Cottages for 5 people in Isle of Wight

For a family escapes or with groups of friends on the Isle of Wight we have hand-picked 120 holiday cottages that sleeps five or more!

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We have 120 cottages that sleep 5 on the Isle of Wight

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


24 Tollgate Cottages is a comfortable property just a stone's throw away from the beach, and a short walk from the local shops and dining in Seaview village. Situated on a small de...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £375 - £830

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


10 Tollgate Cottages is a pastel coloured, beach bungalow set in a small gated development close to the waterfront. Clean, neutral decor and its close proximity to the beach make t...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £375 - £830

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


6 Tollgate Cottages is a bright and cheery cottage set in a small, gated development near the pretty village of Seaview. Close to the beach, local shops and bars, and with Cafe Blu...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £375 - £830

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


This modern and bright bungalow with a south-facing garden is perfect for a family holiday and as it has a fully-enclosed rear garden, why not bring your four-legged friends? Sleep...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £384 - £850

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


1 Astra House is a comfortable, light and bright ground floor apartment set within a charming Victorian property in Seaview. Featuring an open plan layout, the dining-area, kitchen...

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

Price per week £398 - £895

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


30 Seaview Bay is a lovely three bedroom apartment set over two levels, offering sea views from the master bedroom balcony. Doors from the sitting-room lead to a decked area and pr...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Sat

Price per week £399 - £860

Dogs go free on holidays starting between 29th June to 5th July.

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


Merries offers simple, comfortable accommodation in a traditional beachside bungalow with a large rear garden and wooden terrace (there is a boat store beneath). The 1960s tiled fi...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £410 - £850

3 bedroom self catering cottage near the beach in Seaview.


This modern, well-presented town house is located in a small development in the centre of Seaview. A true home-from-home, 2 Sandpipers is perfect for a coastal break with the famil...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £418 - £945

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  • 10% off

    25 May 2018 - 1 Jun 2018

    £809.58 £728.62

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


1 Harbour Strand is a town house with jaunty decor, attractive furnishings and interesting prints, including some of the owners own artwork. It offers a games-room, with table-tenn...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

Price per week £424 - £1220

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


The Limes is nestled in a corner of St Helens Green overlooking the cricket pitch, with far reaching views from the rear master bedroom over Brading Marshes. The location is peacef...

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

Price per week £426 - £980

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