Cottages in Isle of Wight and Self catering accommodation – Holiday Lettings - Holiday Rentals Isle of Wight

Close

View larger map

Also consider

Europe Holidays
449718 properties
United Kingdom Holidays
57319 properties
England Holidays
41618 properties
Isle of Wight Holidays
994 properties
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
150 properties
Holiday homes Cowes
131 properties
Villas Shanklin
112 properties
Self catering accommodation Sandown
107 properties

Isle of Wight

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

980 Holiday homes

15

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £75 / night

£350 - £850 / week

Book View

from £75 / night

(1) Excellent 

18

Cowes holiday home rental

Isle of Wight / Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £110 / night

£500 - £3000 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £110 / night

14

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £48 / night

£330 - £470 / week

Book View

from £48 / night

Featured properties

(3) Excellent 

18

Holiday cottage in Bembridge

Isle of Wight / Bembridge

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £65 / night

£455 / week

Enquire View

from £65 / night

9

B&b rental in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £73 / night

£511 / week

Book View

from £73 / night

(1) Excellent 

16

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £70 / night

£350 - £660 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £70 / night

4

Holiday b&b in Sandown

Isle of Wight / Sandown

8 2 2 nights min

  • 8 bedrooms
  • Sleeps 2
  • 2 nights min

from £72 / night

£504 / week

Book View

from £72 / night

4

Holiday b&b in Sandown

Isle of Wight / Sandown

8 1 2 nights min

  • 8 bedrooms
  • Sleeps 1
  • 2 nights min
  • Beach / lakeside relaxation

from £36 / night

£252 / week

Book View

from £36 / night

(1) Very Good 

18

Holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £39 / night

£275 - £595 / week

Enquire View

from £39 / night

11

Holiday home rental

Isle of Wight / Ventnor

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden

from £240 / night

£1500 / week

Enquire View

from £240 / night

(2) Very Good 

15

Holiday home in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £85 / night

£400 - £745 / week

Enquire View

from £85 / night

(1) Excellent 

10

Holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £50 / night

£350 - £550 / week

Book View

from £50 / night

4

Holiday home in Cowes

Isle of Wight / Cowes

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £150 / night

£1050 / week

Book View

from £150 / night

(13) Excellent 

11

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellent accomodation with great facilties” A great set of apartments, with high quality apartments, fantastic staff and great views. The apartment block is in a great location with ample parking for the apartments.
…see more

from £70 / night

£345 - £940 / week

Book View

from £70 / night

6

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

Pricing unknown

Book View

Pricing unknown

11

Shanklin holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £113 / night

£425 - £650 / week

Enquire View

from £113 / night

(1) Average 

25

Home letting in St Helens

Isle of Wight / St Helens

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden

from £150 / night

£820 - £1950 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £150 / night

(53) Excellent 

19

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+
“A welcoming and comfortable apartment in a great location.” I booked this apartment based on its good reviews and location and was not disappointed. Sara made us feel very welcome from the moment we arrived. The accommodation is equipped with everythi
…see more

from £75 / night

£460 - £635 / week

Enquire View

from £75 / night

(1) Very Good 

21

Cowes holiday home rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Really nice house” Lovely house on quite a busy road. Accommodation ideal for our particular family group. Nice secluded back garden, with lovely table and chairs (for 8) on a patio, and a particular sun trap. Easy walk to West Cowes, though down a
…see more

from £250 / night

£1200 - £1750 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from £250 / night

(1) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £80 / night

£375 - £840 / week

Enquire View

from £80 / night

(14) Excellent 

24

Holiday home in Yarmouth

Isle of Wight / Yarmouth

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely cottage in peaceful location” Beautiful cottage with all that you need for a relaxing holiday.Perfect for adults and children alike. Bedroom is pretty and spacious.
…see more

from £90 / night

£400 - £550 / week

Enquire View

from £90 / night

5

Cowes holiday home rental

Isle of Wight / Cowes

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

from £60 / night

£420 / week

Book View

from £60 / night

16

Holiday caravan/mobile home in Rookley

Isle of Wight / Rookley

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

from £29 / night

£200 - £500 / week

Book View

from £29 / night

(2) Excellent 

21

Villa rental in Shanklin

Isle of Wight / Shanklin

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £65 / night

£650 - £695 / week

Enquire View

from £65 / night

(1)  

11

Bembridge holiday bungalow rental

Bembridge / Bembridge Beach

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £155 / night

£795 - £1195 / week

Book View

from £155 / night

(2) Excellent 

17

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £85 / night

£395 - £1245 / week

Book View

Responds fast!
avg. 1 hour 8 minutes

from £85 / night

(1) Very Good 

13

Bembridge holiday cottage rental

Bembridge / Bembridge Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £50 / night

£395 - £695 / week

Book View

from £50 / night

20

Holiday apartment in Sandown

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £55 / night

£270 - £450 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £55 / night

19

Holiday home in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £150 / night

£1050 / week

Book View

from £150 / night

(3) Excellent 

9

Ryde holiday home rental

Isle of Wight / Ryde

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly

from £71 / night

£500 - £825 / week

Enquire View

from £71 / night

(14) Very Good 

25

Holiday home with golf nearby in Cowes

Cowes / West Cowes

7 17 Min stay varies

  • 7 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Perfect house, perfect location, perfect holiday” 11 of us consisting of 4 adults and 7 children stayed at Windrush at the beginning of the Easter holidays. The house is huge and caters easily for large family groups, the children were able to have th
…see more

from £430 / night

£2600 - £9000 / week

Book View

from £430 / night

14

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 6 nights min

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £34 / night

£200 - £600 / week

Book View

from £34 / night

16

Bembridge holiday townhouse rental

Bembridge / Bembridge Harbour

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £99 / night

£440 / week

Enquire View

from £99 / night

9

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly

from £36 / night

£250 - £525 / week

Enquire View

from £36 / night

(3) Very Good 

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £36 / night

£250 - £400 / week

Enquire View

from £36 / night

20

Apartment rental in Yarmouth

Yarmouth / The Savoy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £160 / night

£1155 - £2072 / week

Book View

from £160 / night

27

Holiday home letting

Isle of Wight / Bembridge

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly

from £243 / night

£1700 - £2350 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £243 / night

18

Holiday cottage in Newchurch

Sandown / Newchurch

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £80 / night

£425 / week

Book View

from £80 / night

(2) Excellent 

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £59 / night

£235 - £495 / week

Book View

from £59 / night

(1) Average 

10

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation

from £88 / night

£345 - £500 / week

Enquire View

from £88 / night

1