone
4.75 out of 5 average rating, 40 reviews

At Three Palms Beach House

JadineRating, 5 stars2 months ago
It was just what we wanted a little bit of peace with the ocean at our door step. The house could do with a few upgrades but thats life living at the sea and the salt sea air, it won't however stop us from staying there again! It was safe and had everything we needed for our stay! Thomas the caretaker was there for anything we needed, he was also not intrusive and left us to do our thing! We didnt want to leave and again would definitely book another stay there!
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.
Home in Freeland Park
5 out of 5 average rating, 4 reviews

Beautiful beach house

SandheeraRating, 5 stars77 months ago
The beach cottage is roomy and inviting and feels just like home. There is enough space for big families with kids, and the amenities are just the right way away from the house which is tucked away from the central hustle and bustle - like every beach holiday should be!
Top guest favourite
Cottage in Port Shepstone
4.88 out of 5 average rating, 16 reviews

23 Ambleside Family cottage by the sea

SiretaRating, 5 stars10 months ago
My kids stayed with Catherine for more than a week and enjoyed every moment. Great location, and Catherine really made them feel comfortable. The place was cute, and the kids would love to stay at Catherine's place when they visit Port Shepstone again. Great value for money! Thank you Catherine!!
Home in Port Shepstone
4.88 out of 5 average rating, 16 reviews

The Holiday Home on the Beach

IngeRating, 5 stars16 months ago
A little piece of heaven. Right on the beach - it’s surreal. Lots of space to grab a quiet moment or converge together over a meal with the sea as a backdrop. The house has everything you need and more. Thomas is quietly unobtrusive and very efficient at looking after the house and comfort of the guests. Highly recommended.
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!
Top guest favourite
Apartment in Port Shepstone
5 out of 5 average rating, 7 reviews

Galene Beach Cottage

KevaniRating, 5 stars5 months ago
Such a beautiful stunning serene beach house! Jean Paul and his wife are such amazing souls. The apartment is so trendy and the view is simply breathtaking. This apartment fits the profile of a beach home. My family including my pet dog had an amazing stay and Will definitely return. Thank you.

Beachfront home rentals with a pool

Home in Port Shepstone
4.83 out of 5 average rating, 24 reviews

The Tweni Beach Cottage

ThomasRating, 5 stars14 months ago
The house had everything you need for a stay. It is a very homely place. You walk out the garden straight onto the beach which is very convenient. We felt safe our whole stay with security cameras located around the property. We did have a problem with the security cameras coming on early in the evening and only going off at about 08:30 in the morning. We contacted Caryn and Callan who advised what to do to get around the problem. The backup power system is great while there is load shedding. Obi the housekeeper was great and was always around if we needed help. Would definitely stay here again if in the area.
Apartment in Winklespruit
4.78 out of 5 average rating, 32 reviews

Sea view self-catering apartment: Beach access

GeorginaRating, 5 stars38 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!
Apartment in Pennington
4.62 out of 5 average rating, 46 reviews

Joe and Maria Hideout - PROTEA UNIT

AntonRating, 5 stars3 months ago
Maria was super friendly and felt like we knew her for ages. The place was super close to the beach, literally just walk across the road and go for a swim on a beautiful beach. Close walk to the ski boat club too. We had a lovely peaceful braai on the stoep listening to the ocean followed by a night swim in the pool. Only wish we stayed longer
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!
Home in Pennington
5 out of 5 average rating, 3 reviews

Coral Beach House - a little slice of heaven.

SueRating, 5 stars2 weeks ago
We had an amazing Easter long weekend. The house has everything you could possibly want, an entertainers dream! The access to the beach is a bonus and it's a blue flag beach, another big plus! We had a great weekend, thank you Sharon!
Guest favourite
Apartment in Port Shepstone
4.89 out of 5 average rating, 28 reviews

Stunning IndianOcean views@ComfyBeach Escape

MichelRating, 5 stars3 months ago
Lucinda is een aardige mevrouw en de ruimte was schoon en netjes. En het uitzicht was fantastisch.
Cottage in Pennington
4.85 out of 5 average rating, 33 reviews

Kelso, Pennington South Africa family home

MichelleRating, 5 stars10 months ago
Our stay at Whale's Tail was simply glorious! The cottage is beautifully decorated and has everything you could possibly need. The views over the ocean are stunning and we saw whales and dolphins every day. Sitting on the veranda and watching the sunrise made our stay unforgettable. The swimming spot is a short walk along the beach and the rockpools are right in front of the cottage. I would highly recommend a stay at here and would love to come back one day. Thanks to Vashti and her family for sharing your little piece of paradise with us.
Guest favourite
Apartment in Hibberdene
4.88 out of 5 average rating, 8 reviews

C-Batical Apartment Hibberdene

JessicaRating, 5 stars4 months ago
What a fantastic find! We had a wonderful holiday at Basil's super comfy & perfectly situated unit. Fabulous views in a secure, well-equipped complex just a few 100m from shops, restaurants & the awesome Blue Flag beach. Rooms were spacious & comfortable with ceiling fans to keep us cool. Watch the sun rise from the patio or complex bench overlooking the ocean then stroll onto the pristine beach to make happy memories that will last a lifetime. Thank you Basil for the holiday haven you have created at C-batical - we will most definitely be back!

Private beachfront home rentals

Guest favourite
Apartment in Scottburgh
4.88 out of 5 average rating, 41 reviews

Apartment 16 On The Beach Scottburgh

Jo-AnnRating, 5 stars4 months ago
This unit was very comfortable, clean and well set out. Having a dishwasher , washing machine and tumble dryer was so convenient , in addition to the beautiful kitchen with all the necessary appliances. You can’t ask for better sea views - enjoying a cup of coffee or a meal on the balcony with the sound of the waves is food for the soul. Private access to the beach without having to use a car every time was an absolute plus! Gillian was amazing from the time we booked with clear communication on all aspects , responding quickly to any questions and was extremely helpful but not overbearing at the same time. We had a fantastic family break in this very clean, comfortable and well kitted unit which has been well thought out. The complex is well looked after and access to a swimming pool after a hot day on the beach was awesome too. Highly recommmended.
Home in Bazley Beach
5 out of 5 average rating, 5 reviews

On the Rocks Beach House

EleanorRating, 5 stars8 months ago
We absolutely loved our stay here - wonderful (and well-equipped) house, with great hosts, and views to die for. And the whales and dolphins put on an amazing show for us from dawn to dusk!
Guest favourite
Apartment in Winklespruit
4.8 out of 5 average rating, 15 reviews

Stunning ground floor unit with wondrous sea view

AluwaniRating, 5 stars5 months ago
Its exactly what you see when viewing in the internet. Great and beautiful place indeed, we enjoyed the stay. We found everything we needed in the house. I would say its home away from home. Will be coming back soon for another visit. 😊😃
Home in Elysium
4.67 out of 5 average rating, 3 reviews

Eden East...Your Happy Place

LukeRating, 5 stars38 months ago
A splendid location, right on the beach. The property has a huge garden and the nearby iFafa tidal pool and rockpools are fun for the kids. Deon and Madelynn made us feel at home.
Villa in Port Shepstone
5 out of 5 average rating, 9 reviews

Dolphin Place

NicoleneRating, 5 stars24 months ago
An amazing place was beautiful and clean, had a super amazing host who was considerate and accommodating we will definitely be back it was just as described in the pictures. We really fell in love what a gem!! We really felt at home. The house has everything you could need on your vacation to make life so much easier.
Guest favourite
Apartment in Freeland Park
4.78 out of 5 average rating, 9 reviews

Black Rock Haven - Unit 1

TamlynRating, 5 stars2 months ago
We were blown away by this wonderful location and such incredible hosts. It felt like paradise, but at the same time also felt like home. We can't wait to visit again!
Apartment in Winklespruit
4.5 out of 5 average rating, 4 reviews

CABANAS DEL MAR -WINKLESPRUIT-AMANZIMTOTI

TsholofeloRating, 5 stars9 months ago
Beautiful apartment, right next to the beach with a lot to do inside the complex.
Condo in Freeland Park
5 out of 5 average rating, 4 reviews

*502 Shoreline Beach Flat* Strictly Halaal

AmyRating, 5 stars28 months ago
The apartment was neat and tidy with all that was needed. The host was accommodating and responded quickly to any queries. Loved the place. WiFi was a bonus. Would definitely like to return. I would gladly recommend this place to anyone seeking a family get together or a peaceful holiday. Thank you Sharifa!!!

Quick stats about beachfront rentals in Pennington

  • Total rentals

    20 properties

  • Nightly prices starting at

    $56 CAD before taxes and fees

  • Total number of reviews

    540 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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