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. Read more

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 135 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

135 luxury cottages for October half term on the Isle of Wight

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £880

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


Mallards is a spacious, three-storey Edwardian house in Seaview village and a much-loved family home. Enjoying a great location just yards from the seafront, it's the perfect choic...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £880

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £925

4 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Set within a converted Victorian villa, Eversley Apartment is a large, contemporary split level apartment. With modern furnishings, this property offers a luxury option for a coast...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £925

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £975

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


This completely refurbished cottage is nestled at the end of Ryde Road, just a short walk from the beach and Seaview village. With off-street parking and a lovely large garden to t...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £975

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  • 15% off

    22 Mar 2019 - 29 Mar 2019

    £974.98 £828.73

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £995

3 bedroom self catering apartment with sea views in Shanklin, Isle of Wight.


Cromwell Apartment is a high end, beautifully presented, first floor apartment in a Victorian villa in Shanklin. Not your average beachfront apartment, the Cromwell comes with a de...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £995

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1015

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


Tides Reach is a wonderful, newly modernised family house along the Seaview Duver just a short walk into Seaview Village and the Yacht Club. Tides Reach has a stylish open plan sit...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1015

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1066

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


Walnut Cottage is a real find if you're looking for a spot of luxury on holiday. Tucked away in central Seaview village Walnut offers spacious accommodation over two floors and an ...

  • Sleeps 8 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £1066

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1071

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight


With stunning sea views from not one but two balconies Solent View Road is a wonderful holiday destination within a few minutes' walk from Seagrove Bay. Located just on the outskir...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1071

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1200

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


Tucked out of sight yet right in the heart of Seaview village Buckland Place is a stunning home, beautifully renovated by the new owners and just a stone's throw from the beach and...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Fri

7 nights from £1200

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1350

4 bedroom self catering cottage near the beach in St Helens, Isle of Wight


This absolutely stunning barn conversion is a little slice of luxury just outside the village of St Helens, only a short stroll to the St Helens Duver, sand dunes, beach and the Ba...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1350

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1600

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


This pretty attached Victorian cottage sits in the grounds of the Priory Estate and comes with use of its many diversions. With 70 acres of grounds to explore, plus a stunning priv...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1600

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  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £999.96 £799.97

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