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 159 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 159 self-catering cottages by a beach on the Isle of Wight

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

7 nights from £420

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

7 nights from £420

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

7 nights from £426

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 will not soon forget. If you long for th...

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

7 nights from £426

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

7 nights from £448

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. It is the perfect get-away for a small family, a couple or two...

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

7 nights from £448

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

7 nights from £450

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


This is a wonderfully secluded property with a charming garden and spacious balcony, all within a few minutes from the idyllic Seagrove Bay in Seaview. There are several steps up t...

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

7 nights from £450

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

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

7 nights from £450

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


Tucked away down a quiet road leading to Fort Victoria Country Park on the outskirts of Yarmouth, Highgate is a superb holiday destination. Laid over one floor this property provid...

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

7 nights from £450

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

7 nights from £458

2 bedroom self catering apartment near the beach in Seaview.


A ground floor apartment set within a gated development, 2 Springfield Court enjoys use of eight acres of shared grounds, a heated outdoor swimming pool and tennis court. It would...

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

7 nights from £458

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

7 nights from £475

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


With uninterrupted views across the Solent from the balcony, this first floor apartment is the perfect seaside bolthole to while away the days relaxing with a good book, a glass of...

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

7 nights from £475

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

7 nights from £480

2 bedroom self catering apartment near the beach in Seaview.


Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...

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

7 nights from £480

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £525

2 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £525

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

7 nights from £600

2 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight


Beginning its life as accommodation for troops during the First World War, The Blue Beach House has undergone many transformations in its time until its present day status as a cha...

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

7 nights from £600

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

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