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

2 bedroom self catering apartment near the beach in Seaview.


A spacious, stylish, ground floor apartment in the sought-after Springfield Court complex, Apartment 4 offers guests the shared use of eight acres of mature landscaped grounds, a t...

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

Price per week £366 - £810

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


Fir Cottage is an attractive and contemporary conversion of a Victorian home, located right in the heart of St Helens. The village green (England's second largest) lies a few yards...

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

Price per week £373 - £840

2 bedroom self catering apartment near the beach in Ryde.


With spectacular views of the Solent, 3 Windsor House is a neutrally decorated second floor apartment with simple, modern furnishings, just yards from the beach and a short walk in...

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

Price per week £374 - £795

2 bedroom self catering cottage with sea views in Seaview.


North View is a wonderful holiday hideaway just on the outskirts of Seaview with sea views across the Solent from the kitchen/dining-room and first floor bedrooms. Set back from th...

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

Price per week £375 - £825

Dogs go free on holidays starting between 29th June to 5th July.

2 bedroom thatched self catering cottage with sea views in Seaview.


1 Thatched Cottage is a 19th Century cottage by the sea, with wonderful sea views. The thatched roof gives the property an old world charm and traditional appeal. Decorated to a hi...

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

Price per week £379 - £920

3 bedroom rural self catering cottage near the beach in St Helens, Isle of Wight


Newlands is a charming detached cottage located just off the Green, in the picturesque village of St Helens. Its location is very peaceful yet within walking distance to the villag...

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

Price per week £383 - £725

2 bedroom self catering apartment with sea views in Ryde.


8 Appley Sands is a spacious, purpose built, top floor apartment overlooking the Solent and the award-winning beach at Appley. With en suites to both bedrooms, and comfortable, mod...

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

Price per week £385 - £840

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


Westbourne Cottage is a pretty, pastel-coloured, holiday cottage, located in the picturesque Seagrove Bay. The single level accommodation (ideal for less able guests) is lightly de...

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

Price per week £390 - £795

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 village of Ventnor. The house is built into the hill so this firs...

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

Price per week £401 - £860

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. Located in the heart of Seaview, the village shops...

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

Price per week £403 - £870

Our property managers are local experts who handpick perfect places to stay.

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