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  • England
  • Isle of Wight

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  • Adgestone (1)
  • Bembridge (37)
  • Bemridge Harbour (2)
  • Bonchurch (8)
  • Brading (9)
  • Brighstone (8)
  • Brook (1)
  • Calbourne (4)
  • Carisbrooke (1)
  • Chale (3)
  • Cowes (45)
  • East Cowes (4)
  • Freshwater (20)
  • Godshill (6)
  • Gurnard (14)
  • Lake (2)
  • Merstone (1)
  • Nettlestone (1)
  • Newport (8)
  • Newtown (1)
  • Niton (4)
  • Rookley (1)
  • Ryde (25)
  • Sandown (25)
  • Seaview (8)
  • Shanklin (22)
  • Shorwell (9)
  • St Helens (7)
  • Totland Bay (7)
  • Ventnor (54)
  • Whippingham (5)
  • Whitwell (8)
  • Woodside Beach (3)
  • Wootton Bridge (8)
  • Wroxall (6)
  • Yarmouth (28)

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396 Holiday homes

Filters applied: Private garden (396)

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

(20) Excellent 

1 / 31

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £115 / night

£525 - £1345 / week

Book

from £115 / night

(18) Excellent 

1 / 24

Holiday home with golf nearby in Isle of Wight

Cowes / West Cowes

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £150 / night

£500 - £2600 / week

Book

from £150 / night

(16) Excellent 

1 / 25

Isle of Wight holiday home rental

Isle of Wight / Gurnard

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £150 / night

£1650 / week

Book

from £150 / night

Featured properties

(6) Excellent 

1 / 17

Holiday home in Ventnor

Isle of Wight / Ventnor

4 11 Min stay varies

House / 4 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £155 / night

£620 - £1440 / week

Book

from £155 / night

(14) Excellent 

1 / 24

Holiday cottage in Isle of Wight

Isle of Wight / Wootton Bridge

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £135 / night

£1325 / week

Book

from £135 / night

(22) Excellent 

1 / 12

Holiday cottage in Isle of Wight

Isle of Wight / Sandown

1 4 Min stay varies

Cottage / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £35 / night

£195 - £525 / week

Book

from £35 / night

(13) Very Good 

1 / 24

Holiday home in Isle of Wight

Totland / Totland Bay

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £116 / night

£570 - £825 / week

Book

from £116 / night

(6) Good 

1 / 24

Isle of Wight holiday cottage accommodation

Isle of Wight / Godshill

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £55 / night

£379 - £1245 / 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

(3) Good 

1 / 20

Holiday cottage in Bemridge Harbour

Isle of Wight / Bemridge Harbour

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £70 / night

£325 - £695 / week

Book

from £70 / night

(2) Good 

1 / 16

Holiday cottage in Isle of Wight

Isle of Wight / East Cowes

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

(66) Excellent 

1 / 25

Holiday cottage in Isle of Wight

Ventnor / Niton Undercliff

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

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from £120 / night

£1475 / week

Book

from £120 / night

(14) Very Good 

1 / 23

Yaverland holiday cottage rental

Sandown / Yaverland

3 6 7 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £100 / night

£700 - £1030 / week

Book

from £100 / night

(10) Excellent 

1 / 18

Holiday cottage in Newchurch

Sandown / Newchurch

2 4 3 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £75 / night

£600 / week

Book

from £75 / night

1 / 7

Holiday cottage rental

Isle of Wight / Wroxall

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £100 / night

£350 - £800 / week

Book

from £100 / night

(1) Excellent 

1 / 24

Holiday shepherds hut in Isle of Wight

Isle of Wight / Godshill

1 2 Min stay varies

Shepherds Hut / 1 bedroom / sleeps 2 / Min stay varies

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from £90 / night

£490 / week

Book

from £90 / night

(2) Excellent 

1 / 8

St Helens holiday cottage rental

Isle of Wight / St Helens

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £43 / night

£295 - £680 / week

Book

from £43 / night

1 / 23

Rookley holiday barn rental

Isle of Wight / Rookley

4 7 Min stay varies

Barn / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

(2) Very Good 

1 / 21

Holiday apartment with golf nearby in Isle of Wight

Isle of Wight / Ryde

2 3 Min stay varies

Apartment / 2 bedrooms / sleeps 3 / Min stay varies

Add to shortlist

from £43 / night

£300 - £550 / week

Book

from £43 / night

1 / 10

Bungalow rental in Isle of Wight

Isle of Wight / Brighstone

2 5 1 night min stay

Bungalow / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £95 / night

£700 / week

Book

from £95 / night

(6) Excellent 

1 / 24

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £128 / night

£896 - £1367 / week

Book

from £128 / night

(1) Good 

1 / 22

Isle of Wight holiday barn rental

Isle of Wight / Whitwell

2 5 Min stay varies

Barn / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £69 / night

£480 - £900 / week

Book

from £69 / night

1 / 14

Home accommodation in Isle of Wight

Isle of Wight / Brighstone

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

(3) Very Good 

1 / 15

Isle of Wight holiday home rental

Bembridge / Bembridge Village

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

(3) Excellent 

1 / 20

Holiday cottage in Isle of Wight

Cowes / West Cowes

2 4 3 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £150 / night

£1050 / week

Book

from £150 / night

1 / 4

Holiday bungalow in Isle of Wight

Isle of Wight / Seaview

2 4 Min stay varies

Bungalow / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £53 / night

£369 - £799 / week

Book

from £53 / night

(4) Excellent 

1 / 20

Isle of Wight holiday townhouse rental

Cowes / West Cowes

4 11 Min stay varies

Townhouse / 4 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £90 / night

£450 - £3600 / week

Book

from £90 / night

(2) Excellent 

1 / 22

Isle of Wight holiday townhouse rental

Cowes / West Cowes

3 10 Min stay varies

Townhouse / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £100 / night

£395 - £2800 / week

Book

from £100 / night

(4) Excellent 

1 / 13

Holiday apartment in Isle of Wight

Cowes / West Cowes

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £100 / night

£320 - £2300 / week

Book

from £100 / night

1 / 9

Isle of Wight holiday townhouse rental

Cowes / West Cowes

2 4 Min stay varies

Townhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £120 / night

£600 - £1800 / week

Book

from £120 / night

(2) Excellent 

1 / 12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

Barn / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £210 / night

£900 - £2250 / week

Book

from £210 / night

(2) Excellent 

1 / 8

Holiday barn in Isle of Wight

Isle of Wight / Shorwell

1 2 3 nights min stay

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

Add to shortlist

from £52 / night

£295 - £495 / week

Book

from £52 / night

(1) Excellent 

1 / 11

Holiday cottage in Isle of Wight

Cowes / West Cowes

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £80 / night

£240 - £1500 / week

Book

from £80 / night

1 / 14

Isle of Wight holiday home rental

Isle of Wight / Cowes

3 8 Min stay varies

House / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £93 / night

£600 - £3300 / week

Book

from £93 / night

1 / 14

Holiday home in Cowes

Isle of Wight / Cowes

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £110 / night

£3300 / week

Book

from £110 / night

1 / 18

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

Holiday yurt in Isle of Wight

Sandown / Newchurch

1 4 3 nights min stay

Yurt / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £100 / night

£650 / week

Book

from £100 / night

1 / 17

Isle of Wight holiday guest house rental

Cowes / West Cowes

6 12 Min stay varies

Guest house / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £220 / night

£950 - £5200 / week

Book

from £220 / night

1 / 18

Apartment rental in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £69 / night

£398 - £549 / week

Book

from £69 / night

(2) Excellent 

1 / 21

Villa letting in Isle of Wight

Cowes / West Cowes

5 11 Min stay varies

Villa / 5 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £120 / night

£550 - £4800 / week

Book

from £120 / night

1 / 23

Newchurch holiday farmhouse rental

Sandown / Newchurch

10 20 Min stay varies

Farmhouse / 10 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £295 / night

£1485 - £4360 / week

Book

from £295 / night

(1) Terrible 

1 / 11

Isle of Wight holiday bungalow rental

Bembridge / Bembridge Beach

4 8 7 nights min stay

Bungalow / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £90 / night

£625 / week

Book

from £90 / night

(2) Excellent 

1 / 10

Holiday lodge in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 7 nights min stay

Lodge / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £114 / night

£795 - £895 / week

Book

from £114 / night

1 / 24

Newchurch holiday cottage rental

Sandown / Newchurch

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £115 / night

£525 - £1335 / week

Book

from £115 / night

1 / 14

Holiday cottage in Isle of Wight

Sandown / Newchurch

1 4 Min stay varies

Cottage / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £70 / night

£345 - £545 / week

Book

from £70 / night

(1) Excellent 

1 / 20

Holiday cottage in Isle of Wight

Sandown / Newchurch

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £90 / night

£390 - £1100 / week

Book

from £90 / night

1 / 21

Cottage rental in Isle of Wight

Sandown / Newchurch

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £80 / night

£480 - £830 / week

Book

from £80 / night

(1) Excellent 

1 / 9

Holiday cottage in Isle of Wight

Isle of Wight / Ryde

2 4 7 nights min stay

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

Add to shortlist

from £58 / night

£400 - £1000 / week

Book

from £58 / night

1 / 23

Holiday cottage in Newchurch

Sandown / Newchurch

1 2 Min stay varies

Cottage / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £65 / night

£305 - £495 / week

Book

from £65 / night

(5) Excellent 

1 / 13

Holiday home in Bembridge

Bembridge / Bembridge Village

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £115 / night

£795 - £2495 / week

Book

from £115 / night

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