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Best Isle of Wight Cottages on Holiday Lettings - Holiday cottages

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1,230 Vacation rentals

Vacation chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $98 / night

$677 - $1,058 / week

1 / 16

Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $108 / night

$508 - $959 / week

1 / 10

Vacation apartment in Ventnor

Ventnor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $122 / night

$573 - $980 / week

1 / 26

Chalet rental in Yaverland with golf nearby

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $56 / night

$414 - $1,104 / week

1 / 21

Bembridge Vacation bungalow rental

Bembridge bungalow

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $207 / night

$828 - $1,449 / week

1 / 27

Porchfield Vacation caravan/mobile home rental

Porchfield caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from $96 / night

$897 - $1,104 / week

1 / 17

Vacation cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $184 / night

$856 - $15,365 / week

1 / 33

Vacation home in Cowes

Cowes house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $690 / night

$10,352 / week

1 / 20

Vacation chalet in Freshwater

Freshwater chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $132 / night

$918 / week

1 / 29

Vacation chalet in Niton

Niton chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $99 / night

$635 / week

1 / 17

Vacation penthouse with golf nearby in Cowes

Cowes penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $270 / night

$1,518 - $4,451 / week

1 / 24

Ventnor Bay Vacation apartment accommodation

Ventnor Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $90 / night

$408 - $877 / week

1 / 17

Sandown Vacation chalet rental

Sandown chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $99 / night

$691 / week

1 / 18

Vacation cottage in Wootton

Wootton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $241 / night

$1,507 - $2,284 / week

1 / 31

St Lawrence, Ventnor Vacation apartment rental

St Lawrence, Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $97 / night

$518 - $1,098 / week

1 / 17

Vacation apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $137 / night

$822 / week

1 / 11

Vacation home in Ryde

Ryde house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $141 / night

$704 / week

1 / 16

Vacation apartment in Wroxall

Wroxall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $97 / night

$580 - $994 / week

1 / 37

Vacation chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $104 / night

$511 - $897 / week

1 / 20

Vacation home in Cowes

Cowes house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $519 / night

$1,109 - $4,689 / week

1 / 30

Caravan/mobile home rental in Shanklin with shared pool

Shanklin caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $166 / night

$994 - $1,077 / week

1 / 17

Apartment rental in Bembridge

Bembridge apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $63 / night

$352 - $689 / week

1 / 38

Freshwater Vacation bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $104 / night

$508 - $1,023 / week

1 / 34

Vacation chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $111 / night

$525 - $966 / week

1 / 25

Cottage rental in Bonchurch

Bonchurch cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $180 / night

$1,256 / week

1 / 20

St Lawrence Vacation home rental

St Lawrence house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $442 / night

$3,092 / week

1 / 65

Yarmouth Vacation villa rental

Yarmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $180 / night

$1,091 - $3,554 / week

1 / 26

Vacation cottage in Ventnor

Ventnor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $120 / night

$828 - $1,657 / week

1 / 29

Apartment rental in Shanklin

Shanklin apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $152 / night

$897 - $1,242 / week

1 / 14

Vacation chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $104 / night

$276 - $994 / week

1 / 14

Chalet rental in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $83 / night

$967 / week

1 / 19

Vacation home in East Cowes

East Cowes house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $138 / night

$690 - $966 / week

1 / 17

Cottage rental in Newport

Newport cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $166 / night

$1,242 / week

1 / 12

Sandown Vacation chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $86 / night

$428 - $1,063 / week

1 / 21

Vacation apartment in Ventnor

Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $106 / night

$515 - $699 / week

1 / 14

Bungalow rental in Ryde

Ryde bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $207 / night

$966 - $2,140 / week

1 / 31

Apartment rental in Ventnor Bay

Ventnor Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $173 / night

$773 - $1,208 / week

1 / 25

Bungalow rental in Ryde with golf nearby

Ryde bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $207 / night

$1,070 - $2,071 / week

1 / 30

Vacation home in Cowes

Cowes house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $138 / night

$690 - $1,933 / week

1 / 13

Vacation bungalow in Freshwater

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $111 / night

$587 - $966 / week

1 / 18

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