Walking holiday villas and apartments Isle of Wight

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  • England
  • Isle of Wight

Location

  • All locations
  • Bembridge (28)
  • Bemridge Harbour (2)
  • Bonchurch (9)
  • Brading (5)
  • Brighstone (6)
  • Brook (3)
  • Calbourne (7)
  • Chale (2)
  • Cowes (63)
  • East Cowes (3)
  • Freshwater (28)
  • Godshill (5)
  • Gurnard (15)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newport (9)
  • Newtown (1)
  • Niton (3)
  • Porchfield (2)
  • Rookley (1)
  • Ryde (23)
  • Saint Helens (1)
  • Sandown (57)
  • Seaview (15)
  • Shanklin (43)
  • Shorwell (5)
  • St Helens (3)
  • Totland Bay (5)
  • Ventnor (74)
  • Wellow (1)
  • Whippingham (6)
  • Whitwell (8)
  • Woodside Beach (2)
  • Wootton Bridge (10)
  • Wroxall (5)
  • Yarmouth (18)

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473 Holiday homes

Filters applied: Walking holidays (473)

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

(3) Very Good 

1 / 22

Isle of Wight holiday cottage rental

Isle of Wight / St Helens

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £83 / night

£295 - £680 / week

Enquire Enquire View

from £83 / night

(5) Excellent 

1 / 13

Holiday home in Bembridge

Bembridge / Bembridge Village

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from £115 / night

£795 - £2495 / week

Book Book View

from £115 / night

(2) Excellent 

1 / 9

Holiday apartment rental

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £86 / night

£280 - £549 / week

Book Book View

from £86 / night

Featured properties

(25) Very Good 

1 / 23

Holiday boathouse with golf nearby in Yarmouth

Isle of Wight / Yarmouth

  • 2 bedrooms
  • Sleeps 11
  • Min stay varies

Pricing unknown

(4) Very Good 

1 / 12

Holiday home with golf nearby in Bembridge

Bembridge / St Helens, Bembridge

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £98 / night

£683 - £1255 / week

Enquire Enquire View

from £98 / night

(1) Very Good 

1 / 18

Holiday apartment in Ventnor

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from £59 / night

£330 - £785 / week

Enquire Enquire View

from £59 / night

1 / 9

Isle of Wight holiday townhouse rental

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £120 / night

£495 - £1800 / week

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from £120 / night

(1) Excellent 

1 / 14

Home rental in Ventnor

Isle of Wight / Ventnor

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies

from £98 / night

£375 - £750 / week

Enquire Enquire View

from £98 / night

(15) Excellent 

1 / 17

Cottage rental in Isle of Wight

Isle of Wight / Ventnor

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £85 / night

£475 - £925 / week

Enquire Enquire View

from £85 / night

(1) Excellent 

1 / 24

Holiday home in Cowes

Cowes / West Cowes

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from £200 / night

£1400 - £5500 / week

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from £200 / night

1 / 8

Isle of Wight holiday home rental

Isle of Wight / Bembridge

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £123 / night

£475 - £1045 / week

Enquire Enquire View

from £123 / night

(8) Excellent 

1 / 17

Isle of Wight holiday chalet rental

Isle of Wight / Gurnard

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £75 / night

£525 - £1100 / week

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from £75 / night

(79) Excellent 

1 / 20

Holiday apartment in Isle of Wight

Isle of Wight / Ventnor

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay

from £76 / night

£435 - £595 / week

Enquire Enquire View

from £76 / night

(3) Very Good 

1 / 16

Chalet rental in Isle of Wight

Sandown / Yaverland

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £23 / night

£160 - £500 / week

Enquire Enquire View

from £23 / night

1 / 13

Holiday townhouse in Isle of Wight

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £70 / night

£250 - £1100 / week

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from £70 / night

(1) Excellent 

1 / 15

Townhouse rental in Isle of Wight

Cowes / West Cowes

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £100 / night

£425 - £2200 / week

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from £100 / night

1 / 16

Holiday home in Isle of Wight

Cowes / West Cowes

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies

from £100 / night

£500 - £1045 / week

Enquire Enquire View

from £100 / night

(4) Excellent 

1 / 7

Apartment rental in Shanklin

Shanklin / Old Village

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £98 / night

£375 - £820 / week

Enquire Enquire View

from £98 / night

1 / 27

Holiday home in Isle of Wight

Isle of Wight / Newport

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay

from £58 / night

£400 - £1150 / week

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from £58 / night

(1) Very Good 

1 / 21

Holiday home in Cowes

Isle of Wight / Cowes

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies

from £235 / night

£900 - £1500 / week

Enquire Enquire View

from £235 / night

(8) Excellent 

1 / 15

Home rental in Isle of Wight with golf nearby

Isle of Wight / Ryde

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £110 / night

£600 - £925 / week

Enquire Enquire View

from £110 / night

(21) Excellent 

1 / 33

Holiday cottage in Isle of Wight

Isle of Wight / Whitwell

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £150 / night

£450 - £1350 / week

Book Book View

from £150 / night

(3) Very Good 

1 / 27

Holiday apartment letting

Isle of Wight / Sandown

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £30 / night

£200 - £375 / week

Book Book View

from £30 / night

(1) Very Good 

1 / 24

Holiday chalet rental

Isle of Wight / Seaview

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £58 / night

£330 - £715 / week

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from £58 / night

(6) Very Good 

1 / 24

Holiday home in Newport

Newport / Island Harbour

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £150 / night

£750 - £2000 / week

Enquire Enquire View

from £150 / night

(12) Excellent 

1 / 18

Holiday cottage rental

Cowes / West Cowes

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from £160 / night

£650 - £2500 / week

Book Book View

from £160 / night

(3) Excellent 

1 / 14

Isle of Wight holiday cottage rental

Isle of Wight / Gurnard

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £120 / night

£500 - £2900 / week

Book Book View

from £120 / night

(3) Excellent 

1 / 11

Holiday cottage in Isle of Wight

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £80 / night

£275 - £1500 / week

Book Book View

from £80 / night

(1) Excellent 

1 / 20

Holiday home in Isle of Wight

Cowes / West Cowes

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £100 / night

£375 - £3000 / week

Book Book View

from £100 / night

(3) Very Good 

1 / 12

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £30 / night

£210 - £544 / week

Book Book View

from £30 / night

1 / 15

Holiday home rental

Isle of Wight / Bembridge

  • 7 bedrooms
  • Sleeps 12
  • Min stay varies

from £285 / night

£1995 - £3995 / week

Enquire Enquire View

from £285 / night

(1) Very Good 

1 / 8

Holiday chalet in Isle of Wight

Sandown / Yaverland

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £85 / night

£325 - £600 / week

Enquire Enquire View

from £85 / night

(3) Very Good 

1 / 14

Holiday cottage rental

Isle of Wight / Ryde

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £165 / night

£645 - £1465 / week

Enquire Enquire View

from £165 / night

(1) Excellent 

1 / 12

Bembridge holiday home rental

Bembridge / Bembridge Village

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £100 / night

£595 - £1495 / week

Book Book View

from £100 / night

1 / 20

Holiday bungalow in Bembridge

Isle of Wight / Bembridge

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £69 / night

£320 - £785 / week

Enquire Enquire View

from £69 / night

1 / 7

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £95 / night

£423 - £636 / week

Book Book View

from £95 / night

(19) Excellent 

1 / 24

Holiday home with golf nearby in Isle of Wight

Cowes / West Cowes

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £150 / night

£500 - £2600 / week

Book Book View

from £150 / night

(12) Very Good 

1 / 8

Isle of Wight holiday apartment accommodation

Isle of Wight / Shanklin

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £85 / night

£345 - £880 / week

Book Book View

from £85 / night

(1) Very Good 

1 / 12

Holiday townhouse in Isle of Wight

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £60 / night

£250 - £1550 / week

Book Book View

from £60 / night

(13) Excellent 

1 / 14

Isle of Wight holiday cottage rental

Isle of Wight / Niton

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £120 / night

£575 - £1350 / week

Enquire Enquire View

from £120 / night

(2) Excellent 

1 / 7

Holiday apartment in Isle of Wight

Isle of Wight / Wroxall

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay

from £70 / night

£450 - £475 / week

Book Book View

from £70 / night

(12) Excellent 

1 / 10

Holiday cottage accommodation

Isle of Wight / Bembridge

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £69 / night

£480 - £880 / week

Enquire Enquire View

from £69 / night

1 / 11

Holiday apartment with golf nearby in Isle of Wight

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from £55 / night

£385 - £700 / week

Enquire Enquire View

from £55 / night

(12) Excellent 

1 / 28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £130 / night

£580 - £1400 / week

Book Book View

from £130 / night

(2) Excellent 

1 / 8

Holiday barn in Isle of Wight

Isle of Wight / Shorwell

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay

from £64 / night

£365 - £495 / week

Book Book View

from £64 / night

(17) Excellent 

1 / 25

Isle of Wight holiday home rental

Isle of Wight / Gurnard

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £150 / night

£800 - £1650 / week

Book Book View

from £150 / night

(1) Very Good 

1 / 14

Holiday home in Isle of Wight

Isle of Wight / Chale

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £148 / night

£575 - £1150 / week

Enquire Enquire View

from £148 / night

(1) Very Good 

1 / 8

Holiday bungalow in Isle of Wight

Isle of Wight / Brading

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £47 / night

£330 - £575 / week

Enquire Enquire View

from £47 / night

1 / 22

Isle of Wight holiday apartment rental

Isle of Wight / Ventnor

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £86 / night

£600 / week

Book Book View

from £86 / night

1 / 4

Porchfield holiday cottage rental

Isle of Wight / Porchfield

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay

from £39 / night

£270 - £380 / week

Enquire Enquire View

from £39 / night

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