School Summer Holiday Cottages on the Isle of Wight

A whole six weeks of entertaining the children on top of everything else can be a struggle, so why not escape for a week or two by heading south and west.

The school holidays are finally here! Now, what to do with them? A whole six weeks of entertaining the children on top of everything else can be a struggle, so why not escape for a week or two by heading west. Leave the children with the grandparents for a romantic break away to recharge your batteries, or take advantage of some true family time and have a holiday to remember in a holiday cottage. 

Granny and Grandpa can come along and relax (and maybe keep an eye on the kids so you can have a quiet dinner out for once?). Or bring your friends and their family for one big fun experience in either a large manor house or two separate cottages side by side. Holiday near the sea for bucket and spade beach days, or stay further in land to enjoy panoramic hilltop views and dog walking havens – the moors are a great place to holiday if you want to bring your four-legged friend.

Whatever you are looking for in a summer break, choose the flexibility a holiday cottage on the Isle of Wight will give you. 

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

We have 70 self catering cottages for the summer holidays on the Isle of Wight.

3 bedroom self catering cottage near the beach in Seaview.


This modern, well-presented town house is located in a small development in the centre of Seaview. A true home-from-home, 2 Sandpipers is perfect for a coastal break with the famil...

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

Price per week £851 - £945

3 bedroom self catering cottage in East Cowes, Isle of Wight


Turnstone is a beautifully designed, newly built town house situated overlooking the River Medina on the north coast of the island and within walking distance of Osborne House. Fro...

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

Price per week £875 - £995

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  • 20% off

    26 May 2018 - 2 Jun 2018

    £824.95 £659.96

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


Nestled in the heart of Seaview village this lovely ground floor apartment is a stone’s throw from the sea front and all the village amenities. Seaview is an idyllic Edwardian reso...

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

Price per week £895 - £1000

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


A classic red brick Victorian home, with lovely bay windows adding to the period charm, Haslemere is a family home just a short walk from Yarmouth village. The property has an invi...

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

Price per week £990 - £1010

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 £995

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


With wonderful views over Bembridge Harbour and Brading Marshes, 5 Yar Quay is a charming three storey house in St Helens within walking distance of Bembridge Village. The sitting-...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £1015 - £1150

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

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


This truly lovely holiday home, with a wood-burner, is a great choice whatever the season. 1 Barton Lodge is a beautiful property which has been lovingly restored with your comfort...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £1047 - £1190

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 £1065 - £1200

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 £1400

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


A gorgeous Victorian three bedroom house on the outskirts of Shanklin with a lovely secluded garden and a private swimming pool. Beautifully decorated throughout, the Owner has tak...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £1495 - £1595

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  • 10% off

    1 Jun 2018 - 8 Jun 2018

    £870.07 £783.00

  • 10% off

    8 Jun 2018 - 15 Jun 2018

    £960.03 £864.00

  • 10% off

    15 Jun 2018 - 22 Jun 2018

    £960.03 £864.00

  • 10% off

    22 Jun 2018 - 29 Jun 2018

    £1299.93 £1170.00

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