School Summer Holiday Cottages on the Isle of Wight

A summer on the Isle of Wight in a Classic cottage combines the ultimate holiday experience with luxury self-catering accommodation. Head out and about during the day and explore all that the Isle of Wight has to offer, and in the evening return to your own private paradise. For an unforgettable summer, we have 107 holiday homes available for you to rent. Read more

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 one evening?) 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

107 self-catering cottages for the summer holidays on the Isle of Wight

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £725

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


Right in the heart of the bustling sailing town of Cowes, 9 Crown Court offers great accommodation with a stunning roof terrace boasting uninterrupted views across the rooftops to ...

  • Sleeps 6
  • Regret no pets
  • Changeover Sat

7 nights from £725

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

7 nights from £729

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


This charming cottage is tucked away down an unmade road just off Bembridge Harbour, within walking distance of Bembridge village centre. The front and rear gardens of Old Railway ...

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

7 nights from £729

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

7 nights from £742

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


Trevenna is a thoughtfully designed holiday home in Seaview that really delivers when it comes to space, charm and comfort. It would be ideal for a family or several couples travel...

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

7 nights from £742

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £750

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


This lovely three bedroom ground floor apartment is within a few minutes’ walk to the beach and Seaview village with the added bonus of a mature garden with outdoor seating. The ne...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £750

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

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

7 nights from £850

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


Tucked away in the heart of Seaview village, 6 Seaview House is a charming ground floor apartment within a few minutes’ walk of the beach. It has private parking for two cars and a...

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

7 nights from £850

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

7 nights from £865

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

7 nights from £865

View
  • 15% off

    30 Mar 2019 - 6 Apr 2019

    £565.02 £480.27

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

7 nights from £884

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 would suit a family looking for extra space indoors and out or a couple wanting a ...

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

7 nights from £884

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

7 nights from £895

3 bedroom, rural self catering cottage in Newport, Isle of Wight


This property is a truly idyllic cottage situated in the grounds of a farm, with stunning countryside views and a lovely garden. This is what you would describe as holiday heaven. ...

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

7 nights from £895

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

7 nights from £900

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


Located on the corner of Ryde Road, Westbourne is a lovely property ideally placed for Seaview Village and the beach. The village amenities are just a few minute's stroll away and ...

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

7 nights from £900

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

7 nights from £918

3 bedroom self catering cottage near the beach in Seaview.


In a quiet position within a secluded courtyard in the village of Seaview, Raleigh Cottage is the perfect blend of old-world charm and contemporary comfort. It would suit a family ...

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

7 nights from £918

View
  • 15% off

    29 Mar 2019 - 5 Apr 2019

    £683.44 £580.92

Our guests rate us 4.8/5 on Feefo, the independent review site.

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