Isle of Wight Holiday Cottages with Special Offers

Isle of Wight Holiday Cottages with Special Offers

With its picturesque coastline, verdant countryside, and historic sites, the Isle of Wight is never short of fascinating days out. Embark on a spontaneous stay with one of our special offer cottages for a jam-packed holiday full of royal sites, breathtaking walks, and epic eateries - not to mention a whole selection of golden, sandy beaches. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

Browse our collection of 3 holiday homes with a special offer in Isle of Wight

Starboard Side is a 2 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £534 *

Starboard Side

4736

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


This gorgeous and beautifully presented cottage is within walking distance of lovely Gurnard beach and has wonderful sea views from the first floor main bedroom. The owner of Starb...

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

7 nights from £534 *

View
  • 50% off

    1 Sep 2025 - 8 Sep 2025

    From £901.85 £450.92

Solas is a 4 bedroom self catering cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1017 *

Solas

4459

4 bedroom self catering cottage with sea views in Seaview, Isle of Wight.


This superb, spacious detached house close to Seaview village has wonderful sea views from the first floor open plan sitting/dining-room and balcony. Taking full advantage of the v...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £1017 *

View
  • 25% off

    8 Sep 2025 - 13 Sep 2025

    From £1412.00 £1059.00

Sun Lodge is a 4 bedroom, dog friendly holiday cottage with sea views in Ventnor.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £857

Sun Lodge

5853

4 bedroom, dog friendly holiday cottage with sea views in Ventnor.


Step back in time and immerse yourself in the historic charm of Ventnor at this elegant Isle of Wight retreat with mesmerising sea views and generous spaces for a truly relaxing fa...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £857

View
  • 20% off

    26 Sep 2025 - 3 Oct 2025

    From £1071.00 £856.80

We've got 118 more holiday cottages in Isle of Wight that match your search.