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50 Best Isle of Wight Cottages on Holiday Lettings - Holiday cottages

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1,177 Vacation rentals

Vacation cottage in Wootton

Wootton cottage

2 bedrooms • 2 bathrooms • sleeps 4

from $220 / night

$1,229 - $2,321 / week

1 / 25

Vacation cottage accommodation

Bembridge cottage

4 bedrooms • 2 bathrooms • sleeps 8

from $98 / night

$681 - $1,062 / week

1 / 14

Vacation home in Ventnor

Ventnor house

3 bedrooms • 3 bathrooms • sleeps 7

from $391 / night

$1,553 - $3,122 / week

1 / 49

Apartment rental in Shanklin

Shanklin apartment

2 bedrooms • 1 bathroom • sleeps 4

from $135 / night

$624 - $937 / week

1 / 29

Sandown Vacation apartment rental

Sandown apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $126 / night

$709 - $1,417 / week

1 / 18

Vacation chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

from $75 / night

$453 - $710 / week

1 / 25

Ventnor Vacation lodge rental

Ventnor lodge

2 bedrooms • 1 bathroom • sleeps 4

from $124 / night

$548 - $938 / week

1 / 14

Vacation home in Gurnard

Gurnard house

2 bedrooms • 2 bathrooms • sleeps 4

from $174 / night

$3,149 / week

1 / 27

St Lawrence, Ventnor Vacation apartment rental

St Lawrence, Ventnor apartment

2 bedrooms • 1 bathroom • sleeps 4

from $102 / night

$506 - $1,225 / week

1 / 15

Vacation apartment in Ventnor

Ventnor apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $124 / night

$869 / week

1 / 23

Apartment rental in Bembridge

Bembridge apartment

1 bedroom • 1 bathroom • sleeps 4

from $79 / night

$412 - $888 / week

1 / 36

Vacation home with golf nearby in Seaview

Seaview house

3 bedrooms • 3 bathrooms • sleeps 7

from $235 / night

$1,646 - $2,860 / week

1 / 33

Yarmouth Vacation cottage rental

Yarmouth cottage

2 bedrooms • 1 bathroom • sleeps 4

from $133 / night

$679 - $2,224 / week

1 / 20

Apartment rental in Totland

Totland apartment

3 bedrooms • 2 bathrooms • sleeps 6

from $488 / night

$2,126 - $3,141 / week

1 / 21

Vacation apartment accommodation

Ventnor Bay apartment

3 bedrooms • 2 bathrooms • sleeps 7

from $197 / night

$866 - $1,654 / week

1 / 25

Vacation home in Seaview

Seaview house

4 bedrooms • 3 bathrooms • sleeps 7

from $315 / night

$1,890 - $2,756 / week

1 / 11

Vacation chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

from $79 / night

$473 - $709 / week

1 / 24

Vacation cottage in Brighstone

Brighstone cottage

2 bedrooms • 1 bathroom • sleeps 4

from $149 / night

$803 - $3,212 / week

1 / 30

Vacation chalet in Sandown

Sandown chalet

2 bedrooms • 1 bathroom • sleeps 6

from $63 / night

$439 - $941 / week

1 / 16

Vacation bungalow in Freshwater

Freshwater bungalow

3 bedrooms • 1 bathroom • sleeps 6

from $117 / night

$623 - $1,636 / week

1 / 16

Freshwater Vacation bungalow rental

Freshwater bungalow

2 bedrooms • 1 bathroom • sleeps 5

from $164 / night

$1,052 / week

1 / 16

Bonchurch Vacation apartment rental

Bonchurch apartment

2 bedrooms • 1 bathroom • sleeps 4

from $155 / night

$888 - $1,212 / week

1 / 7

Vacation bungalow in Freshwater

Freshwater bungalow

3 bedrooms • 1 bathroom • sleeps 5

from $68 / night

$473 - $1,418 / week

1 / 13

Vacation chalet in Ventnor

Ventnor chalet

3 bedrooms • 2 bathrooms • sleeps 6

from $186 / night

$934 - $1,795 / week

1 / 15

Vacation tree house in Whippingham

Whippingham tree house

2 bedrooms • 1 bathroom • sleeps 6

from $237 / night

$1,024 - $2,362 / week

1 / 22

Vacation chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

from $78 / night

$466 - $698 / week

1 / 17

Ventnor Vacation villa rental

Ventnor villa

3 bedrooms • 1 bathroom • sleeps 7

from $197 / night

$832 - $1,567 / week

1 / 20

Vacation bungalow in Yaverland

Yaverland bungalow

3 bedrooms • 1 bathroom • sleeps 6

from $155 / night

$1,081 - $2,604 / week

1 / 19

Vacation apartment in Cowes

Cowes apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $156 / night

$616 - $2,723 / week

1 / 21

Vacation apartment in Wootton

Wootton apartment

3 bedrooms • 2 bathrooms • sleeps 6

from $235 / night

$1,254 - $1,802 / week

1 / 15

Merstone Vacation cottage rental

Merstone cottage

3 bedrooms • 2 bathrooms • sleeps 7

from $156 / night

$912 - $1,404 / week

1 / 14

Vacation apartment in Brading

Brading apartment

1 bedroom • 1 bathroom • sleeps 2

from $134 / night

$789 / week

1 / 11

Vacation apartment in Ventnor

Ventnor apartment

2 bedrooms • 1 bathroom • sleeps 4

from $108 / night

$554 - $772 / week

1 / 14

Cottage rental in Newport

Newport cottage

3 bedrooms • 2 bathrooms • sleeps 5

from $181 / night

$1,213 / week

1 / 12

Vacation home rental

Sandown house

1 bedroom • 2 bathrooms • sleeps 2

from $118 / night

$827 / week

1 / 20

Ventnor Vacation apartment accommodation

Ventnor apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $127 / night

$887 / week

1 / 27

Sandown Vacation chalet rental

Sandown chalet

2 bedrooms • 1 bathroom • sleeps 4

from $89 / night

$441 - $1,055 / week

1 / 21

Freshwater Vacation chalet rental

Freshwater chalet

2 bedrooms • 1 bathroom • sleeps 4

from $104 / night

$473 - $1,054 / week

1 / 20

Cowes Vacation home rental

Cowes house

3 bedrooms • 2 bathrooms • sleeps 6

from $260 / night

$1,819 / week

1 / 27

Vacation home in Newport

Newport house

4 bedrooms • 3 bathrooms • sleeps 8

from $394 / night

$2,756 / week

1 / 16

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