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

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Isle of Wight

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1,590 Holiday homes

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 £66 / night

£350 - £790 / week

Enquire View

from £66 / night

26

Totland holiday home rental

Isle of Wight / Totland Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Pet friendly

from £165 / night

£2,300 / week

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Responds fast!
avg. 1 hour 14 minutes

from £165 / night

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 £145 / night

£625 - £2,750 / week

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from £145 / night

(1) Very Good 

12

Ventnor holiday cottage rental

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £76 / night

£305 - £535 / week

Enquire View

from £76 / 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

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from £171 / night

(27) Excellent 

39

Holiday manor house in Yarmouth

Isle of Wight / Yarmouth

10 22 3 nights min

  • 10 bedrooms
  • Sleeps 22
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £700 / night

£4,900 / week

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from £700 / 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

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from £35 / night

(2) 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 - £1,284 / week

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from £53 / night

20

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 - £1,635 / week

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from £168 / 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

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from £80 / night

12

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

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from £53 / night

4

Chalet rental in Sandown

Isle of Wight / Sandown

2 4 21 nights min

  • 2 bedrooms
  • Sleeps 4
  • 21 nights min

from £143 / night

£1,000 / week

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from £143 / night

(1) Excellent 

13

Holiday home in Freshwater

Isle of Wight / Freshwater

4 8 Min stay varies

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

from £95 / night

£1,199 / week

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from £95 / night

21

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 7 nights min

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

from £45 / night

£310 - £530 / week

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from £45 / night

4

Holiday shepherds hut in Cowes

Isle of Wight / Cowes

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly

from £75 / night

£550 / week

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from £75 / 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

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

Holiday home in Bembridge

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £60 / night

£325 - £900 / week

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from £60 / night

20

Holiday apartment in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Car not necessary

from £115 / night

£425 - £720 / week

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Responds fast!
avg. 1 hour 51 minutes

from £115 / night

(1) Excellent 

17

Holiday home in Seaview

Isle of Wight / Seaview

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Car not necessary

from £202 / night

£725 - £1,556 / week

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Responds fast!
avg. 1 hour 51 minutes

from £202 / night

14

Holiday apartment in Cowes

Isle of Wight / Cowes

3 8 Min stay varies

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

from £190 / night

£1,000 - £3,200 / week

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from £190 / 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

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from £98 / night

(18) Excellent 

22

Niton holiday cottage rental

Isle of Wight / Niton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Immaculate cottage in ideal coastal location” We have greatly enjoyed our stays at Buddle place, and have just rebooked for the third time. The cottage is in a beautiful location, very quiet and close to the coastal walks around St Catherines Lighthouse. We enjoy the beaching and fossil hunting along the south west coast and then evening walks from the cottage around the lighthouse. We've not seen the red squirrels, that are supposed to be in the nearby woods, but were delighted one dusk when a badger, large as life, casually strolled through the garden. The cottage is immaculate and serenely furnished. Beds are comfortable, a fine pub is around the corner, and good supermarket and butcher close in Niton. The living room is spacious and light and the attractive kitchen opens onto a delightful south facing garden, which has space enough for our young children to amuse themselves while providing a glimpse of the sea.

from £90 / night

£592 - £1,415 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £90 / night

(1) Very Good 

14

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

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

from £56 / night

£225 - £500 / week

Enquire View

from £56 / 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

7

Cottage rental in Bembridge

Isle of Wight / Bembridge

2 2 Min stay varies

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

from £80 / night

£350 - £750 / week

Book View

from £80 / night

23

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 £75 / night

£375 - £655 / week

Book View

from £75 / night

(25) Very Good 

19

Apartment letting in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £75 / night

£345 - £845 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £75 / 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

20

Holiday apartment in Sandown

Isle of Wight / Sandown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £79 / night

£550 / week

Book View

from £79 / night

(1) Excellent 

22

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 48 minutes

from £70 / night

4

Holiday b&b in Shanklin

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

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

£700 - £1,050 / week

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from £100 / night

10

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 3 nights min

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

from £53 / night

£371 / week

Book View

from £53 / night

(1) Excellent 

14

Cowes holiday apartment rental

Isle of Wight / Cowes

2 5 Min stay varies

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

from £110 / night

£500 - £2,300 / week

Book View

from £110 / 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

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

10

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

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

from £85 / night

£595 / week

Book View

from £85 / night

(4) Excellent 

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 - £599 / week

Book View

Responds fast!
avg. 1 hour 19 minutes

from £54 / night

(1) Very Good 

13

Holiday home rental

Isle of Wight / Cowes

2 4 Min stay varies

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

from £100 / night

£450 - £1,750 / week

Book View

from £100 / night