Cottages for October half term on the Isle of Wight

Sometimes the summer sun extends well into winter on the Isle of Wight, so try a holiday cottage for October half term.

October can be the most colourful month of the year, with trees parading their final flourish before stripping bare for the winter. Take the kids on a half term holiday to remember and soak up the last hints of green on the Isle of Wight. A day out to a public garden might not be first on the children's list of things to do but running through tunnels lined with golden leaves and feeling the crunch underfoot will soon have them jumping in leafy mounds with excitement. The sea has a magical quality, reflecting the October sky and sparkling on the horizon. It doesn't matter if the weather takes a turn for the wintery worse, as a good storm will liven up any school holiday - stand safely back from the sea and feel the salty spray. 

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 146 self catering cottages for the October half term on the Isle of Wight

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


Solent View is an immaculately presented seaside villa just metres away from the seafront of Gurnard. Each room has been thoughtfully decorated to make you feel relaxed and the ope...

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

Price per week £795

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  • 20% off

    4 May 2018 - 11 May 2018

    £700.00 £560.00

2 bedroom, rural holiday apartment near the beach in Freshwater, Isle of Wight


This beautiful contemporary apartment is literally on the beach front, offering stunning views of the picturesque Freshwater Bay. Extremely well appointed, the apartment offers mod...

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

Price per week £795

We’ve been raising the standards of self catering holidays since 1977.

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


This stylish and under stated first floor apartment offers you spectacular views across Cowes Harbour and over The Solent to the main land, with a contemporary interior all located...

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

Price per week £932

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


On the promenade of Ventnor seafront, Villa Amanti is an immaculate south facing, ground floor apartment with uninterrupted sea views from its sunny seating area, accessed through ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £950

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


A Victorian property set on a quiet road and yards from the beach. Oaks is a well-equipped property, decorated to a high standard and perfect for families with open plan seating an...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £464

2 bedroom, dog friendly holiday apartment near the beach in Shanklin.


Park Lodge Annexe is a beautifully presented lower ground floor apartment within walking distance to the Rylstone Gardens and the Chine. The cliff path is a minute stroll away, lea...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £511

2 bedroom self catering cottage at Island Harbour, near Newport.


Spring Tide is a delightful holiday cottage situated in a small development at Island Harbour Marina on the banks of the River Medina. The marina is set in a beautiful secluded val...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £511

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


1 The Saltings is a lovely three bedroom, lower ground floor apartment - perfect for those with young children and buggies - and it's just a hop, skip and a jump away from the pebb...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £513

Our guests rate us 4.8/5 on Feefo, the independent review site.

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


4A Ship House, an attractive townhouse positioned right in the middle of Seaview, is perfect for a family looking for a coastal break. 'Ship shape' in presentation, the fantastic t...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £518

2 bedroom self catering apartment near the beach in Ventnor, Isle of Wight


Accessed via a set of stairs, this bright and airy first and second floor apartment offers contemporary accommodation, with large and spacious rooms packed with period features, hi...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £527

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