Holiday Cottages by a Beach on the Isle of Wight

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. Read more

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 155 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 155 self-catering cottages by a beach on the Isle of Wight

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £479

3 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.


Formerly the officer's quarters of the coastguard station, 6 Coastguard Cottages has been beautifully decorated and offers a wonderful holiday home in Brook. This period property h...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £479

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  • 10% off

    11 May 2019 - 18 May 2019

    £608.95 £548.10

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £480

3 bedroom self catering apartment near the beach in Seaview.


With a comfortable interior, an unbeatable location, manicured grounds and the beach within easy reach, 3 Springfield Court has it all. This delightful holiday home would suit a fa...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £480

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £480

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Merries is a traditional beachside bungalow conveniently situated between Puckpool Park and Seaview village centre. It would suit a family wanting a convenient coastal holiday base...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £480

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £481

3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.


Trevenna is a thoughtfully designed holiday home in Seaview that really delivers when it comes to space, charm and comfort. It would be ideal for a family or several couples travel...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £481

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £490

3 bedroom self catering apartment with sea views in Seaview.


They say location is everything, and this property does not disappoint! Situated on the first floor, 2 Quay Rocks is a light-filled, modestly furnished apartment with a balcony, of...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £490

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £500

3 bedroom, dog friendly apartment near the beach in Seaview, Isle of Wight.


This lovely three bedroom ground floor apartment is within a few minutes’ walk to the beach and Seaview village with the added bonus of a mature garden with outdoor seating. The ne...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £500

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £500

3 bedroom self catering cottage with sea views in Cowes, Isle of Wight.


Right in the heart of the bustling sailing town of Cowes, 9 Crown Court offers great accommodation with a stunning roof terrace boasting uninterrupted views across the rooftops to ...

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £500

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505

3 bedroom, dog friendly holiday cottage near the beach in Freshwater, Isle of Wight


Welcome to Solent Peek, a lovely comfortable home in Totland on the West Coast of the Island. As the name suggests, there is sea view from the first floor master bedroom and it is ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £505

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £505

3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight


This charming cottage is tucked away down an unmade road just off Bembridge Harbour, within walking distance of Bembridge village centre. The front and rear gardens of Old Railway ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £505

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £525

3 bedroom self catering apartment near the beach in Seaview, Isle of Wight


Tucked away in the heart of Seaview village, 6 Seaview House is a charming ground floor apartment within a few minutes’ walk of the beach. It has private parking for two cars and a...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £525

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