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

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125 properties
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109 properties
Self catering accommodation Sandown
103 properties

Isle of Wight

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956 Holiday homes

8

Holiday home in Bembridge

Isle of Wight / Bembridge

5 10 7 nights min

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

from £143 / night

£995 - £2495 / week

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from £143 / night

5

Holiday lodge in Whitwell

Isle of Wight / Whitwell

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £130 / night

£910 / week

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from £130 / night

12

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 2 2 nights min

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

from £74 / night

£460 - £499 / week

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from £74 / night

(1) Very Good 

9

Cowes holiday home rental

Isle of Wight / Cowes

2 4 Min stay varies

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

from £85 / night

£1200 / week

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from £85 / night

5

Holiday b&b in Shanklin

Isle of Wight / Shanklin

1 2 3 nights min

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

from £70 / night

£490 / week

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from £70 / night

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

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from £50 / night

9

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 £85 / night

£375 - £840 / week

Enquire View

from £85 / night

(1) Excellent 

15

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £85 / night

£340 - £750 / week

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from £85 / night

12

Cowes holiday home rental

Isle of Wight / Cowes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly

from £100 / night

£695 - £1500 / week

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from £100 / night

(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

8

Holiday home in Shanklin

Isle of Wight / Shanklin

3 6 Min stay varies

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

from £135 / night

£705 - £1545 / week

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from £135 / night

5

Holiday cottage in Bembridge

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £100 / night

£395 - £750 / week

Book View

from £100 / night

(1) Excellent 

25

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 7 nights min

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

from £135 / night

£945 - £1895 / week

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from £135 / 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

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 - £2366 / week

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from £160 / 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 £60 / night

£245 - £620 / week

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from £60 / night

27

Holiday home letting

Isle of Wight / Bembridge

5 10 7 nights min

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

from £200 / night

£1400 - £2350 / week

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from £200 / 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

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from £70 / night

(3) Excellent 

12

Yarmouth holiday home rental

Isle of Wight / Yarmouth

3 6 Min stay varies

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

from £68 / night

£476 / week

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from £68 / night

9

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 £68 / night

£475 - £985 / week

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from £68 / 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 £85 / night

£375 - £840 / week

Enquire View

from £85 / night

8

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly

from £94 / night

£375 - £600 / week

Enquire View

from £94 / 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 £95 / night

£450 - £1750 / week

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from £95 / 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

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from £80 / night

15

Cowes holiday home rental

Isle of Wight / Cowes

4 7 Min stay varies

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

from £140 / night

£600 - £2700 / week

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from £140 / night

5

Holiday b&b in Wootton Bridge

Isle of Wight / Wootton Bridge

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £30 / night

£210 / week

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from £30 / night

(1) Excellent 

33

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 Min stay varies

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

from £49 / night

£220 - £495 / week

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from £49 / night

6

Holiday apartment rental

Isle of Wight / Cowes

1 2 Min stay varies

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

from £100 / night

£365 - £465 / week

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from £100 / night

11

Holiday cottage in Bembridge

Isle of Wight / Bembridge

3 6 7 nights min

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

from £104 / night

£725 - £1295 / week

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from £104 / night

15

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £80 / night

£425 - £650 / week

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from £80 / 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

9

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £90 / night

£420 - £2850 / week

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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 £85 / night

£375 - £840 / week

Enquire View

from £85 / night

5

Holiday b&b in Wootton Bridge

Isle of Wight / Wootton Bridge

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £30 / night

£210 / week

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from £30 / night

13

Holiday caravan/mobile home in Porchfield

Isle of Wight / Porchfield

2 6 3 nights min

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

from £35 / night

£300 - £370 / week

Book View

from £35 / 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

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from £150 / night

(1) 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

from £85 / 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

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from £98 / 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

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from £98 / 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

1