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Family friendly holiday cottages on the Isle of Wight

We have 86 self catering cottages for a family holiday on the Isle of Wight to show you.

Wickings is a 3 bedroom, dog friendly holiday cottage near the beach in Ventnor.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £851 booking fees included

Wickings

6101

3 bedroom, dog friendly holiday cottage near the beach in Ventnor.

Nestled in the sheltered seaside town of Ventnor, blessed with its own gentle microclimate, this wonderfully welcoming and peaceful retreat is perfect for relaxing, unwinding and s...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £851

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Beggars Roost is a 3 bedroom self catering apartment with sea views in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £854 booking fees included

Beggars Roost

4346

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

This gorgeous first floor apartment in the heart of Seaview village is perfectly placed to reach everything within a few minutes' walk. The seafront is just around the corner, a po...

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

7 nights from £854

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Longdown Hall is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £864 booking fees included

Longdown Hall

4386

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

A stunning property in Ventnor on the southern tip of the Island, with the most sensational 180 degree sea views from the sun-drenched patio. Relax with your breakfast in the sunsh...

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

7 nights from £864

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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 £914 booking fees included

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 £914

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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 £1045 booking fees included

Oak Tree Cottage

4212

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

With gorgeous views over the Solent and the beach just a few steps away, Oak Tree Cottage is a delightful reverse level holiday home situated a short stroll from the village centre...

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

7 nights from £1045

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The Dairy is a 3 bedroom self catering cottage near the beach in Seaview.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1055 booking fees included

The Dairy

5631

3 bedroom self catering cottage near the beach in Seaview.

Set in the pretty village of Seaview, moments from the seafront, this delightful home-from-home is waiting to welcome you. The village centre is a short stroll away, here you will ...

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

7 nights from £1055

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Shore House is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1215 booking fees included

Shore House

3778

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

Perfectly located in the charming village of Seaview on the Isle of Wight, with wonderful Solent views and the luxury of a private heated swimming pool, Shore House is a delightful...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1215

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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 £1216 booking fees included

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 £1216

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St Hubert's Lodge is a 3 bedroom, dog friendly self catering cottage near Yarmouth.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1521 booking fees included

St Hubert's Lodge

6057

3 bedroom, dog friendly self catering cottage near Yarmouth.

Surrounded by tranquil countryside on the edge of the Isle of Wight National Landscape and close to the charming seaside island towns of Yarmouth and Cowes, St Hubert's Lodge is a ...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £1521

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Flackstead is a 3 bedroom self catering cottage near the beach in Brook, Isle of Wight
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2130 booking fees included

Flackstead

3913

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

Flackstead is a stunning eco-friendly house which has breathtaking and uninterrupted coastal views across Compton Bay towards The Needles. Perfect for both families and small group...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £2130

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

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