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. 

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 181 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 181 self-catering cottages by a beach on the Isle of Wight

2 bedroom, dog friendly holiday apartment with sea views in Ventnor, Isle of Wight.


Gilmerton is a charming and spacious apartment, beautifully decorated, and located on the outskirts of the vibrant town of Ventnor. The house is built into the hill so this first f...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £392 - £900

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


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in central Seaview and enjoys uninterrupted sea...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £395 - £867

2 bedroom holiday apartment with sea views in Seaview, Isle of Wight.


22 Seaview Bay is an impressive two-bedroom waterfront apartment, set over two floors in the prestigious Seaview Bay development. It would suit a family with children able to navi...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £403 - £870

2 bedroom, dog friendly houseboat on the sea in Bembridge Harbour, Isle of Wight.


For a holiday with a difference this is it! Situated on a private pontoon in Bembridge Harbour, you will have fond memories of your time on this unique floating home for years to c...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £412 - £878

pretty 2 bedroom apartment in Yarmouth town centre, Isle of Wight


Located in the heart of the historic port town of Yarmouth, Harbour Life is perfectly situated within easy reach of the Wightlink ferry and public transport and just moments away f...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £417 - £830

2 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


Venice Lodge is a Georgian cottage located in a quiet residential area of the popular seaside town of Ryde. This is a unique house that you won't soon forget. If you long for want ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £417 - £857

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

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


7 Sandpipers is a modern townhouse, set in the heart of the popular sailing village of Seaview. Located just minutes from the seafront, with its beach, rock pools and coastal path,...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £420 - £980

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

Price per week £425 - £900

2 bedroom self catering cottage near the beach in Cowes, Isle of Wight


Just a five minute walk from the heart of Cowes and Sheppard's Wharf, The Bird House is a charming cottage which combines modern living with period features bringing character and ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £425 - £1400

2 bedroom self catering apartment with sea views in Ventnor.


With sea views from the terrace, and fresh, modern décor throughout, 2 St Josephs is a holiday maker's home-from-home. This spacious ground floor apartment is ideally situated betw...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £439 - £959

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