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

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


The Barn, a linked country cottage with a rustic interior and some exposed wooden beams, is located on the outskirts of Merstone and just minutes from the quaint village of Godshil...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £765

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


Formerly the officer's quarters of the coastguard station, 6 Coastguard Cottages has been beautifully decorated and offers a wonderful holiday home in Brook. This period property h...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £772

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


Tucked away down a quiet side street in the idyllic village of Seaview, Portholes is a fantastic holiday home just minutes away from the sea. All within walking distance from your ...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £795

3 bedroom self catering cottage in Whitwell, Isle of Wight


Set in the rural village of Whitwell less than three miles outside of Ventnor, Willow Tree Lodge is a semi-detached bungalow offering comfort inside and out. Inside there are delig...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £795

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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


A lovely three bedroom house in the heart of Seaview village within a few minutes walk to the seafront and Seaview Yacht Club. Beautifully decorated throughout with an open plan li...

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

Price per week £795

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


Bay Cottage is a lovely three bedroom detached property on the outskirts of Seaview village, located in Seagrove Manor Road, a quiet spot yet just a few minutes walk into the villa...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £850

3 bedroom self catering cottage near the beach in Seaview.


In a quiet position within a secluded courtyard in Seaview, Raleigh Cottage is complete with a cosy wood-burner for the cooler months, some lovely decking for outside dining and an...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £900

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. With...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £910

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


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

Price per week £929

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


This absolutely stunning property is laid over five mezzanine floors, has two sea-facing balconies and a hot tub with a sea view! Beautifully decorated throughout, The Lodge offers...

  • Sleeps 6 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £1100

We are Gold accredited with the Green Tourism Business Scheme.

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