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 28 holiday homes with a special offer in Isle of Wight

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

7 nights from £700 *

Driftwood

5613

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


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, perfect for couples and families and your four-legged companions who love to explore as much as you do. Th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £700 *

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  • 40% off

    18 Jun 2026 - 23 Jun 2026

    From £892.76 £535.65

Lawn End is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £632

Lawn End

3617

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


Tucked away in a quiet corner of the delightful village of Seaview, Lawn End is a cosy island retreat, tastefully furnished to offer contemporary living for families or a group of ...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £632

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  • 50% off

    23 Jun 2026 - 26 Jun 2026

    From £672.70 £336.35

  • 20% off

    3 Jul 2026 - 10 Jul 2026

    From £1099.00 £879.20

Garsdon is a 4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £861

Garsdon

3604

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


This lovely bright and spacious detached house located on a quiet lane in Seaview is just a ten minute stroll from the beautiful beach at Seagrove Bay. With a charming large enclos...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £861

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  • 30% off

    26 Jun 2026 - 3 Jul 2026

    From £1312.00 £918.40

  • 20% off

    3 Jul 2026 - 10 Jul 2026

    From £1435.00 £1148.00

Saye House is a 4 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1159 *

Saye House

4573

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


Just a few minutes from idyllic Seagrove Bay, Saye House has been stylishly renovated to a high standard offering a wonderful place to enjoy a well-earned rest on the Isle of Wight...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1159 *

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  • 30% off

    2 Jul 2026 - 6 Jul 2026

    From £1449.28 £1014.50

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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 £1500

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 £1500

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  • 20% off

    12 Jun 2026 - 19 Jun 2026

    £2039.00 £1631.20

Valdora is a 3 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £746

Valdora

4959

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


Perfectly situated in the heart of the charming village of Seaview, Valdora is a gorgeous holiday retreat, beautifully styled to offer the very best in contemporary living. Seaview...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £746

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  • 20% off

    13 Jun 2026 - 20 Jun 2026

    From £1134.00 £907.20

  • 20% off

    27 Jun 2026 - 4 Jul 2026

    From £1239.00 £991.20

  • 20% off

    4 Jul 2026 - 11 Jul 2026

    From £1327.00 £1061.60

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 £1223

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 £1223

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  • 25% off

    13 Jun 2026 - 20 Jun 2026

    From £1845.00 £1383.75

  • 25% off

    20 Jun 2026 - 27 Jun 2026

    From £1933.00 £1449.75

  • 25% off

    27 Jun 2026 - 4 Jul 2026

    From £2050.00 £1537.50

  • 25% off

    4 Jul 2026 - 11 Jul 2026

    From £2200.00 £1650.00

Bayside House is a 4 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight
  • Sleeps 8 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £1320

Bayside House

4178

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


This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes' walk to the water’s edge, a truly stunning holiday destination. The pro...

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

7 nights from £1320

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  • 20% off

    13 Jun 2026 - 20 Jun 2026

    £2492.00 £1993.60

  • 20% off

    4 Jul 2026 - 11 Jul 2026

    From £2748.00 £2198.40

  • 20% off

    11 Jul 2026 - 18 Jul 2026

    From £2972.00 £2377.60

Yardley is a 2 bedroom self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £574

Yardley

3697

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


Yardley is a charming Victorian cottage, set in the centre of the pretty sailing village of Seaview. The beach and local shops are only a few minutes from your doorstep making this...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £574

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  • 20% off

    19 Jun 2026 - 26 Jun 2026

    From £848.00 £678.40

  • 20% off

    26 Jun 2026 - 3 Jul 2026

    From £872.00 £697.60

25 Palmerston Road is a 3 bedroom self catering cottage near the beach in Shanklin.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £613

25 Palmerston Road

3538

3 bedroom self catering cottage near the beach in Shanklin.


Welcome to 25 Palmerston Road, a delightful holiday home perfectly situated in the charming town of Shanklin and just a short stroll away from the golden sandy beach and a good sel...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £613

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  • 20% off

    19 Jun 2026 - 26 Jun 2026

    From £913.00 £730.40

  • 20% off

    26 Jun 2026 - 3 Jul 2026

    From £940.00 £752.00

  • 20% off

    3 Jul 2026 - 10 Jul 2026

    From £981.00 £784.80

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

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