Cottages for October Half Term on the Isle of Wight

Pack your bags and round up the kids, an autumn holiday on the Isle of Wight is beckoning. Giving you something special to look forward to this October half term, all of our Isle of Wight cottages perfectly combine homely touches with modern luxuries. Take a look through our collection and find the one just right for you. The holiday of a lifetime is but moments away. 

A holiday on the Isle of Wight provides stunning coast, beautiful countryside and lots to see and do. With October often hanging onto good weather post-summer, it is a great time to explore the island and take in the sights. Making the most of the daylight hours before nights draw in and book yourselves a luxurious break on the Isle of Wight. Even if the weather takes a turn for the worse, stormy days can be hugely atmospheric, particularly if you have a sea view cottage on the Isle of Wight. As well as a complete inventory, many of our cottages offer unique facilities too, like games rooms and wood burners, so you can enjoy a break from the rhythm of everyday life in total comfort and style. Look through our 60 cottages available for October half term and find your favourite one.

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

60 luxury cottages for 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

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

Price per week £595

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 £604 - £929 *

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* Includes 35% off for parties up to 4 + cot between 13 Oct and 15 Dec 2018. Only two bedrooms are available at the discounted rate, please confirm which bedrooms you wish to use on booking.

  • 25% off

    20 Oct 2018 - 27 Oct 2018

    £928.54 £696.40

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 sea shore of Gurnard. Each room has been thoughtfully decorated to make you feel relaxed and the op...

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

Price per week £636 - £795

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  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £795.00 £636.00

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, this holiday cottage is near the beach in St Helens, Isle of Wight.


Little Black Barn at Hill Farm is a beautifully converted property of a contemporary style, set in a stunning south facing location at the top of a hill on the outskirts of St.Hele...

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

Price per week £859

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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 £409 - £511

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  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £511.45 £409.16

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

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


10 Tollgate Cottages is a pastel coloured, beach bungalow set in a small gated development close to the waterfront. Clean, neutral decor and its close proximity to the beach make t...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £424 - £530

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  • 20% off

    19 Oct 2018 - 26 Oct 2018

    £530.12 £424.10

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


3 Harbour Strand is a comfortable, neutrally decorated holiday home in a small, quiet development close to Bembridge village and the harbour. It's an easy property in which to holi...

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

Price per week £492 - £615

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  • 20% off

    20 Oct 2018 - 27 Oct 2018

    £614.91 £491.93

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