Holiday Cottages by a Beach on the Isle of Wights

A trip to the Isle of Wight wouldn't be complete without visiting the beach. So why not go one better? For a real seaside break, why not stay in a beach holiday cottage. Pick a holiday cottage with spectacular sea views, or choose somewhere just steps away from the seashore. Dip your toes in the cool water and breathe in a healthy dose of sea air; a holiday in the Isle of Wight has never felt so good. 

Browse our selection of luxury holiday cottages near the beach and get ready to enjoy the holiday of a lifetime on the Isle of Wight. Our extensive range includes everything from one-bed retreats to big family-friendly holiday cottages with room for all the family and some friends too. Spend a couple of weeks this summer in a luxury beach cottage and watch as your children play in the sand. Then, book in a winter break with an open fire and get ready for cosy evenings in listening to the waves on the shore. 

Cottages Near the Beach on the Isle of Wight

Solo escape or mass group gathering, cottages near the beach provide a stunning and atmospheric choice. Browse through our collection of 172 available cottages and find the right one for you. All of our self-catering cottages are personally and regularly inspected. Each is also fully-equipped, including a full inventory with everything from your bed linens, to your morning coffee pot to the last teaspoon provided. 

If you've got a four-legged member of the family, it's good news. Many of our cottages are dog-friendly, so pick a holiday outside of the doggy beach ban and let your canine companion enjoy days on the beach too. 

At Classic Cottages, we want your whole experience to be as smooth and easy as possible. If you have any questions, don't hesitate to get in touch

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 172 self-catering cottages by a beach on the Isle of Wight

6 bedroom, rural self catering home near the beach in Shanklin, Isle of Wight.


Luccombe Chine House is a luxuriously finished spacious home offering six bedrooms, all en suite, and offering stunning views. The area is very secluded and accessed by a slightly ...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1495 - £2995

6 bedroom, dog friendly self catering home near the beach in Ryde, Isle of Wight.


Full of character, Pelham Lodge is a top destination for a large group of friends or an extended family looking for a house for a celebratory occasion. Just a short stroll from Ryd...

  • Sleeps 14 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1440 - £3290