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 20 holiday homes with a special offer in Isle of Wight

1 Starboard House is a 2 bedroom, rural self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £643

1 Starboard House

3507

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


If you're looking for a property that's practically on the beach, then this is it! 1 Starboard House perches just opposite the beach in the centre of Seaview village and enjoys uni...

  • Sleeps 4
  • No pets
  • Changeover Sat

7 nights from £643

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  • 20% off

    29 Mar 2025 - 5 Apr 2025

    From £859.00 £687.20

  • 20% off

    5 Apr 2025 - 12 Apr 2025

    From £985.00 £788.00

  • 20% off

    12 Apr 2025 - 19 Apr 2025

    From £1055.00 £844.00

6 St Josephs is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £427 *

6 St Josephs

3846

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


6 St Josephs is a top floor apartment with stunning panoramic sea views, which you can admire from the balcony, sitting-room and main bedroom! Ideally positioned between Bonchurch ...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £427 *

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  • 20% off

    4 Apr 2025 - 11 Apr 2025

    From £731.00 £584.80

Buckland Cabin is a 1 bedroom cabin near the beach in Seaview, Isle of Wight.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £540

Buckland Cabin

4853

1 bedroom cabin near the beach in Seaview, Isle of Wight.


Tucked away just off the High Street in Seaview, this recently renovated and beautifully presented cabin is ideal if you are seeking a romantic hideaway for two. Step inside th...

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £540

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  • 20% off

    4 Apr 2025 - 11 Apr 2025

    From £738.00 £590.40

  • 20% off

    11 Apr 2025 - 18 Apr 2025

    From £783.00 £626.40

Keepers Cottage is a 4 bedroom, rural self-catering cottage on the outskirts of Wootton, Isle of Wight
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £869

Keepers Cottage

4070

4 bedroom, rural self-catering cottage on the outskirts of Wootton, Isle of Wight


This gorgeous stone cottage is tucked away in the most idyllic and tranquil location; surrounded by fields and woodland, this is the perfect holiday setting to truly escape from it...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £869

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  • 20% off

    4 Apr 2025 - 11 Apr 2025

    From £1216.00 £972.80

Oak Tree Cottage is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £938 *

Oak Tree Cottage

4212

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


With a stunning spacious sea facing balcony, Oak Tree Cottage is in a superb location just steps from the beach and a short walk along the seafront into Seaview Village. An outdoor...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £938 *

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  • 20% off

    4 Apr 2025 - 11 Apr 2025

    From £1351.00 £1080.80

Dolphin Cottage is a 4 bedroom self catering cottage near the beach in Bembridge, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1047 *

Dolphin Cottage

4347

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


Within a few minutes’ walk of the village centre and located on an unmade road leading to the sea, Dolphin Cottage is a simply stunning house ideally laid out to make space for all...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1047 *

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  • 20% off

    4 Apr 2025 - 11 Apr 2025

    From £1820.00 £1456.00

Buckland House is a 4 bedroom self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1200 *

Buckland House

4290

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


Tucked out of sight yet right in the heart of Seaview, Buckland House is a stunning home, beautifully renovated by the owners and just a stone's throw from the beach and local vill...

  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1200 *

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  • 20% off

    4 Apr 2025 - 11 Apr 2025

    £1901.00 £1520.80

  • 20% off

    11 Apr 2025 - 18 Apr 2025

    From £1901.00 £1520.80

2 Little Cedars is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £885 *

2 Little Cedars

3520

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


2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £885 *

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  • 20% off

    4 Apr 2025 - 11 Apr 2025

    From £1770.00 £1416.00

  • 20% off

    11 Apr 2025 - 18 Apr 2025

    From £1911.00 £1528.80

Sugar Beach is a 2 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £415

Sugar Beach

5102

2 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight


Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...

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

7 nights from £415

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  • 20% off

    5 Apr 2025 - 12 Apr 2025

    From £542.00 £433.60

  • 20% off

    12 Apr 2025 - 19 Apr 2025

    From £518.00 £414.40

1 St Josephs is a 2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £564 *

1 St Josephs

4183

2 bedroom self catering apartment with sea views in Ventnor, Isle of Wight


With one of the best views on the Isle of Wight, 1 St Josephs is a superb ground floor apartment beautifully decorated throughout. The property has a large patio area spanning two ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £564 *

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  • 20% off

    5 Apr 2025 - 12 Apr 2025

    From £716.80 £573.44

  • 20% off

    19 Apr 2025 - 26 Apr 2025

    From £688.00 £550.40

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