Holiday Cottages by a Beach on the Isle of Wight

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 116 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

We have 116 self-catering cottages by a beach on the Isle of Wight

Ledge View is a 3 bedroom, dog friendly cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £839

Ledge View

3764

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


Ledge View is a beautifully renovated semi-detached home just steps away from Forelands beach, lined with quirky beach huts, stretches of white sand, rock pools and an acclaimed ca...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £839

Fernsdale is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £861

Fernsdale

4005

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


Right in the heart of Seaview village, this semi-detached property has been completely renovated with a Skandi theme to offer a wonderful place to stay on the Isle of Wight. Just a...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £861

The Shute is a 3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £864

The Shute

4399

3 bedroom dog-friendly self catering cottage with sea views near Ventnor, Isle of Wight.


This gorgeous cottage, set in the breathtaking location of St Lawrence, has a large patio and unrivalled sea views. A truly magical place to sit and enjoy the scenery, the seaward ...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £864

Sheldonia is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £884

Sheldonia

5109

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


Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £884

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

Oak Tree Cottage is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £926

Oak Tree Cottage

4212

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


With a stunning spacious sea facing balcony, Oak Tree Cottage is in a superb location just steps from the beach and a short walk along the seafront into Seaview Village. An outdoor...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £926

Merivale is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1061

Merivale

4240

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


This lovely, light and spacious detached house located on Fairy Road in Seaview, just a short stroll from the seafront, makes a fantastic base for a wonderful holiday on the Isle o...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1061

6 Coastguard Cottages is a 3 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1097

6 Coastguard Cottages

3558

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


6 Coastguard Cottages is formerly the quarters of the Coastguard Station officers, now cosily decorated it makes for a peaceful island retreat. Positioned in a stunning coastal loc...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1097

9 The Ruskins  is a 3 bedroom self catering cottage near the beach in Bembridge, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1114

9 The Ruskins

4865

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


This delightful family holiday home can be found just a short stroll from the beautiful beaches of Bembridge and a wonderful array of traditional shops and restaurants. Light fille...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1114

Shore House is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Shore House

3778

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


A seaside sanctuary, Shore House is a beautifully decorated three-storey house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1118

Beachside is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1654

Beachside

5100

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


Welcome to your Island idyll, beautifully styled to offer contemporary seaside living at its best and perfectly situated on the beachfront in the heart of the much sought-after tra...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1654

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

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