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Best Isle of Wight Cottages on Holiday Lettings - Holiday cottages

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794 Vacation rentals

Vacation chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $99 / night

$561 - $1,052 / week

1 / 16

Cottage rental in Whitwell

Whitwell cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $176 / night

$813 - $1,444 / week

1 / 17

Vacation apartment in Ventnor

Ventnor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $124 / night

$582 - $1,002 / week

1 / 22

Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $107 / night

$505 - $953 / week

1 / 10

Seaview Vacation home rental

Seaview house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $183 / night

$1,185 - $2,424 / week

1 / 24

Sandown Vacation chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $113 / night

$519 - $911 / week

1 / 19

Vacation penthouse with golf nearby in Cowes

Cowes penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $274 / night

$1,542 - $4,520 / week

1 / 24

Vacation bungalow in Gurnard

Gurnard bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $199 / night

$1,402 / week

1 / 12

Caravan/mobile home rental in Shanklin with shared pool

Shanklin caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $141 / night

$911 - $1,052 / week

1 / 17

Vacation home in Ventnor

Ventnor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from $281 / night

$1,122 - $2,803 / week

1 / 21

Cottage rental in Newport

Newport cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $183 / night

$1,262 / week

1 / 12

Freshwater Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $68 / night

$477 - $1,039 / week

1 / 34

Freshwater Vacation home rental

Freshwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $841 / night

$5,887 / week

1 / 14

Vacation chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $99 / night

$561 - $911 / week

1 / 14

Vacation home in Cowes

Cowes house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $694 / night

$4,857 / week

1 / 20

Vacation home with golf nearby in Sandown

Sandown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $177 / night

$729 - $3,154 / week

1 / 23

Freshwater Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $176 / night

$1,157 / week

1 / 16

Ventnor Bay Vacation apartment accommodation

Ventnor Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $111 / night

$519 - $883 / week

1 / 17

Vacation bungalow in Freshwater

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $113 / night

$596 - $736 / week

1 / 18

Godshill Vacation cottage accommodation

Godshill cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $281 / night

$785 - $1,752 / week

1 / 31

Vacation cottage in Wootton

Wootton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $233 / night

$955 - $1,714 / week

1 / 30

Yarmouth Vacation villa rental

Yarmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $183 / night

$1,108 - $3,777 / week

1 / 26

Apartment rental in Shanklin

Shanklin apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $127 / night

$911 - $981 / week

1 / 14

Vacation chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $106 / night

$533 - $911 / week

1 / 20

Vacation apartment accommodation

Ventnor Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $211 / night

$1,052 - $1,542 / week

1 / 25

Vacation condo rental

Brighstone condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $180 / night

$707 - $2,304 / week

1 / 41

Vacation chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $106 / night

$533 - $1,052 / week

1 / 24

Vacation chalet in Gurnard

Gurnard chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $197 / night

$1,374 / week

1 / 38

Sandown Vacation chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $77 / night

$1,052 / week

1 / 22

Vacation bungalow in Freshwater

Freshwater bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $106 / night

$652 - $1,619 / week

1 / 16

Vacation cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $194 / night

$953 - $2,187 / week

1 / 45

Ventnor Vacation apartment rental

Ventnor apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $195 / night

$1,364 / week

1 / 26

Vacation villa in Ventnor Bay

Ventnor Bay villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $351 / night

$1,262 - $3,925 / week

1 / 9

Vacation chalet in Niton

Niton chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $106 / night

$736 / week

1 / 17

Vacation home in Bonchurch

Bonchurch house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $414 / night

$2,895 / week

1 / 45

Apartment rental in Bembridge

Bembridge apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $77 / night

$358 - $631 / week

1 / 38

Apartment rental in Ventnor Bay

Ventnor Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $176 / night

$876 / week

1 / 25

Vacation apartment in Ventnor

Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $141 / night

$701 - $981 / week

1 / 16

Cottage rental in Ventnor

Ventnor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $141 / night

$981 / week

1 / 35

Apartment rental in Shanklin

Shanklin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $134 / night

$631 / week

1 / 29

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