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

Close

View larger map

Also consider

Europe Holidays
441327 properties
United Kingdom Holidays
59386 properties
England Holidays
43357 properties
Isle of Wight Holidays
973 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Cottages Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Cottages Dorset
819 properties
Cottages Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Cottages Somerset
610 properties
Cottages Kent
557 properties
Cottages Sussex
770 properties
Cottages Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Cottages Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Villas Ventnor
158 properties
Villas Shanklin
124 properties
Holiday homes Cowes
120 properties
Self catering accommodation Sandown
117 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

1,527 Holiday homes

35

Shanklin holiday b&b rental

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £98 / night

£686 / week

Book View

from £98 / night

9

Home rental in Cowes

Isle of Wight / Cowes

3 8 Min stay varies

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

from £80 / night

£1,360 / week

Book View

Responds fast!
avg. 3 hours 18 minutes

from £80 / night

17

Holiday chalet with golf nearby in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.16 km
  • Child friendly
  • Car not necessary

from £65 / night

£455 - £650 / week

Book View

from £65 / night

(25) Very Good 

19

Apartment letting in Ventnor

Isle of Wight / Ventnor

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £50 / night

£345 - £839 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £50 / night

18

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £750 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £70 / night

(32) Very Good 

22

Holiday boathouse with golf nearby in Yarmouth

Isle of Wight / Yarmouth

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £143 / night

£1,000 - £1,750 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £143 / night

(24) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect comfort for a large group” I stayed here with 3 generations of my family (which - let's face it - can be trying). This apartment was perfect: a separate room for everyone who wanted one, all en suite; a spacious kitchen/sitting room; large pat
…see more

from £180 / night

£895 - £2,250 / week

Book View

from £180 / night

11

Holiday home in Shanklin

Isle of Wight / Shanklin

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £43 / night

£300 - £850 / week

Book View

from £43 / night

39

Holiday b&b in Shanklin

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £98 / night

£686 / week

Book View

from £98 / night

11

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly

from £200 / night

£595 - £1,250 / week

Book View

from £200 / night

7

Whitwell holiday home rental

Ventnor / Whitwell

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Pet friendly
  • Private garden

from £70 / night

£350 - £600 / week

Book View

from £70 / night

9

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Car not necessary

from £50 / night

£350 / week

Book View

from £50 / night

12

Holiday home in Bembridge

Isle of Wight / Bembridge

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £175 / night

£725 - £1,975 / week

Book View

from £175 / night

17

Cottage accommodation in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

from £100 / night

£300 - £945 / week

Enquire View

from £100 / night

10

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

from £55 / night

£385 / week

Book View

from £55 / night

(1) Excellent 

10

Holiday home with golf nearby in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

Pricing unknown

Book View

Responds fast!
avg. 3 hours 22 minutes

Pricing unknown

13

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £171 / night

£1,195 / week

Book View

from £171 / night

5

Chalet rental in Bonchurch

Ventnor / Bonchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £97 / night

£455 - £913 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £97 / night

4

Holiday caravan/mobile home with shared pool in Porchfield

Isle of Wight / Porchfield

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £90 / night

£600 / week

Book View

from £90 / night

(1) Excellent 

18

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £100 / night

£450 - £1,500 / week

Book View

from £100 / night

10

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

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

from £78 / night

£275 - £505 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £78 / night

13

Holiday yurt in Newchurch

Sandown / Newchurch

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £120 / night

£675 - £1,020 / week

Book View

from £120 / night

18

Holiday apartment in Ventnor

Isle of Wight / Ventnor

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.1 km
  • Child friendly
  • Car not necessary

from £145 / night

£750 - £1,163 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from £145 / night

21

Freshwater holiday chalet rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly

from £44 / night

£305 - £600 / week

Book View

from £44 / night

(1) Excellent 

10

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £50 / night

£300 - £616 / week

Book View

from £50 / night

(4) Excellent 

42

Yarmouth holiday apartment rental

Isle of Wight / Yarmouth

2 4 Min stay varies

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

from £112 / night

£705 - £1,000 / week

Book View

Responds fast!
avg. 30 minutes

from £112 / night

(1) Excellent 

13

Holiday home in Freshwater

Isle of Wight / Freshwater

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

from £95 / night

£1,397 / week

Book View

from £95 / night

16

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £45 / night

£150 - £550 / week

Book View

Responds fast!
avg. 9 minutes

from £45 / night

4

Whitwell holiday b&b let

Ventnor / Whitwell

1 2 1 night min

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

from £75 / night

£525 / week

Book View

from £75 / night

35

Holiday b&b in Shanklin

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £98 / night

£686 / week

Book View

from £98 / night

(1) Excellent 

16

Godshill holiday caravan/mobile home rental

Isle of Wight / Godshill

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £85 / night

£750 - £1,295 / week

Book View

from £85 / night

24

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £880 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £70 / night

(2) Excellent 

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Fantastic place, great views” This was a great place to stay with my husband and two small kids. It was clean and tidy, the owners were lovely and the garden area fantastic for the kids.
…see more

from £65 / night

£265 - £720 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £65 / night

(1) Very Good 

19

Holiday apartment rental

Isle of Wight / Sandown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Ask about pets

from £86 / night

£600 / week

Book View

from £86 / night

33

Holiday boathouse in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly

from £150 / night

£850 - £2,150 / week

Book View

from £150 / night

(1) Excellent 

15

Cottage rental in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

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

from £95 / night

£450 - £1,550 / week

Book View

from £95 / night

(1) Very Good 

12

Holiday home rental

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Lovely period town house” This is a Victorian town house that has been refurbished to modern standards. The rooms are well decorated & spread over 4 floors, with a spacious decked area in the garden. The lower lounge has TV & stereo while the ground
…see more

from £100 / night

£450 - £1,750 / week

Book View

from £100 / night

10

Tented camp rental in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £77 / night

£485 - £690 / week

Book View

from £77 / night

21

Holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £850 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £70 / night

17

Seaview holiday apartment rental

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

from £125 / night

£515 - £998 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £125 / night