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

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160 properties
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121 properties
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119 properties

Isle of Wight

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1,579 Holiday homes

23

Rookley holiday barn rental

Isle of Wight / Rookley

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 10 km
  • Child friendly
  • Private garden

Pricing unknown

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Pricing unknown

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

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Responds fast!
avg. 1 hour 46 minutes

from £125 / night

4

Newport holiday cottage rental

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

Pricing unknown

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Responds fast!
avg. 56 minutes

Pricing unknown

8

Holiday chalet in Ventnor Bay

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £95 / night

£423 - £700 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £95 / 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 12 minutes

Pricing unknown

15

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

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

from £135 / night

£625 - £2,750 / week

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from £135 / night

6

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

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from £50 / night

16

Holiday b&b in Freshwater

Isle of Wight / Freshwater

1 2 1 night min

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

from £80 / night

£560 / week

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Responds fast!
avg. 3 hours 38 minutes

from £80 / night

12

Holiday home in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £90 / night

£425 - £1,550 / week

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from £90 / 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 12 minutes

from £80 / 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

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from £75 / night

(1) Very Good 

9

Cowes holiday home rental

Isle of Wight / Cowes

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Private garden

from £150 / night

£1,050 / week

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from £150 / night

13

Shanklin holiday apartment rental

Isle of Wight / Shanklin

2 6 Min stay varies

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

from £90 / night

£800 - £1,165 / week

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from £90 / 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

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from £78 / night

9

Home rental in Bembridge

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £85 / night

£395 - £825 / week

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from £85 / night

19

Gurnard holiday lodge rental

Isle of Wight / Gurnard

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £112 / night

£449 - £1,195 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £112 / night

13

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

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

from £105 / night

£475 - £2,200 / week

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from £105 / night

10

Ventnor holiday villa rental

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £124 / night

£540 - £805 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £124 / night

11

Holiday home in Cowes

Isle of Wight / Cowes

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly

from £400 / night

£1,500 - £9,000 / week

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from £400 / 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

Book View

from £95 / 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

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from £53 / night

12

Holiday home rental

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0.2 km
  • Child friendly
  • Private garden

from £275 / night

£1,200 / week

Book View

from £275 / night

(1) Excellent 

18

Newport holiday home let

Isle of Wight / Newport

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Private garden

from £10 / night

£1,250 / week

Book View

from £10 / 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

15

Holiday home rental

Isle of Wight / Bembridge

4 8 Min stay varies

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

from £168 / night

£1,175 - £1,725 / week

Book View

from £168 / night

(3) Very Good 

13

Cowes holiday home let

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Spacious, comfortable and great location” This place provided a great base for 7 middle-aged chaps completing the Isle of Wight coastal path in May. Excellent location - just a short stroll from the shops and excellent pubs of Cowes - and surprisingl
…see more

from £94 / night

£1,600 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from £94 / night

(1) Excellent 

8

Holiday barn in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Great location, lovely homely accommodation.” We thoroughly enjoyed our stay at the milk house, it was just what we wanted and felt very comfortable. The large kitchen is fantastic and all the bedrooms have en suite baths, although the only shower is
…see more

from £128 / night

£550 - £1,350 / week

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Responds fast!
avg. 1 hour 26 minutes

from £128 / 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 47 minutes

from £70 / night

15

Ventnor holiday home rental

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden

from £88 / night

£613 - £1,525 / week

Enquire View

from £88 / 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

£1,279 / week

Book View

from £95 / 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

(1) Excellent 

6

Holiday studio rental

Isle of Wight / Ryde

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

from £67 / night

£560 - £610 / week

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from £67 / 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 47 minutes

from £70 / night

21

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 47 minutes

from £70 / 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

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

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from £145 / 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

16

Holiday apartment in Cowes

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

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

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from £120 / 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

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from £155 / night