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 4 holiday homes with a special offer in Isle of Wight

Barton Manor Lake Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £695

Barton Manor Lake Cottage

3581

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


Steeped in history Barton Manor is of great significance to the Isle of Wight’s heritage, situated adjacent to Osborne House and part of the original estate. The grand driveway lea...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £695

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  • 50% off

    18 Jul 2025 - 25 Jul 2025

    From £1391.00 £695.50

Windy Ridge is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1355 *

Windy Ridge

4464

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


Tucked away in the idyllic setting of Seagrove Bay and just steps away from the beach, Windy Ridge is a stunning semi-detached house with wonderful sea views from both the ground a...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1355 *

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  • 30% off

    1 Aug 2025 - 8 Aug 2025

    £3110.00 £2177.00

Our guests rate us 4.8/5 on Feefo, the independent review site.

Lucaya is a 4 bedroom self catering cottage near the beach in Ryde, Isle of Wight.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £603 *

Lucaya

3621

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


Welcome to Lucaya, a smart town house for eight set over three floors, a great space with a pretty enclosed rear patio and lawn, the ideal stay for a family looking for a seaside b...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £603 *

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  • 20% off

    9 Aug 2025 - 16 Aug 2025

    £1625.00 £1300.00

Orchard House is a 4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1176

Orchard House

3641

4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight


Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1176

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  • 20% off

    9 Aug 2025 - 16 Aug 2025

    £2450.00 £1960.00

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