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 141 self catering cottages for the October half term on the Isle of Wight

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


One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...

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

Price per week £595

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 £602

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


With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea view...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £612

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 £617

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. The apartment boasts a private terrace overlo...

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

Price per week £664

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


10 Springfield Court is a wonderful, second floor apartment set within eight acres of communal grounds. The property also benefits from the shared use of an outdoor heated swimming...

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

Price per week £674

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

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


This stunning building is set back from the Seaview Duver accessed by an impressive driveway, as you enter through the grand set of gates and make your way up to the Penthouse you ...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

Price per week £675

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


Barton Manor Lake Cottage is a stylish, 100 year old lakeside property, oozing with character and offering spacious, single-storey accommodation on the Barton Manor Estate. Set wit...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £688

2 bedroom, rural self catering cottage with sea views in St Helens, Isle of Wight.


Set in an idyllic location by the water’s edge on St Helens Duver, The Retreat offers stunning accommodation for a family holiday on the Island. The property offers beautiful livin...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £751

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

    28 May 2018 - 3 Jun 2018

    £1100.00 £880.00

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