Cottages For May

Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit the Isle of Wight

Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties on the Isle of Wight. So have a look through our 144 holiday cottages available this May on the Isle of Wight.

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

We have 144 self catering cottages available to rent in May on the Isle of Wight

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


A beautiful Edwardian villa, with evident period charm, West Ingle boasts sea views from almost every room. Spacious, light and airy, many original features have been retained. Bot...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1324 - £1879

6 bedroom, rural self catering home with sea views in Seaview, Isle of Wight.


Bay House is an incredibly spacious and stylish Edwardian villa offering great sea views from many of its rooms. Lovingly refurbished throughout, the property is the ideal choice f...

  • Sleeps 12 + cot
  • Regret no pets
  • Changeover Sat

Price per week £1469 - £1975

6 bedroom, dog friendly self catering home near the beach in Ryde, Isle of Wight.


Full of character, Pelham Lodge is a top destination for a large group of friends or an extended family looking for a house for a celebratory occasion. Just a short stroll from Ryd...

  • Sleeps 14 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £2078 - £2661


If you are looking for a traditional cottage, look no further than Blakes Barn. Constructed from Island stone, the charm starts outside Blakes Barn with the beautiful brick work, t...

  • Sleeps 12 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1345 - £1798