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Best Isle of Wight Cottages on Holiday Lettings - Holiday cottages

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1,242 Vacation rentals

Vacation chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $97 / night

$516 - $903 / week

1 / 16

Vacation apartment in Ventnor

Ventnor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $105 / night

$491 - $882 / week

1 / 26

Vacation apartment in Wroxall

Wroxall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $94 / night

$559 - $1,025 / week

1 / 37

Vacation bungalow in Freshwater

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $94 / night

$466 - $870 / week

1 / 18

Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $78 / night

$439 - $807 / week

1 / 10

St Lawrence, Ventnor Vacation apartment rental

St Lawrence, Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $87 / night

$454 - $978 / week

1 / 17

Yarmouth Vacation villa rental

Yarmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $156 / night

$981 - $3,198 / week

1 / 26

Chalet rental in Yaverland with golf nearby

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $50 / night

$311 - $634 / week

1 / 21

Vacation apartment in Cowes

Cowes apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $116 / night

$645 - $1,290 / week

1 / 16

Porchfield Vacation caravan/mobile home rental

Porchfield caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $89 / night

$839 - $1,032 / week

1 / 17

Caravan/mobile home rental in Shanklin with shared pool

Shanklin caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $129 / night

$871 / week

1 / 17

Lodge rental in Bembridge

Bembridge lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $129 / night

$903 / week

1 / 22

Freshwater Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $94 / night

$447 - $921 / week

1 / 34

Cottage rental in Newport

Newport cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $149 / night

$957 / week

1 / 12

Cottage rental in Bonchurch

Bonchurch cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $203 / night

$1,418 / week

1 / 20

Vacation manor house in Wroxall

Wroxall manor house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $311 / night

$1,925 - $4,868 / week

1 / 50

Vacation cottage in Yarmouth

Yarmouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $87 / night

$472 - $1,770 / week

1 / 21

Cottage rental in Ventnor

Ventnor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $123 / night

$932 - $1,677 / week

1 / 21

Vacation home in Niton, Isle of Wight

Niton, Isle of Wight house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $213 / night

$1,491 - $2,360 / week

1 / 18

Ventnor Vacation penthouse rental

Ventnor penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $311 / night

$2,173 / week

1 / 32

Vacation penthouse with golf nearby in Cowes

Cowes penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $243 / night

$1,366 - $4,005 / week

1 / 24

Sandown Vacation chalet rental

Sandown chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $78 / night

$542 / week

1 / 18

Vacation home in Sandown

Sandown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $162 / night

$1,130 / week

1 / 30

Vacation bungalow in Freshwater

Freshwater bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $65 / night

$452 - $839 / week

1 / 13

Apartment rental in Shanklin

Shanklin apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $137 / night

$808 - $1,118 / week

1 / 14

Sandown Vacation chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $77 / night

$385 - $957 / week

1 / 21

Vacation chalet in Freshwater

Freshwater chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $112 / night

$783 / week

1 / 29

Shanklin Vacation cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $172 / night

$800 - $1,864 / week

1 / 23

Apartment rental in Ventnor Bay

Ventnor Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $156 / night

$696 - $1,087 / week

1 / 25

Bembridge Vacation bungalow rental

Bembridge bungalow

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $129 / night

$774 - $1,355 / week

1 / 27

Vacation chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $97 / night

$258 - $929 / week

1 / 14

Vacation cottage in Ventnor

Ventnor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $108 / night

$745 - $1,366 / week

1 / 29

Yaverland Vacation chalet rental

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $94 / night

$485 - $808 / week

1 / 23

Vacation chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $102 / night

$481 - $886 / week

1 / 22

Home rental in Cowes

Cowes house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $156 / night

$1,739 / week

1 / 17

Apartment rental in Shanklin

Shanklin apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $233 / night

$1,884 - $2,658 / week

1 / 18

Vacation chalet in Ventnor

Ventnor chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $162 / night

$808 - $1,738 / week

1 / 15

Cottage rental in Ryde with golf nearby

Ryde cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $258 / night

$1,934 - $2,205 / week

1 / 50

Cowes Vacation home rental

Cowes house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $147 / night

$988 / week

1 / 13

Vacation villa with golf nearby in Ryde

Ryde villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $276 / night

$1,935 - $3,225 / week

1 / 21

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