Family friendly holiday cottages on the Isle of Wight

Family holidays on the island are the kind of adventure that children remember for years to come. Choose your favourite child-friendly cottage and ask us to book the ferry for you so the little ones can start getting excited.

Whether you are escaping for the first time with your newborn or holidaying with the whole tribe, it is great to have your own space and to be able to do things when you want. And family holidays on the Isle of Wight are full of exciting journeys and destinations, with ferry trips (or hovercraft!), days out, beaches and child-friendly attractions. The island has everything you could want or need for time away with family of all ages.

If you're an active family, this little landmass is surrounded by water so watersports abound. If you're all landlubbers and the ferry ride was more than enough floating, island walks are popular and there are plenty of planned routes to help you explore and discover the views.

Being surrounded by sea, fresh fish will be on the menu in many a restaurant and there are plenty to choose from that welcome little ones. There are play parks, theme parks and plenty of places to run around or just sit and picnic so you can have the best family holiday.

We've got 167 holiday cottages that welcome children on the Isle of Wight.

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 167 self catering cottages for a family holiday on the Isle of Wight to show you.

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


Right in the heart of Seaview village, this semi-detached property has been completely renovated, with a Skandi theme, to offer a wonderful place to stay on the Isle of Wight. With...

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

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  • 10% off

    29 Jun 2018 - 6 Jul 2018

    £910.00 £819.00

3 Astra House is a comfortable first floor apartment within a converted Victorian House


3 Astra House is a comfortable first floor apartment within a converted, red brick Victorian house, located on a quiet residential no-through road in Seaview. Offering light and sp...

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

Price per week £334 - £825

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

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


1 Yarborough Cottage is a wonderfully quaint end of terrace property facing St Helens Green on the east side of the island, with far reaching views over Culver Downs. The owners ha...

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

Price per week £358 - £870

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.


27 Tollgate Cottages is one of a number of well presented, beachfront holiday bungalows situated in Salterns Village, a small gated development located opposite Seaview Duver and b...

  • 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

Choose from our exclusive collection at the best prices with real time availability.

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

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