Walking holiday villas and apartments Isle of Wight

Close

View larger map

Price per night

£108 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • 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)

More

Less

Also consider

Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Houses Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Houses Dorset
819 properties
Houses Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Houses Somerset
610 properties
Houses Kent
557 properties
Houses Sussex
770 properties
Houses Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Houses Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Villas Ventnor
139 properties
Holiday homes Cowes
120 properties
Self catering accommodation Sandown
99 properties
Villas Shanklin
81 properties
Isle of Wight holidays
921 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

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.

(4) Excellent 

1 / 23

Cottage rental in Yarmouth

Isle of Wight / Yarmouth

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £109 / night

£766 - £1647 / week

Book Book View

from £109 / night

1 / 8

Holiday apartment in Shanklin

Isle of Wight / Shanklin

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £170 / night

£675 - £900 / week

Book Book View

from £170 / night

(16) Excellent 

1 / 24

Holiday tree house in Isle of Wight

Isle of Wight / Whippingham

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £150 / night

£550 - £1300 / week

Book Book View

from £150 / night

Featured properties

(12) Very Good 

1 / 23

Holiday apartment in Cowes

Cowes / West Cowes

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £80 / night

£500 - £1750 / week

Book Book View

from £80 / night

(4) Excellent 

1 / 17

Cottage rental in Isle of Wight

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £98 / night

£450 - £975 / week

Book Book View

from £98 / 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 / 7

Holiday caravan/mobile home in Isle of Wight

Isle of Wight / Shanklin

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from £60 / night

£300 / week

Book Book View

from £60 / night

(1) Excellent 

1 / 10

Holiday apartment in Shanklin

Isle of Wight / Shanklin

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from £135 / night

£525 - £700 / week

Book Book View

from £135 / night

1 / 5

Isle of Wight holiday log cabin rental

Isle of Wight / Shanklin

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £135 / night

£540 - £600 / week

Book Book View

from £135 / night

1 / 17

Holiday home in Isle of Wight

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £65 / night

£260 - £670 / week

Book Book View

from £65 / 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

(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

(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

(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

(2) Excellent 

1 / 12

Holiday bungalow in Isle of Wight

Bembridge / Bembridge Village

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £85 / night

£595 - £950 / week

Book Book View

from £85 / 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) 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

1 / 21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £700 / night

£2250 - £3995 / week

Book Book View

from £700 / night

(3) Very Good 

1 / 11

Holiday lodge with golf nearby in Ryde

Isle of Wight / Ryde

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay

from £40 / night

£280 - £425 / week

Book Book View

from £40 / night

(22) Excellent 

1 / 18

Holiday apartment with golf nearby in Isle of Wight

Sandown / Alverstone Garden Village

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £56 / night

£265 - £710 / week

Book Book View

from £56 / 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

(14) Excellent 

1 / 24

Holiday cottage in Isle of Wight

Isle of Wight / Wootton Bridge

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £135 / night

£550 - £1325 / week

Book Book View

from £135 / 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) Excellent 

1 / 12

Holiday apartment in Isle of Wight

Isle of Wight / Ventnor

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £137 / night

£955 / week

Book Book View

from £137 / 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

Book Book View

from £58 / night

1 / 11

Isle of Wight holiday lodge rental

Sandown / Newchurch

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £214 / night

£1495 - £1500 / week

Book Book View

from £214 / night

1 / 8

Holiday chalet in Sandown

Isle of Wight / Sandown

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £50 / night

£300 - £550 / week

Book Book View

from £50 / night

(1) Good 

1 / 7

Holiday cottage rental

Isle of Wight / Shanklin

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from £50 / night

£350 - £700 / week

Book Book View

from £50 / night

(26) Excellent 

1 / 19

Holiday caravan/mobile home with shared pool in Isle of Wight

Cowes / Thorness Bay

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £60 / night

£350 - £750 / week

Book Book View

from £60 / night

1 / 25

Holiday caravan/mobile home with shared pool in Thorness Bay

Cowes / Thorness Bay

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £45 / night

£300 - £500 / week

Book Book View

from £45 / night

1 / 11

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £40 / night

£200 - £550 / week

Book Book View

from £40 / night

(2) Very Good 

1 / 16

Holiday bungalow with shared pool in Gurnard

Isle of Wight / Gurnard

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £45 / night

£200 - £420 / week

Book Book View

from £45 / night

(17) Excellent 

1 / 24

Holiday caravan/mobile home in Isle of Wight

Isle of Wight / Bembridge

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £100 / night

£350 - £650 / week

Book Book View

from £100 / night

(6) Excellent 

1 / 17

Holiday home in Ventnor

Isle of Wight / Ventnor

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies

from £155 / night

£620 - £1440 / week

Book Book View

from £155 / night

(3) Excellent 

1 / 30

Isle of Wight holiday home rental

Isle of Wight / Ventnor

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £100 / night

£590 - £980 / week

Book Book View

from £100 / night

(10) Excellent 

1 / 20

Saint Helens holiday lodge rental

Isle of Wight / Saint Helens

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £90 / night

£495 - £1295 / week

Book Book View

from £90 / night

(22) Excellent 

1 / 12

Holiday cottage in Isle of Wight

Isle of Wight / Sandown

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £40 / night

£195 - £525 / week

Book Book View

from £40 / night

1 / 8

Holiday b&b with golf nearby in Isle of Wight

Isle of Wight / Ventnor

  • 4 bedrooms
  • Sleeps 2
  • 2 nights min stay

from £95 / night

£570 / week

Book Book View

from £95 / night

1 / 22

Holiday cottage in Brook

Isle of Wight / Brook

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay

from £200 / night

£1000 / week

Book Book View

from £200 / night

(30) Very Good 

1 / 17

Holiday chalet in Isle of Wight

Sandown / Yaverland

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £28 / night

£220 - £450 / week

Book Book View

from £28 / night

(3) Very Good 

1 / 21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £80 / night

£350 - £795 / week

Book Book View

from £80 / night

(14) Very Good 

1 / 23

Yaverland holiday cottage rental

Sandown / Yaverland

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £100 / night

£700 - £1030 / week

Book Book View

from £100 / night

(72) Excellent 

1 / 25

Holiday cottage in Isle of Wight

Ventnor / Niton Undercliff

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £120 / night

£570 - £1475 / week

Book Book View

from £120 / night

1 / 7

Holiday cottage rental

Isle of Wight / Wroxall

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £120 / night

£550 - £800 / week

Book Book View

from £120 / night

(2) Very Good 

1 / 23

Holiday chalet in Yarmouth

Isle of Wight / Yarmouth

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £86 / night

£599 - £1075 / week

Book Book View

from £86 / night

(13) Excellent 

1 / 18

Cottage rental in Isle of Wight

Isle of Wight / Godshill

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from £189 / night

£1323 / week

Book Book View

from £189 / night

(12) Excellent 

1 / 18

Holiday cottage in Newchurch

Sandown / Newchurch

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from £75 / night

£600 / week

Book Book View

from £75 / night

(1) Good 

1 / 22

Isle of Wight holiday barn rental

Isle of Wight / Whitwell

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £69 / night

£480 - £900 / week

Book Book View

from £69 / night

(6) Excellent 

1 / 24

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £128 / night

£896 - £1367 / week

Book Book View

from £128 / night

(3) Good 

1 / 20

Holiday cottage in Bemridge Harbour

Isle of Wight / Bemridge Harbour

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £80 / night

£450 - £695 / week

Book Book View

from £80 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page