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Best Isle of Wight Cottages on Holiday Lettings - Holiday cottages

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814 Vacation rentals

Cottage rental in Whitwell

Whitwell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $177 / night

$820 - $1,457 / week

1 / 17

Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $108 / night

$509 - $962 / week

1 / 10

Vacation apartment in Ventnor

Ventnor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $125 / night

$587 - $1,004 / week

1 / 26

Sandown Vacation chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $113 / night

$523 - $955 / week

1 / 19

Freshwater Vacation home rental

Freshwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $849 / night

$5,938 / week

1 / 14

Vacation cottage in Wootton

Wootton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $346 / night

$1,229 - $1,927 / week

1 / 30

Vacation home with golf nearby in Sandown

Sandown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $179 / night

$736 - $3,393 / week

1 / 23

Vacation home in Ventnor

Ventnor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from $283 / night

$1,131 - $3,111 / week

1 / 22

Vacation penthouse with golf nearby in Cowes

Cowes penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $276 / night

$1,555 - $4,560 / week

1 / 24

Vacation bungalow in Freshwater

Freshwater bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $106 / night

$658 - $1,633 / week

1 / 16

Vacation chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $102 / night

$707 - $1,061 / week

1 / 16

Vacation chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $106 / night

$523 - $919 / week

1 / 20

Vacation home in Bonchurch

Bonchurch house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $417 / night

$2,920 / week

1 / 45

Ventnor Bay Vacation apartment accommodation

Ventnor Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $133 / night

$728 - $898 / week

1 / 17

Vacation home in Niton, Isle of Wight

Niton, Isle of Wight house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $243 / night

$1,697 - $2,686 / week

1 / 18

Ventnor Vacation villa rental

Ventnor villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $177 / night

$747 - $1,555 / week

1 / 21

Vacation bungalow in Freshwater

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $113 / night

$601 - $990 / week

1 / 18

Apartment rental in Bembridge

Bembridge apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $64 / night

$361 - $706 / week

1 / 38

Vacation home in Sandown

Sandown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $478 / night

$1,209 - $4,242 / week

1 / 31

Bungalow rental in Bonchurch

Bonchurch bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $118 / night

$822 / week

1 / 23

Cottage rental in Newport

Newport cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $184 / night

$1,273 / week

1 / 12

Cottage rental in Bonchurch

Bonchurch cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $212 / night

$1,485 / week

1 / 20

Shanklin Vacation cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $188 / night

$881 - $2,206 / week

1 / 34

Vacation chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $113 / night

$538 - $990 / week

1 / 24

Vacation condo rental

Brighstone condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $181 / night

$713 - $2,155 / week

1 / 41

Vacation home in Cowes

Cowes house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $531 / night

$1,976 - $4,803 / week

1 / 32

Vacation villa in Ventnor Bay

Ventnor Bay villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $354 / night

$1,273 - $3,959 / week

1 / 9

Ventnor Vacation apartment rental

Ventnor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $142 / night

$707 - $1,414 / week

1 / 18

Vacation cottage in Yarmouth

Yarmouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $177 / night

$1,061 - $1,626 / week

1 / 22

Ventnor Vacation apartment rental

Ventnor apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $85 / night

$594 - $1,633 / week

1 / 21

Freshwater Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $68 / night

$481 - $1,062 / week

1 / 34

Porchfield Vacation caravan/mobile home rental

Porchfield caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $98 / night

$919 - $1,131 / week

1 / 17

Sandown Vacation chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $78 / night

$990 / week

1 / 22

Chalet rental in Yaverland with golf nearby

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $71 / night

$425 - $1,131 / week

1 / 21

Vacation bungalow in Ventnor

Ventnor bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $130 / night

$911 - $3,005 / week

1 / 32

Vacation apartment in Ventnor

Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $106 / night

$700 - $1,188 / week

1 / 14

Ventnor Vacation home rental

Ventnor house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $311 / night

$2,178 / week

1 / 37

Caravan/mobile home rental in Shanklin with shared pool

Shanklin caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $170 / night

$1,018 - $1,103 / week

1 / 17

Bembridge Vacation bungalow rental

Bembridge bungalow

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $212 / night

$1,202 - $1,485 / week

1 / 27

Vacation apartment in Shanklin

Shanklin apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $396 / night

$2,757 - $4,595 / week

1 / 24

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