May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover the Isle of Wight

With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to the Isle of Wight. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.

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

We've got 42 holiday cottages matching your search on the Isle of Wight...

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


Hillside is a traditionally furnished Victorian holiday home located conveniently close to the pretty beaches at Seagrove and Priory Bay. Spread over four floors, there is enough s...

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

Price per week £1321

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


The owners of 24 Sandcove Rise didn’t buy a television for the first few years of owning this property, as the sea views from the sitting-room made better viewing! Don’t panic, the...

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

Price per week £1400