Isle of Wight holiday cottages - self catering

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50 Holiday homes

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

(11) Excellent 

1 / 12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

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from £250 / night

£3250 / week

Book

from £250 / night

(4) Excellent 

1 / 16

Cowes holiday townhouse rental

Cowes / West Cowes

3 6 Min stay varies

Townhouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £130 / night

£2500 / week

Book

from £130 / night

(4) Excellent 

1 / 16

Holiday townhouse rental

Isle of Wight / Cowes

5 11 Min stay varies

Townhouse / 5 bedrooms / sleeps 11 / Min stay varies

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from £235 / night

£795 - £4600 / week

Enquire

from £235 / night

Featured properties

(14) Very Good 

1 / 23

Townhouse accommodation in Isle of Wight

Yarmouth / Norton, Isle of Wight

4 6 7 nights min stay

Townhouse / 4 bedrooms / sleeps 6 / 7 nights min stay

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from £54 / night

£378 - £895 / week

Enquire

from £54 / night

1 / 16

Bembridge holiday townhouse rental

Bembridge / Bembridge Harbour

3 6 Min stay varies

Townhouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £87 / night

£425 - £955 / week

Enquire

from £87 / night

More results near

Distance approx 1.37 miles from Isle of Wight Show on Map

(16) Very Good 

1 / 8

Cottage rental in Isle of Wight

Isle of Wight / Newport

3 5 Min stay varies

Cottage / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £70 / night

£500 - £1030 / week

Book

from £70 / night

Distance approx 1.98 miles from Isle of Wight Show on Map

(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

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from £43 / night

£295 - £680 / week

Book

from £43 / night

Distance approx 2.68 miles from Isle of Wight Show on Map

(12) Excellent 

1 / 15

Log cabin rental in Newport

Isle of Wight / Newport

1 2 3 nights min stay

Log cabin / 1 bedroom / sleeps 2 / 3 nights min stay

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from £65 / night

£450 / week

Book

from £65 / night

Distance approx 2.89 miles from Isle of Wight Show on Map

1 / 14

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

Isle of Wight / St Helens

2 6 Min stay varies

Caravan/Mobile Home / 2 bedrooms / sleeps 6 / Min stay varies

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from £90 / night

£630 - £775 / week

Book

from £90 / night

Distance approx 2.97 miles from Isle of Wight Show on Map

(3) Very Good 

1 / 23

Holiday home rental

Isle of Wight / Wootton Bridge

5 8 7 nights min stay

House / 5 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £128 / night

£895 - £1225 / week

Book

from £128 / night

Distance approx 3.04 miles from Isle of Wight Show on Map

(11) Excellent 

1 / 24

Isle of Wight holiday cottage rental

Godshill / Roud

4 6 7 nights min stay

Cottage / 4 bedrooms / sleeps 6 / 7 nights min stay

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from £79 / night

£550 - £995 / week

Book

from £79 / night

Distance approx 3.04 miles from Isle of Wight Show on Map

(7) Excellent 

1 / 14

Newport holiday b&b rental

Isle of Wight / Newport

1 5 Min stay varies

B&B / 1 bedroom / sleeps 5 / Min stay varies

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from £85 / night

£595 - £1505 / week

Book

from £85 / night

Distance approx 3.13 miles from Isle of Wight Show on Map

(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

Distance approx 3.32 miles from Isle of Wight Show on Map

(5) Very Good 

1 / 11

Holiday barn in Shorwell

Shorwell / Billingham

1 2 Min stay varies

Barn / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £52 / night

£295 - £495 / week

Book

from £52 / night

Distance approx 3.34 miles from Isle of Wight Show on Map

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

Distance approx 3.35 miles from Isle of Wight Show on Map

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

Distance approx 3.37 miles from Isle of Wight Show on Map

(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

Distance approx 3.41 miles from Isle of Wight Show on Map

(3) Very Good 

1 / 10

Holiday barn in Isle of Wight

Shorwell / Billingham

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

Distance approx 3.58 miles from Isle of Wight Show on Map

(5) Excellent 

1 / 16

Cottage rental in Isle of Wight

Sandown / Newchurch

2 4 2 nights min stay

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

Add to shortlist

from £150 / night

£700 / week

Book

from £150 / night

Distance approx 3.76 miles from Isle of Wight Show on Map

(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

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from £75 / night

£600 / week

Book

from £75 / night

Distance approx 3.85 miles from Isle of Wight Show on Map

(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

Add to shortlist

from £90 / night

£490 / week

Book

from £90 / night

Distance approx 3.88 miles from Isle of Wight Show on Map

1 / 17

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £250 / night

£850 - £2500 / week

Enquire

from £250 / night

Distance approx 4 miles from Isle of Wight Show on Map

1 / 11

Isle of Wight holiday apartment rental

Isle of Wight / Bonchurch

3 6 7 nights min stay

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

Add to shortlist

from £40 / night

£235 - £930 / week

Book

from £40 / night

Distance approx 4.03 miles from Isle of Wight Show on Map

(33) Excellent 

1 / 19

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 £85 / night

£750 / week

Enquire

from £85 / night

Distance approx 4.16 miles from Isle of Wight Show on Map

(2) Very Good 

1 / 16

Wootton Bridge holiday cottage rental

Isle of Wight / Wootton Bridge

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £66 / night

£275 - £850 / week

Book

from £66 / night

Distance approx 4.17 miles from Isle of Wight Show on Map

(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

Distance approx 4.24 miles from Isle of Wight Show on Map

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

Distance approx 4.51 miles from Isle of Wight Show on Map

(4) Excellent 

1 / 20

Cottage rental in Whitwell

Isle of Wight / Whitwell

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £95 / night

£890 / week

Enquire

from £95 / night

Distance approx 4.53 miles from Isle of Wight Show on Map

(5) Excellent 

1 / 25

Holiday log cabin accommodation

Isle of Wight / Whippingham

2 6 Min stay varies

Log cabin / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £150 / night

£550 - £1200 / week

Book

from £150 / night

Distance approx 4.55 miles from Isle of Wight Show on Map

(16) Excellent 

1 / 24

Holiday tree house in Isle of Wight

Isle of Wight / Whippingham

2 6 Min stay varies

Tree House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £150 / night

£550 - £1300 / week

Book

from £150 / night

Distance approx 4.59 miles from Isle of Wight Show on Map

1 / 10

Holiday log cabin with golf nearby in Isle of Wight

Isle of Wight / Whippingham

1 2 3 nights min stay

Log cabin / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £55 / night

£495 / week

Book

from £55 / night

Distance approx 4.61 miles from Isle of Wight Show on Map

(12) Excellent 

1 / 23

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £115 / night

£1195 / week

Book

from £115 / night

Distance approx 4.82 miles from Isle of Wight Show on Map

(2) Excellent 

1 / 7

Holiday apartment in Isle of Wight

Isle of Wight / Wroxall

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £70 / night

£450 - £475 / week

Book

from £70 / night

Distance approx 4.84 miles from Isle of Wight Show on Map

(8) Very Good 

1 / 13

Shanklin holiday farmhouse rental

Shanklin / Ninham

6 9 Min stay varies

Farmhouse / 6 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £160 / night

£850 - £1680 / week

Book

from £160 / night

Distance approx 4.84 miles from Isle of Wight Show on Map

(4) Excellent 

1 / 12

Shanklin holiday lodge rental

Shanklin / Ninham

3 6 Min stay varies

Lodge / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £120 / night

£640 - £1470 / week

Book

from £120 / night

Distance approx 4.9 miles from Isle of Wight Show on Map

(6) Excellent 

1 / 35

Holiday home in Isle of Wight

Isle of Wight / East Cowes

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £125 / night

£495 - £1300 / week

Book

from £125 / night

Distance approx 4.95 miles from Isle of Wight Show on Map

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

Distance approx 5.01 miles from Isle of Wight Show on Map

(11) Very Good 

1 / 14

Holiday cottage letting

Whitwell / Nettlecombe

3 5 Min stay varies

Cottage / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £99 / night

£390 - £975 / week

Book

from £99 / night

Distance approx 5.03 miles from Isle of Wight Show on Map

1 / 16

Holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 7 7 nights min stay

Caravan/Mobile Home / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £50 / night

£350 / week

Book

from £50 / night

Distance approx 5.06 miles from Isle of Wight Show on Map

(2) Excellent 

1 / 29

Whitwell holiday cottage rental

Whitwell / Nettlecombe

4 8 Min stay varies

Cottage / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £135 / night

£590 - £2090 / week

Enquire

from £135 / night

Distance approx 5.06 miles from Isle of Wight Show on Map

1 / 23

Isle of Wight holiday cottage rental

Whitwell / Nettlecombe

2 3 Min stay varies

Cottage / 2 bedrooms / sleeps 3 / Min stay varies

Add to shortlist

from £84 / night

£350 - £1030 / week

Enquire

from £84 / night

Distance approx 5.08 miles from Isle of Wight Show on Map

(5) Excellent 

1 / 8

Holiday apartment in Isle of Wight

Wootton Bridge / Fishbourne

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £66 / night

£275 - £850 / week

Book

from £66 / night

Distance approx 5.12 miles from Isle of Wight Show on Map

(6) Excellent 

1 / 19

Holiday cottage in Isle of Wight

Isle of Wight / Calbourne

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £100 / night

£400 - £775 / week

Book

from £100 / night

Distance approx 5.13 miles from Isle of Wight Show on Map

(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

Distance approx 5.14 miles from Isle of Wight Show on Map

(17) Very Good 

1 / 24

Holiday home in Isle of Wight

Shanklin / Old Village

8 18 Min stay varies

House / 8 bedrooms / sleeps 18 / Min stay varies

Add to shortlist

from £775 / night

£3600 / week

Enquire

from £775 / night

Distance approx 5.16 miles from Isle of Wight Show on Map

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

Distance approx 5.19 miles from Isle of Wight Show on Map

(3) Good 

1 / 9

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £67 / night

£250 - £365 / week

Enquire

from £67 / night

Distance approx 5.23 miles from Isle of Wight Show on Map

(20) Very Good 

1 / 18

Holiday caravan/mobile home in Isle of Wight

Isle of Wight / Cowes

2 6 3 nights min stay

Caravan/Mobile Home / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £50 / night

£250 - £620 / week

Book

from £50 / night

Distance approx 5.24 miles from Isle of Wight Show on Map

(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

Distance approx 5.24 miles from Isle of Wight Show on Map

(2) Excellent 

1 / 10

Isle of Wight holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 6 Min stay varies

Caravan/Mobile Home / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £70 / night

£295 - £760 / week

Enquire

from £70 / night

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