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

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121 properties
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120 properties

Isle of Wight

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1,542 Holiday homes

15

Cowes holiday apartment rental

Isle of Wight / Cowes

2 4 Min stay varies

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

from £110 / night

£500 - £2,300 / week

Book View

from £110 / night

(1) Excellent 

12

Holiday cottage with golf nearby in Shanklin

Isle of Wight / Shanklin

3 6 Min stay varies

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

from £125 / night

£700 - £1,150 / week

Book View

from £125 / night

5

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 3 nights min

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

from £50 / night

£350 / week

Book View

from £50 / night

(1) Excellent 

31

Holiday cottage in Brighstone

Isle of Wight / Brighstone

3 6 7 nights min

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

from £53 / night

£365 - £1,350 / week

Book View

from £53 / night

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

(1) Excellent 

19

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £95 / night

£425 - £1,500 / week

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from £95 / night

9

Holiday home in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 7 nights min

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

from £78 / night

£546 - £636 / week

Book View

from £78 / 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 46 minutes

from £70 / night

(1) Excellent 

24

Holiday home in Shanklin

Isle of Wight / Shanklin

3 6 Min stay varies

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

from £154 / night

£460 - £1,240 / week

Book View

from £154 / 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 - £900 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £70 / night

28

Holiday caravan/mobile home with shared pool in Bembridge

Isle of Wight / Bembridge

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £145 / night

£980 / week

Book View

from £145 / night

4

Holiday b&b accommodation

Isle of Wight / Shanklin

1 1 3 nights min

  • 1 bedroom
  • Sleeps 1
  • 3 nights min
  • Child friendly

from £35 / night

£245 / week

Book View

from £35 / night

6

Holiday b&b rental

Isle of Wight / Shanklin

1 2 1 night min

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

from £80 / night

£560 / week

Book View

from £80 / 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

6

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

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

from £66 / night

£325 - £790 / week

Enquire View

from £66 / 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

4

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

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

from £66 / night

£325 - £790 / week

Enquire View

from £66 / night

4

B&b rental in Whitwell

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

25

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

14

Holiday chalet in Sandown

Isle of Wight / Sandown

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

from £50 / night

£300 - £528 / week

Book View

from £50 / 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 46 minutes

from £70 / night

16

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 46 minutes

from £78 / night

8

Shanklin holiday b&b rental

Isle of Wight / Shanklin

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly

from £70 / night

£490 / week

Book View

from £70 / night

(1) Excellent 

25

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £200 / night

£925 - £1,895 / week

Book View

from £200 / night

17

Chalet rental in Sandown

Isle of Wight / Sandown

2 4 3 nights min

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

from £50 / night

£350 - £616 / week

Book View

from £50 / 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

4

Holiday home in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly

from £155 / night

£978 - £3,000 / week

Book View

from £155 / night

12

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

£695 - £1,250 / week

Book View

from £200 / night

16

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

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

from £50 / night

£300 - £510 / week

Book View

from £50 / night

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

13

B&b rental in Seaview

Isle of Wight / Seaview

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 0 km
  • Child friendly
  • Pet friendly

from £100 / night

£650 - £1,050 / week

Book View

Responds fast!
avg. 3 hours 28 minutes

from £100 / night

11

Holiday chalet rental

Isle of Wight / Sandown

2 6 3 nights min

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

from £53 / night

£371 / week

Book View

from £53 / night

4

Shanklin holiday b&b rental

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £70 / night

£490 / week

Book View

from £70 / night

(3) Very Good 

26

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.3 km
  • Child friendly
  • Pet friendly

from £54 / night

£249 - £519 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £54 / night

4

B&b rental in Shanklin

Isle of Wight / Shanklin

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £75 / night

£525 / week

Book View

from £75 / night

9

Chalet rental in Sandown

Isle of Wight / Sandown

2 6 3 nights min

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

from £50 / night

£350 / week

Book View

from £50 / night

6

Chalet rental in Sandown

Isle of Wight / Sandown

2 6 3 nights min

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

from £53 / night

£371 / week

Book View

from £53 / night

22

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

Responds fast!
avg. 14 minutes

from £65 / night

6

Shanklin holiday b&b rental

Isle of Wight / Shanklin

1 1 1 night min

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

from £45 / night

£315 / week

Book View

from £45 / night