Isle of Wight holiday cottages - self catering

Picture of a holiday in Isle of Wight

Isle of Wight holidays

The Isle of Wight, just off the south coast of the UK, was placed on the holiday map by Queen Victoria who stayed here frequently and ever since this small island has been a magnet for tourists. This is quintessential England with its rolling hills crisscrossed with narrow lanes, white chalk cliffs, thatched cottages and sandy beaches, a landscape popular with walkers and cyclists. Natural highlights include Alum Bay and the Needles, while Cowes, Freshwater and Ryde are attractive town resorts.

View larger map

Price per night

£94 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • England
  • Isle of Wight

Location

  • All locations
  • Adgestone (1)
  • Bembridge (82)
  • Bemridge Harbour (3)
  • Bonchurch (14)
  • Brading (9)
  • Brighstone (19)
  • Brook (2)
  • Calbourne (9)
  • Carisbrooke (1)
  • Chale (4)
  • Cowes (122)
  • East Cowes (8)
  • Freshwater (51)
  • Godshill (8)
  • Gurnard (19)
  • Knighton, Isle of Wight (2)
  • Lake (2)
  • Merstone (3)
  • Nettlestone (1)
  • Newport (21)
  • Newtown (1)
  • Niton (11)
  • Porchfield (2)
  • Rookley (1)
  • Ryde (79)
  • Saint Helens (1)
  • Sandown (85)
  • Seaview (37)
  • Shanklin (95)
  • Shorwell (12)
  • St Helens (13)
  • Totland Bay (10)
  • Ventnor (148)
  • Whippingham (8)
  • Whitwell (10)
  • Woodside Beach (3)
  • Wootton Bridge (17)
  • Wroxall (8)
  • Yarmouth (61)

More

Less

Also consider

Wales
7,775 properties
Cornwall
6,560 properties
Paris
6,088 properties
Devon
5,113 properties
Cumbria
2,938 properties
Amsterdam
2,026 properties
New Forest National Park
321 properties
St Ives
291 properties
Blackpool
100 properties
Richmond
77 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

984 Holiday homes

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

(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

(1) Excellent 

1 / 12

Isle of Wight holiday farmhouse rental

Freshwater / Freshwater Bay

4 9 7 nights min stay

Farmhouse / 4 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £265 / night

£1850 / week

Book

from £265 / night

(3) Excellent 

1 / 14

Home rental in Freshwater with golf nearby

Freshwater / Freshwater Bay

6 15 1 night min stay

House / 6 bedrooms / sleeps 15 / 1 night min stay

Add to shortlist

from £295 / night

£1995 / week

Book

from £295 / night

Featured properties

1 / 19

Holiday home in Isle of Wight

Isle of Wight / Shanklin

4 12 7 nights min stay

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

Add to shortlist

from £336 / night

£2350 / week

Book

from £336 / night

(2) Excellent 

1 / 26

Home letting in Isle of Wight

Bembridge / Bembridge Village

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £175 / night

£750 - £1981 / week

Book

from £175 / night

(3) Excellent 

1 / 18

Holiday townhouse in Isle of Wight

Isle of Wight / East Cowes

3 6 7 nights min stay

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

Add to shortlist

from £66 / night

£460 - £900 / week

Book

from £66 / night

(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

(4) Excellent 

1 / 13

Shanklin holiday home rental

Shanklin / Luccombe Village

4 12 7 nights min stay

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

Add to shortlist

from £285 / night

£1995 / week

Book

from £285 / night

(21) Excellent 

1 / 22

Holiday barn with golf nearby in Isle of Wight

Freshwater / Freshwater Bay

3 6 Min stay varies

Barn / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £55 / night

£380 - £1080 / week

Book

from £55 / night

(4) Excellent 

1 / 14

Holiday home rental

Isle of Wight / Shanklin

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £105 / night

£735 - £2500 / week

Book

from £105 / night

(6) Excellent 

1 / 32

Holiday home with golf nearby in Isle of Wight

Isle of Wight / Seaview

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £80 / night

£999 / week

Book

from £80 / night

(8) Excellent 

1 / 15

Holiday bungalow in Isle of Wight

Isle of Wight / Wootton Bridge

3 6 Min stay varies

Bungalow / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £95 / night

£495 - £895 / week

Book

from £95 / night

(4) Excellent 

1 / 14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

3 6 3 nights min stay

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

Add to shortlist

from £145 / night

£750 - £1163 / week

Book

from £145 / night

(25) Excellent 

1 / 23

Holiday log cabin with indoor pool in Isle of Wight

Isle of Wight / Ryde

3 6 Min stay varies

Log cabin / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £93 / night

£650 - £1400 / week

Book

from £93 / night

(13) Very Good 

1 / 25

Apartment rental in Totland

Totland / Totland Bay

4 8 7 nights min stay

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

Add to shortlist

from £93 / night

£650 - £2000 / week

Book

from £93 / night

(14) Excellent 

1 / 7

Holiday log cabin in Isle of Wight

Isle of Wight / Gurnard

2 4 Min stay varies

Log cabin / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £60 / night

£420 - £630 / week

Book

from £60 / night

(5) Very Good 

1 / 17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min stay

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

Add to shortlist

from £145 / night

£1163 / week

Book

from £145 / night

(5) Very Good 

1 / 15

Apartment rental in Isle of Wight

Totland / Totland Bay

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £125 / night

£500 - £1200 / week

Book

from £125 / night

(21) Excellent 

1 / 32

Holiday apartment in Isle of Wight

Shanklin / Luccombe Village

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £80 / night

£630 / week

Book

from £80 / night

(4) Excellent 

1 / 22

Holiday townhouse in Isle of Wight

Ventnor / Ventnor Bay

5 10 7 nights min stay

Townhouse / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £179 / night

£1250 - £1550 / week

Book

from £179 / night

(19) Very Good 

1 / 22

Cowes holiday cottage rental

Cowes / West Cowes

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £72 / night

£300 - £1050 / week

Book

from £72 / night

(14) Excellent 

1 / 22

Cottage rental in Isle of Wight

Totland / Totland Bay

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £90 / night

£575 - £990 / week

Book

from £90 / night

(11) Excellent 

1 / 12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £250 / night

£3250 / week

Book

from £250 / night

(19) Excellent 

1 / 20

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £170 / night

£1750 / week

Book

from £170 / night

(22) Excellent 

1 / 20

Holiday home in Isle of Wight

Isle of Wight / Ventnor

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £100 / night

£400 - £895 / week

Book

from £100 / night

(6) Very Good 

1 / 9

Holiday home in Isle of Wight

Isle of Wight / Gurnard

2 4 Min stay varies

House / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £55 / night

£385 - £1500 / week

Book

from £55 / night

(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

(3) Excellent 

1 / 20

Holiday cottage in Isle of Wight

Isle of Wight / Seaview

4 8 7 nights min stay

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

Add to shortlist

from £209 / night

£1460 / week

Book

from £209 / night

(10) Excellent 

1 / 12

Holiday apartment with golf nearby in Isle of Wight

Ryde / Appley

2 3 Min stay varies

Apartment / 2 bedrooms / sleeps 3 / Min stay varies

Add to shortlist

from £52 / night

£364 - £623 / week

Book

from £52 / night

(3) Excellent 

1 / 23

Holiday home rental

Isle of Wight / St Helens

4 7 7 nights min stay

House / 4 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £80 / night

£557 - £1448 / week

Book

from £80 / night

(22) Excellent 

1 / 23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 10 Min stay varies

Apartment / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £210 / night

£845 - £2150 / week

Book

from £210 / night

(1) Excellent 

1 / 24

Isle of Wight holiday cottage rental

Isle of Wight / Ventnor

3 7 2 nights min stay

Cottage / 3 bedrooms / sleeps 7 / 2 nights min stay

Add to shortlist

from £200 / night

£1050 / week

Book

from £200 / night

(1) Excellent 

1 / 22

Holiday apartment in Isle of Wight

Isle of Wight / Shanklin

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £150 / night

£900 - £1300 / week

Book

from £150 / night

(10) Excellent 

1 / 19

Isle of Wight holiday cottage rental

Isle of Wight / Cowes

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £55 / night

£385 - £1500 / week

Book

from £55 / night

(4) Excellent 

1 / 25

Isle of Wight holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £175 / night

£875 - £1550 / week

Book

from £175 / night

(7) Excellent 

1 / 21

Holiday apartment in Isle of Wight

Isle of Wight / Shanklin

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £65 / night

£450 - £650 / week

Book

from £65 / night

(5) Excellent 

1 / 22

Holiday home in Isle of Wight

Isle of Wight / Whippingham

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £500 / night

£3500 / week

Book

from £500 / night

(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

(1) Excellent 

1 / 22

Home rental in Shanklin

Isle of Wight / Shanklin

6 12 1 night min stay

House / 6 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £300 / night

£1600 - £2200 / week

Book

from £300 / night

(9) Excellent 

1 / 20

Cottage rental in Lake

Isle of Wight / Lake

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £75 / night

£550 / week

Book

from £75 / night

(12) Very Good 

1 / 25

Freshwater holiday apartment rental

Freshwater / Freshwater Bay

2 4 2 nights min stay

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

Add to shortlist

from £66 / night

£330 - £875 / week

Book

from £66 / night

1 / 15

Apartment rental in Isle of Wight

Isle of Wight / Cowes

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £140 / night

£1400 - £3200 / week

Book

from £140 / 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

(9) Very Good 

1 / 24

Holiday log cabin in Isle of Wight

Isle of Wight / Cowes

2 5 3 nights min stay

Log cabin / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £57 / night

£400 - £630 / week

Book

from £57 / night

(13) Excellent 

1 / 32

Holiday apartment in Isle of Wight

Shanklin / Old Village

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £60 / night

£600 / week

Book

from £60 / night

(2) Excellent 

1 / 24

Caravan/mobile home rental in Isle of Wight

Isle of Wight / Cowes

2 5 3 nights min stay

Caravan/Mobile Home / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £40 / night

£250 - £575 / week

Book

from £40 / night

(1) Very Good 

1 / 24

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £60 / night

£350 - £605 / week

Book

from £60 / night

(1) Excellent 

1 / 20

Holiday apartment accommodation

Ventnor / Ventnor Bay

3 9 Min stay varies

Apartment / 3 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £100 / night

£550 - £950 / week

Book

from £100 / night

(13) Excellent 

1 / 18

Cottage rental in Isle of Wight

Isle of Wight / Godshill

4 8 7 nights min stay

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

Add to shortlist

from £189 / night

£1323 / week

Book

from £189 / night

(5) Excellent 

1 / 14

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £95 / night

£495 - £795 / week

Book

from £95 / 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