Holiday chalets in Isle of Wight

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Location

  • England
  • Isle of Wight

Location

  • All locations
  • Bembridge (4)
  • Bemridge Harbour (1)
  • Bonchurch (1)
  • Cowes (1)
  • Freshwater (3)
  • Gurnard (4)
  • Niton (2)
  • Sandown (35)
  • Seaview (4)
  • Ventnor (7)
  • Wootton Bridge (2)
  • Yarmouth (1)

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65 Holiday homes

Filters applied: Chalet (65)

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(6) Very Good 

1 / 19

Yaverland holiday chalet rental

Sandown / Yaverland

2 6 2 nights min stay

Chalet / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £50 / night

£300 - £550 / week

Book

from £50 / night

(8) Excellent 

1 / 19

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min stay

Chalet / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £50 / night

£250 - £350 / week

Book

from £50 / night

(5) Very Good 

1 / 14

Holiday chalet rental

Isle of Wight / Freshwater

2 5 Min stay varies

Chalet / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £28 / night

£199 - £515 / week

Book

from £28 / night

Featured properties

(8) Very Good 

1 / 13

Holiday chalet in Isle of Wight

Sandown / Yaverland

2 5 Min stay varies

Chalet / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £70 / night

£365 - £485 / week

Book

from £70 / night

(6) Very Good 

1 / 10

Isle of Wight holiday chalet rental

Isle of Wight / Wootton Bridge

2 6 Min stay varies

Chalet / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £69 / night

£395 - £695 / week

Book

from £69 / night

1 / 18

Holiday chalet in Isle of Wight

Sandown / Yaverland

2 6 2 nights min stay

Chalet / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £50 / night

£300 - £550 / week

Book

from £50 / night

(9) Very Good 

1 / 15

Chalet letting in Isle of Wight with shared pool

Cowes / Gurnard Pines

2 5 Min stay varies

Chalet / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £42 / night

£265 - £600 / week

Book

from £42 / night

(5) Excellent 

1 / 18

Holiday chalet in Isle of Wight

Ventnor / Ventnor Bay

1 2 Min stay varies

Chalet / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £85 / night

£368 - £483 / week

Book

from £85 / night

(12) Very Good 

1 / 15

Holiday chalet rental

Sandown / Yaverland

2 6 Min stay varies

Chalet / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £28 / night

£200 - £450 / week

Book

from £28 / night

(10) Excellent 

1 / 23

Holiday chalet in Isle of Wight

Isle of Wight / Ventnor

1 2 3 nights min stay

Chalet / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £40 / night

£240 - £310 / week

Book

from £40 / night

(2) Excellent 

1 / 15

Holiday chalet in Isle of Wight

Isle of Wight / Ventnor

3 6 Min stay varies

Chalet / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £85 / night

£595 - £935 / week

Book

from £85 / night

(5) Very Good 

1 / 23

Holiday chalet in Isle of Wight

Ventnor / Niton Undercliff

1 2 Min stay varies

Chalet / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £45 / night

£270 - £390 / week

Book

from £45 / night

(1) Excellent 

1 / 21

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £39 / night

£715 / week

Book

from £39 / night

(10) Very Good 

1 / 21

Chalet rental in Isle of Wight

Isle of Wight / Gurnard

1 2 2 nights min stay

Chalet / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £43 / night

£300 - £450 / week

Book

from £43 / night

(8) Excellent 

1 / 14

Holiday chalet with golf nearby in Isle of Wight

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £55 / night

£259 - £514 / week

Book

from £55 / night

1 / 22

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £39 / night

£156 - £715 / week

Book

from £39 / night

1 / 12

Bembridge holiday chalet rental

Bembridge / Bembridge Beach

2 5 Min stay varies

Chalet / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £20 / night

£129 - £700 / week

Book

from £20 / night

1 / 10

Holiday chalet with golf nearby in Isle of Wight

Sandown / Yaverland

2 6 7 nights min stay

Chalet / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £31 / night

£217 - £482 / week

Book

from £31 / night

1 / 20

Holiday chalet in Isle of Wight

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £50 / night

£190 - £480 / week

Book

from £50 / night

(2) Very Good 

1 / 22

Holiday chalet in Isle of Wight

Isle of Wight / Wootton Bridge

3 6 3 nights min stay

Chalet / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £125 / night

£875 / week

Book

from £125 / night

(3) Excellent 

1 / 20

Isle of Wight holiday chalet rental

Isle of Wight / Bemridge Harbour

2 4 7 nights min stay

Chalet / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £79 / night

£550 - £1150 / week

Book

from £79 / night

(5) Very Good 

1 / 38

Holiday chalet rental

Sandown / Yaverland

2 4 2 nights min stay

Chalet / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £69 / night

£483 / week

Book

from £69 / night

(2) Very Good 

1 / 15

Holiday chalet in Niton

Isle of Wight / Niton

1 2 3 nights min stay

Chalet / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £50 / night

£250 - £350 / week

Book

from £50 / night

1 / 23

Isle of Wight holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £50 / night

£190 - £480 / week

Book

from £50 / night

1 / 9

Holiday chalet in Sandown

Isle of Wight / Sandown

2 5 Min stay varies

Chalet / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £25 / night

£450 / week

Book

from £25 / night

(6) Excellent 

1 / 58

Holiday chalet in Isle of Wight

Isle of Wight / Freshwater

2 4 7 nights min stay

Chalet / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £36 / night

£250 - £400 / week

Book

from £36 / night

(7) Excellent 

1 / 11

Isle of Wight holiday chalet rental

Sandown / Yaverland

2 4 7 nights min stay

Chalet / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £35 / night

£240 - £485 / week

Book

from £35 / night

(4) Very Good 

1 / 18

Chalet rental in Isle of Wight

Isle of Wight / Bonchurch

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £30 / night

£145 - £530 / week

Book

from £30 / night

(8) Very Good 

1 / 21

Chalet rental in Isle of Wight with golf nearby

Sandown / Yaverland

2 5 7 nights min stay

Chalet / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £25 / night

£170 - £400 / week

Book

from £25 / night

(8) Very Good 

1 / 13

Isle of Wight holiday chalet rental

Sandown / Yaverland

2 4 7 nights min stay

Chalet / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £35 / night

£240 - £485 / week

Book

from £35 / night

(19) Excellent 

1 / 16

Holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £55 / night

£200 - £525 / week

Book

from £55 / night

(2) Very Good 

1 / 23

Holiday chalet in Yarmouth

Isle of Wight / Yarmouth

4 8 Min stay varies

Chalet / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £175 / night

£350 - £1075 / week

Book

from £175 / night

(29) Very Good 

1 / 17

Holiday chalet in Isle of Wight

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £28 / night

£200 - £450 / week

Book

from £28 / night

(15) Very Good 

1 / 20

Isle of Wight holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £28 / night

£200 - £450 / week

Book

from £28 / night

1 / 11

Holiday chalet in Isle of Wight

Ventnor / Ventnor Bay

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £80 / night

£379 - £641 / week

Book

from £80 / night

1 / 7

Isle of Wight holiday chalet rental

Sandown / Yaverland

2 6 2 nights min stay

Chalet / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £50 / night

£300 - £550 / week

Book

from £50 / night

1 / 22

Chalet rental in Isle of Wight with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

Chalet / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £26 / night

£160 - £905 / week

Book

from £26 / night

(1) Very Good 

1 / 24

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £39 / night

£715 / week

Book

from £39 / night

1 / 7

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

Chalet / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £82 / night

£433 / week

Book

from £82 / night

(1) Very Good 

1 / 17

Holiday chalet in Isle of Wight

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £50 / night

£195 - £495 / week

Enquire

from £50 / night

1 / 18

Holiday chalet in Isle of Wight

Isle of Wight / Seaview

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £59 / night

£270 - £650 / week

Enquire

from £59 / night

(1) Very Good 

1 / 21

Isle of Wight holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £50 / night

£175 - £440 / week

Enquire

from £50 / night

(1) Very Good 

1 / 8

Holiday chalet in Isle of Wight

Sandown / Yaverland

2 6 Min stay varies

Chalet / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £85 / night

£325 - £600 / week

Enquire

from £85 / night

1 / 9

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £73 / night

£275 - £545 / week

Enquire

from £73 / night

1 / 11

Chalet rental in Bembridge

Bembridge / Bembridge Beach

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £90 / night

£345 - £445 / week

Enquire

from £90 / night

(3) Very Good 

1 / 16

Chalet rental in Isle of Wight

Sandown / Yaverland

2 6 7 nights min stay

Chalet / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £23 / night

£160 - £500 / week

Enquire

from £23 / night

(1) Excellent 

1 / 19

Chalet rental in Isle of Wight

Sandown / Yaverland

4 12 7 nights min stay

Chalet / 4 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £46 / night

£320 - £1000 / week

Enquire

from £46 / night

(8) Excellent 

1 / 17

Isle of Wight holiday chalet rental

Isle of Wight / Gurnard

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £75 / night

£550 - £1100 / week

Enquire

from £75 / night

1 / 7

Holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £57 / night

£225 - £450 / week

Enquire

from £57 / night

1 / 10

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

Chalet / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £60 / night

£225 - £450 / week

Enquire

from £60 / night

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