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

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1,234 Vacation rentals

Vacation cottage in Wootton

Wootton cottage

2 bedrooms • 2 bathrooms • sleeps 4

31 reviews

from $168 / night

$1,248 - $2,355 / week

1 / 25

Vacation cottage accommodation

Bembridge cottage

4 bedrooms • 2 bathrooms • sleeps 8

34 reviews

from $99 / night

$689 - $1,349 / week

1 / 14

Vacation home in Ventnor

Ventnor house

3 bedrooms • 3 bathrooms • sleeps 7

from $399 / night

$1,588 - $3,191 / week

1 / 49

Apartment rental in Shanklin

Shanklin apartment

2 bedrooms • 1 bathroom • sleeps 4

49 reviews

from $137 / night

$604 / week

1 / 29

Sandown Vacation apartment rental

Sandown apartment

2 bedrooms • 2 bathrooms • sleeps 4

49 reviews

from $128 / night

$717 - $1,433 / week

1 / 18

Vacation chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

18 reviews

from $76 / night

$457 - $717 / week

1 / 25

Ventnor Vacation lodge rental

Ventnor lodge

2 bedrooms • 1 bathroom • sleeps 4

3 reviews

from $126 / night

$555 - $2,059 / week

1 / 14

Vacation home in Gurnard

Gurnard house

2 bedrooms • 2 bathrooms • sleeps 4

19 reviews

from $126 / night

$2,835 / week

1 / 27

St Lawrence, Ventnor Vacation apartment rental

St Lawrence, Ventnor apartment

2 bedrooms • 1 bathroom • sleeps 4

54 reviews

from $109 / night

$465 - $1,253 / week

1 / 15

Vacation apartment in Ventnor

Ventnor apartment

2 bedrooms • 2 bathrooms • sleeps 5

12 reviews

from $126 / night

$879 / week

1 / 23

Apartment rental in Bembridge

Bembridge apartment

1 bedroom • 1 bathroom • sleeps 4

26 reviews

from $80 / night

$436 - $889 / week

1 / 36

Vacation home with golf nearby in Seaview

Seaview house

3 bedrooms • 3 bathrooms • sleeps 7

32 reviews

from $239 / night

$1,672 - $3,176 / week

1 / 33

Yarmouth Vacation cottage rental

Yarmouth cottage

2 bedrooms • 1 bathroom • sleeps 4

60 reviews

from $136 / night

$694 - $2,274 / week

1 / 20

Apartment rental in Totland

Totland apartment

3 bedrooms • 2 bathrooms • sleeps 6

23 reviews

from $279 / night

$1,616 - $3,176 / week

1 / 21

Vacation cottage accommodation

St Lawrence cottage

2 bedrooms • 1 bathroom • sleeps 3

5 reviews

from $247 / night

$1,727 / week

1 / 15

Vacation apartment accommodation

Ventnor Bay apartment

3 bedrooms • 2 bathrooms • sleeps 7

5 reviews

from $159 / night

$875 - $1,590 / week

1 / 25

Vacation home in Seaview

Seaview house

4 bedrooms • 3 bathrooms • sleeps 7

11 reviews

from $255 / night

$1,592 / week

1 / 11

Vacation chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

17 reviews

from $96 / night

$597 - $677 / week

1 / 24

Shorwell Vacation cottage rental

Shorwell cottage

3 bedrooms • 2 bathrooms • sleeps 6

24 reviews

from $149 / night

$884 - $1,774 / week

1 / 34

Vacation cottage in Brighstone

Brighstone cottage

2 bedrooms • 1 bathroom • sleeps 4

30 reviews

from $152 / night

$791 - $1,789 / week

1 / 28

Vacation chalet in Sandown

Sandown chalet

2 bedrooms • 1 bathroom • sleeps 6

42 reviews

from $64 / night

$444 - $951 / week

1 / 16

Vacation bungalow in Freshwater

Freshwater bungalow

3 bedrooms • 1 bathroom • sleeps 6

23 reviews

from $120 / night

$639 - $1,678 / week

1 / 16

Freshwater Vacation bungalow rental

Freshwater bungalow

2 bedrooms • 1 bathroom • sleeps 5

23 reviews

from $166 / night

$1,066 - $1,263 / week

1 / 16

Bonchurch Vacation apartment rental

Bonchurch apartment

2 bedrooms • 1 bathroom • sleeps 4

4 reviews

from $158 / night

$907 - $1,238 / week

1 / 7

Vacation bungalow in Freshwater

Freshwater bungalow

3 bedrooms • 1 bathroom • sleeps 5

9 reviews

from $69 / night

$478 - $1,432 / week

1 / 13

Vacation chalet in Ventnor

Ventnor chalet

3 bedrooms • 2 bathrooms • sleeps 6

15 reviews

from $179 / night

$944 - $1,723 / week

1 / 15

Vacation home in Sandown

Sandown house

2 bedrooms • 2 bathrooms • sleeps 4

15 reviews

from $64 / night

$398 - $777 / week

1 / 26

Vacation tree house in Whippingham

Whippingham tree house

2 bedrooms • 1 bathroom • sleeps 6

40 reviews

from $279 / night

$1,035 - $2,388 / week

1 / 22

Vacation chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

23 reviews

from $95 / night

$553 - $671 / week

1 / 17

Ventnor Vacation villa rental

Ventnor villa

3 bedrooms • 1 bathroom • sleeps 7

3 reviews

from $199 / night

$841 - $1,468 / week

1 / 20

Vacation bungalow in Yaverland

Yaverland bungalow

3 bedrooms • 1 bathroom • sleeps 6

5 reviews

from $157 / night

$1,096 - $2,639 / week

1 / 19

Vacation apartment in Cowes

Cowes apartment

2 bedrooms • 2 bathrooms • sleeps 5

21 reviews

from $160 / night

$629 - $3,176 / week

1 / 21

Vacation apartment in Wootton

Wootton apartment

3 bedrooms • 2 bathrooms • sleeps 6

18 reviews

from $236 / night

$1,260 - $1,810 / week

1 / 15

Merstone Vacation cottage rental

Merstone cottage

3 bedrooms • 2 bathrooms • sleeps 7

13 reviews

from $160 / night

$934 - $1,412 / week

1 / 14

Vacation apartment in Brading

Brading apartment

1 bedroom • 1 bathroom • sleeps 2

25 reviews

from $135 / night

$795 / week

1 / 11

Yaverland Vacation chalet rental

Yaverland chalet

2 bedrooms • 1 bathroom • sleeps 4

21 reviews

from $94 / night

$621 - $940 / week

1 / 12

Vacation apartment in Ventnor

Ventnor apartment

2 bedrooms • 1 bathroom • sleeps 4

3 reviews

from $109 / night

$560 - $1,253 / week

1 / 14

Cottage rental in Newport

Newport cottage

3 bedrooms • 2 bathrooms • sleeps 5

47 reviews

from $183 / night

$1,224 / week

1 / 12

Vacation home rental

Sandown house

1 bedroom • 2 bathrooms • sleeps 2

19 reviews

from $118 / night

$821 / week

1 / 20

Ventnor Vacation apartment accommodation

Ventnor apartment

2 bedrooms • 2 bathrooms • sleeps 4

5 reviews

from $189 / night

$1,319 / week

1 / 27

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