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Holiday Lettings
> Europe
> United Kingdom
> England
> Cottages and self catering accommodation in Isle of Wight

Cottages in Isle of Wight and Self catering accommodation – Holiday Lettings – Holiday Rentals Isle of Wight

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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944 Holiday homes

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Holiday home in Gurnard

Gurnard house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £91 / night

£633 / week

1 / 20

Cowes holiday apartment rental

Cowes apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £188 / night

£1,313 / week

1 / 30

Calbourne ski cottage to rent.

Calbourne cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,513 / week

1 / 30

Holiday home in Gurnard

Gurnard house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £436 / night

£3,053 / week

1 / 27

Ski home to rent in Ventnor

Ventnor house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £191 / night

£1,335 / week

1 / 25

Home rental in Bembridge

Bembridge house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £352 / night

£2,459 / week

1 / 25

Home rental in Shanklin

Shanklin house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £941 / night

£6,586 / week

1 / 28

Holiday home rental

Ventnor house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £212 / night

£1,481 / week

1 / 24

Sandown ski home to rent.

Sandown house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £92 / night

£643 / week

1 / 23

Holiday home accommodation

Newbridge house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £258 / night

£1,805 / week

1 / 29

Holiday cottage in Newchurch

Newchurch cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £111 / night

£773 / week

1 / 16

Holiday cottage in Calbourne

Calbourne cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £121 / night

£843 / week

1 / 0

Holiday cottage in Newchurch

Newchurch cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £62 / night

£433 / week

1 / 12

Home rental in Totland

Totland house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £274 / night

£1,918 / week

1 / 27

Godshill holiday cottage rental

Godshill cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £94 / night

£654 / week

1 / 27

Holiday home in Shorwell

Shorwell house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £129 / night

£903 / week

1 / 10

Holiday apartment in Ventnor

Ventnor apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £127 / night

£886 / week

1 / 15

Holiday apartment in Ventnor

Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £113 / night

£789 / week

1 / 27

Cottage rental in Newchurch

Newchurch cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £88 / night

£611 / week

1 / 0

Shanklin holiday cottage rental

Shanklin cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £142 / night

£994 / week

1 / 18

Holiday home in Bouldnor

Bouldnor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

from £272 / night

£1,902 / week

1 / 30

Freshwater holiday home rental

Freshwater house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £111 / night

£773 / week

1 / 25

Chalet rental in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £97 / night

£676 / week

1 / 13

Holiday home in Brighstone

Brighstone house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £121 / night

£843 / week

1 / 30

Sandown holiday chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £87 / night

£605 / week

1 / 26

Home letting in Newchurch

Newchurch house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £328 / night

£2,296 / week

1 / 21

Holiday cottage in Calbourne

Calbourne cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £187 / night

£1,308 / week

1 / 27

Holiday home in St Helens

St Helens house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £86 / night

£600 / week

1 / 24

Holiday home in Shanklin

Shanklin house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £91 / night

£633 / week

1 / 19

Holiday apartment in Shanklin

Shanklin apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £98 / night

£681 / week

1 / 21

Holiday chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £88 / night

£611 / week

1 / 22

Holiday cottage in Ventnor

Ventnor cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £143 / night

£1,000 / week

1 / 30

Holiday apartment in Shanklin

Shanklin apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £101 / night

£703 / week

1 / 8

Holiday cottage in Shanklin

Shanklin cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £61 / night

£427 / week

1 / 10

Holiday home in Brighstone

Brighstone house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £419 / night

£2,929 / week

1 / 30

Newchurch holiday cottage rental

Newchurch cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £144 / night

£1,005 / week

1 / 25

Ventnor holiday apartment rental

Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £155 / night

£1,081 / week

1 / 16

Holiday cottage in Brook

Brook cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £149 / night

£1,043 / week

1 / 16

Holiday chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £61 / night

£422 / week

1 / 14

Newchurch holiday cottage rental

Newchurch cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £144 / night

£1,005 / week

1 / 20

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Isle of Wight holidays

The Isle of Wight is just off England's south coast and is less than two hours from London via the Isle of Wight Ferry. It's home to picturesque villages, traditional seaside towns and some of the most beautiful beaches in the UK. Its mild climate and family-friendly attractions make it the ideal choice for a UK break near the sea. So, whether you're looking for a romantic cottage in Cowes, a seaside apartment in Sandown or family-sized townhouse in Ryde, the Isle of Wight has some fantastic holiday rentals to choose from.

Fantastic days out

There's so much to see and do in the Isle of Wight, you'll want to come back year after year. For a fun-filled family day out, head to Blackgang Chine. This enchanting theme park overlooking the south coast is set in beautiful gardens. From fairytale castles to life-sized dinosaurs, a day out here is like something straight from a storybook and will inspire imaginations.

Take your little monkeys to Monkey Haven, an award-winning sanctuary for birds, reptiles and, of course, monkeys, in Newport. To see Shanklin in miniature, visit the charming Model Village in Godshill; the attention to detail is simply incredible. And if you fancy a bit (well, a lot) of stately grandeur, then how about a day out at Queen Victoria's holiday home, Osborne House?

Beside the seaside

There are some beautiful beaches on the Isle of Wight. Some highlights include the peaceful beach at St Helens, the family-friendly beach at Sandown with its pier and amusement arcades, and the unspoilt Brighstone Bay. If watersports are your thing, Ryde beach is great for swimming, sailing and windsurfing, so you can easily spend the whole day out in the waves. And if you're looking for a romantic place to take your significant other, Steephill Cove is a peaceful idyll with a fantastic seafood restaurant nearby.

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