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 124 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

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

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £940

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


Offering a high standard of accommodation, the Worsley Apartment is a ground floor apartment housed within Shanklin Villa, a beautifully converted Victorian building. With a separa...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £940

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

7 nights from £383

2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


The Crows Nest is a second floor apartment at the top of a Victorian property in the historic village of Seaview. A family looking for a convenient base from which to enjoy the Isl...

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

7 nights from £383

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

7 nights from £406

2 bedroom, rural self catering cottage near the beach in Bembridge, Isle of Wight.


Take a few steps up to the entrance and you will find yourself in 3 Kings House, a ground floor apartment in a small development. It is the perfect base for a couple or a family wi...

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

7 nights from £406

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £422

2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.


Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is set...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £422

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

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

7 nights from £442

2 bedroom, rural self catering apartment near the beach in Ryde.


6 Sandlands is a modest top floor apartment with a large, open plan living area, just a stroll away from Ryde's wonderfully sandy beaches, the canoe lake and the children's sand pa...

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

7 nights from £442

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

7 nights from £446

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


The Lobster Pot is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview and next to a nature reserve. This beach bolt hole has dec...

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

7 nights from £446

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

7 nights from £450

2 bedroom self catering apartment with sea views in Seaview.


2 Bermuda is a lovely, neutrally decorated first floor apartment with wonderful views across the Solent, a balcony for al fresco drinks and a pretty garden. With both the beach and...

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

7 nights from £450

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

7 nights from £453

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


The perfect bolt-hole for families, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview. Just yards from the ...

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

7 nights from £453

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

7 nights from £459

2 bedroom, dog friendly apartment near the beach in Bembridge, Isle of Wight.


This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...

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

7 nights from £459

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £459

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


Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The new Owner has completely rede...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £459

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