Holiday Cottages for October on the Isle of Wight

100 self-catering cottages on the Isle of Wight

Apt 1 Springfield Court is a 2 bedroom self catering apartment near the beach in Seaview.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £846 booking fees included

Apt 1 Springfield Court

3575

2 bedroom self catering apartment near the beach in Seaview.


Apt 1 Springfield Court is a luxurious, ground floor apartment, set in an exclusive development in the picturesque village of Seaview. It would suit a small family or a couple in n...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £846

Barton Manor Farmhouse is a 4 bedroom, dog friendly Farmhouse with access to a private beach in East Cowes, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1925 booking fees included

Barton Manor Farmhouse

3580

4 bedroom, dog friendly Farmhouse with access to a private 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 £1925

We are Gold accredited with the Green Tourism Business Scheme.

Blackberries is a 3 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £867 booking fees included

Blackberries

3583

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


A warm Isle of Wight welcome awaits you at Blackberries, a pretty coastal cottage which offers a peaceful escape for families, small groups or couples alike, in the delightful sail...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £867

Creekside is a 5 bedroom, dog friendly holiday cottage with sea views in Wootton, Isle of Wight.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1125 booking fees included

Creekside

3588

5 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 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1125

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 £536 booking fees included

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 £536

Faithfull Cottage is a 2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £487 booking fees included

Faithfull Cottage

3600

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


Faithfull Cottage is a welcoming retreat situated within two miles distance of St Helens village on the Isle of Wight, as well as a gorgeous beach, RSPB Nature Reserve and the vill...

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

7 nights from £487

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 £920 booking fees included

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 £920

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 £733 booking fees included

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 £733

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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 £670 booking fees included

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 £670

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  • 30% off

    19 Sep 2026 - 26 Sep 2026

    From £929.00 £669.20 booking fees included

Mallards is a 5 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £859 booking fees included

Mallards

3627

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


Perfectly situated in the sought-after village of Seaview, just a short stroll from the beach and village centre, Mallards is a charming three-storey detached Edwardian town house ...

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

7 nights from £859

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