Romantic valentine breaks in Isle of Wight

What better way to show your loved one how much you care, than to whisk them off for a romantic Valentine's break in Isle of Wight?

Treat your other half to a romantic Valentine's break and whisk them away to Cornwall, Devon, Somerset, Dorset, the New Forest or over onto the Isle of Wight. The South and West is the perfect place to spend the Valentine weekend. Whether you fancy hiding away in a cottage deep in the heart of the countryside, or snuggling up in a cosy fisherman's cottage by the sea, we've got lots of romantic hideaways for you to choose from. Here's our selection of Luxury holiday cottages available for Valentine's breaks.

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

We have 134 luxury cottages for a valentine's break in Isle of Wight.

6 bedroom, rural self catering home near the beach in Shanklin, Isle of Wight.


Luccombe Chine House is a luxuriously finished spacious home offering six bedrooms, all en suite, and offering stunning views. The area is very secluded and accessed by a slightly ...

  • Sleeps 12 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £1495

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 £1440

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


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 £1094 - £1282