Isle of Wight Cottages for May Half-Term

We have 44 May half-term cottages on the Isle of Wight

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

7 nights from £1428

30 Seaview Bay

3549

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


If you're searching for a place to stay by the sea, 30 Seaview Bay could be just the spot. Perched just steps away from the enchanting Seagrove Bay and Seaview Bay, this sunny apar...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £1428

6 Coastguard Cottages is a 3 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1524

6 Coastguard Cottages

3558

3 bedroom, dog friendly holiday cottage near the beach in Brook, Isle of Wight.


6 Coastguard Cottages is formerly the quarters of the Coastguard Station officers, now cosily decorated it makes for a peaceful island retreat. Positioned in a stunning coastal loc...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1524

6 Seafield Terrace is a 5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1113

6 Seafield Terrace

3562

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


6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1113

7 Sandpipers is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £858

7 Sandpipers

3568

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


Perfectly situated in the heart of the popular sailing village of Seaview on the eastern side of the Isle of Wight, 7 Sandpipers is a well-equipped town house set across three floo...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £858

Alcantara is a 3 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 £1254

Alcantara

3574

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


Located just a short stroll away from the beautiful beaches of Seaview, Alcantara is a magical place for a holiday. With oodles of space, stylish interiors and classic furnishings,...

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

7 nights from £1254

Barton Manor Farmhouse is a 4 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2300

Barton Manor Farmhouse

3580

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


Set in the stunning grounds of The Barton Manor Estate, with access to a private beach, 200 acres of woodland and close to Cowes on the Isle of Wight, Barton Manor Farmhouse is a b...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2300

Creekside is a 4 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1501

Creekside

3588

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


Aptly named and perfectly positioned on the banks of pretty Wootton Creek on the north coast of the Isle of Wight, Creekside is a gorgeous waterfront holiday home with delightful v...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1501

East Gull Sands 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 £761

East Gull Sands

3595

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


Seaview is a much sought-after and very charming village on the Isle of Wight and East Gull Sands sits in a magical position overlooking the beach, just a short stroll away from th...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £761

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  • 20% off

    11 Oct 2025 - 18 Oct 2025

    £584.00 £467.20

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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 £796

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 £796

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

7 nights from £876

Pandora Lodge

3642

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


Perfectly situated in the heart of the delightful village of Seaview on the Isle of Wight, Pandora Lodge is a lovely, spacious ground floor apartment forming part of a larger prope...

  • Sleeps 6 + cot
  • No pets
  • Changeover Sat

7 nights from £876

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