Cottages in Isle of Wight and Self catering accommodation – Holiday Lettings - Holiday Rentals Isle of Wight

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160 properties
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126 properties
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121 properties
Self catering accommodation Sandown
119 properties

Isle of Wight

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1,575 Holiday homes

4

B&b rental in Shanklin

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £75 / night

£525 / week

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from £75 / night

(1) Excellent 

25

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £200 / night

£925 - £1,895 / week

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from £200 / night

4

Holiday b&b in Shanklin

Isle of Wight / Shanklin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

from £80 / night

£560 / week

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from £80 / night

17

Chalet rental in Sandown

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £50 / night

£350 - £616 / week

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from £50 / night

4

Chalet rental in Sandown

Isle of Wight / Sandown

2 4 21 nights min

  • 2 bedrooms
  • Sleeps 4
  • 21 nights min

from £143 / night

£1,000 / week

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from £143 / night

6

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £66 / night

£325 - £790 / week

Enquire View

from £66 / night

16

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £50 / night

£300 - £510 / week

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from £50 / night

6

Chalet rental in Sandown

Isle of Wight / Sandown

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £53 / night

£371 / week

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from £53 / night

4

Holiday b&b in Shanklin

Isle of Wight / Shanklin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

from £65 / night

£455 / week

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from £65 / night

16

Home letting in Whitwell

Ventnor / Whitwell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £71 / night

£376 - £801 / week

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from £71 / night

(7) Excellent 

22

Home letting in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly
“Fantastic find!” What a great holiday home, really well thought out and very homely. Love the attention to detail and a fab location. Very pleased we found it!
…see more

from £85 / night

£525 - £908 / week

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Responds fast!
avg. 31 minutes

from £85 / night

15

Holiday home in Bembridge

Isle of Wight / Bembridge

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £54 / night

£376 - £993 / week

Enquire View

from £54 / night

(2) Very Good 

52

Holiday home rental

Isle of Wight / Shanklin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
“Fantastic house” Just returned from a long weekend at Sunrise. The house had everything we could possibly think of from a spacious lounge, well stocked kitchen, reclining sofas, and pillows on the beds to suit all tastes! We were met on arrival by a f
…see more

from £129 / night

£909 - £2,963 / week

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from £129 / night

(1) Excellent 

25

Holiday home in Yarmouth

Isle of Wight / Yarmouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £49 / night

£337 - £1,387 / week

Enquire View

from £49 / night

22

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £46 / night

£323 - £779 / week

Enquire View

from £46 / night

(1) Excellent 

32

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £46 / night

£323 - £999 / week

Enquire View

from £46 / night

42

Holiday home rental

Isle of Wight / Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £60 / night

£423 - £6,098 / week

Enquire View

from £60 / night

29

Holiday home in Nettlestone

Isle of Wight / Nettlestone

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Pet friendly

from £59 / night

£409 - £1,139 / week

Enquire View

from £59 / night

16

Holiday lighthouse in Niton

Isle of Wight / Niton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £200 / night

£774 - £1,358 / week

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from £200 / night

(1) Excellent 

28

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £49 / night

£343 - £999 / week

Enquire View

from £49 / night

13

Holiday home rental

Isle of Wight / Norton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £92 / night

£381 - £618 / week

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from £92 / night

(3) Excellent 

38

Ventnor holiday home rental

Isle of Wight / Ventnor

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Child friendly

from £262 / night

£1,838 - £6,014 / week

Enquire View

from £262 / night

(5) Excellent 

24

Holiday home in Ryde

Isle of Wight / Ryde

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

from £80 / night

£560 - £734 / week

Enquire View

from £80 / night

(1) Excellent 

33

Holiday bungalow in Wootton Bridge

Isle of Wight / Wootton Bridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly

from £87 / night

£610 - £1,568 / week

Enquire View

from £87 / night

(2) Excellent 

18

Calbourne holiday lodge rental

Isle of Wight / Calbourne

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £57 / night

£404 - £1,415 / week

Enquire View

from £57 / night

(1) Excellent 

20

Wootton Bridge holiday home rental

Isle of Wight / Wootton Bridge

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

from £60 / night

£420 - £495 / week

Enquire View

from £60 / night

23

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £40 / night

£283 - £830 / week

Enquire View

from £40 / night

(1) Excellent 

25

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £67 / night

£467 - £2,159 / week

Enquire View

from £67 / night

11

Holiday cottage in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £40 / night

£408 - £770 / week

Book View

from £40 / night

(3) Excellent 

38

Cottage rental in Bonchurch

Ventnor / Bonchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £67 / night

£473 - £1,301 / week

Enquire View

from £67 / night

(1) Excellent 

18

Seaview holiday home rental

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £56 / night

£393 - £1,301 / week

Enquire View

from £56 / night

44

Holiday home in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly

from £90 / night

£634 - £6,098 / week

Enquire View

from £90 / night

(8) Excellent 

19

Holiday apartment in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £51 / night

£363 - £1,203 / week

Enquire View

from £51 / night

(3) Excellent 

20

Bonchurch holiday home let

Ventnor / Bonchurch

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly

from £60 / night

£423 - £1,407 / week

Enquire View

from £60 / night

36

Holiday home in Shanklin

Isle of Wight / Shanklin

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly

from £49 / night

£343 - £1,138 / week

Enquire View

from £49 / night

(4) Average 

20

Home rental in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £60 / night

£423 - £1,203 / week

Enquire View

from £60 / night

(3) Very Good 

17

Freshwater holiday lodge rental

Isle of Wight / Freshwater

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £55 / night

£384 - £1,415 / week

Enquire View

from £55 / night

26

Holiday home in Totland

Isle of Wight / Totland Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £45 / night

£309 - £1,279 / week

Enquire View

from £45 / night

(7) Very Good 

17

Apartment rental in Freshwater

Isle of Wight / Freshwater

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly

from £67 / night

£473 - £1,708 / week

Enquire View

from £67 / night

(3) Excellent 

28

Holiday home in Wootton Bridge

Isle of Wight / Wootton Bridge

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

from £60 / night

£420 - £495 / week

Enquire View

from £60 / night