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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981 Holiday homes

(3) Very Good 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £116 / night

£499 - £1015 / week

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from £116 / night

(1) Very Good 

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“A comfortable flatlet with a convenient location in Ryde” A large main room with a comfortable bed and a well equipped kitchen. Good central heating for an out of season stay. A short walk along the seafront to get to central Ryde. There is a good wa
…see more

from £39 / night

£175 - £395 / week

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from £39 / night

(1) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

from £30 / night

£190 - £590 / week

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Responds fast!
avg. 2 hours 3 minutes

from £30 / night

Featured properties

(10) Very Good 

15

Apartment rental in Totland

Totland Bay / Totland Bay

3 6 Min stay varies

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

from £195 / night

£575 - £1275 / week

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Responds fast!
avg. 1 hour 43 minutes

from £195 / night

(1) Excellent 

14

Holiday home in Cowes

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £100 / night

£645 - £1045 / week

Enquire View

from £100 / night

(5) Very Good 

12

Holiday apartment accommodation

Isle of Wight / Sandown

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £45 / night

£270 - £570 / week

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Responds fast!
avg. 2 hours 57 minutes

from £45 / night

13

Holiday chalet in Sandown

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £56 / night

£225 - £450 / week

Enquire View

from £56 / night

21

Cottage rental in Newchurch

Sandown / Newchurch

2 4 Min stay varies

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

from £80 / night

£480 - £830 / week

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from £80 / night

(10) Very Good 

13

Holiday chalet in Yaverland

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £50 / night

£399 - £515 / week

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Responds fast!
avg. 2 hours 12 minutes

from £50 / night

(1) Excellent 

11

Holiday apartment in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £143 / night

£400 - £850 / week

Enquire View

from £143 / night

(5) Excellent 

21

Bembridge holiday home let

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely holiday home offering peace and quiet just minutes from the beach” Lovely 3-bedroomed holiday home in a quiet lane, just minutes from the beach. Very convenient with convenience store just round the corner. Would definitely recommend the prope
…see more

from £100 / night

£700 - £1250 / week

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from £100 / night

19

Holiday log cabin rental

Isle of Wight / Seaview

3 4 3 nights min

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

from £125 / night

£795 / week

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from £125 / night

(7) Excellent 

15

Holiday chalet in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

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

from £95 / night

£550 - £1092 / week

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from £95 / night

(1) Excellent 

11

Porchfield holiday cottage rental

Isle of Wight / Porchfield

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets

from £350 / night

£450 - £840 / week

Enquire View

from £350 / night

(2) Very Good 

26

Apartment rental in Ventnor Bay

Ventnor / Ventnor Bay

2 4 Min stay varies

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

from £90 / night

£370 - £625 / week

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Responds fast!
avg. 3 hours 59 minutes

from £90 / night

16

Cowes holiday home rental

Isle of Wight / Cowes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

from £300 / night

£1750 - £2450 / week

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Responds fast!
avg. 1 hour 21 minutes

from £300 / night

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

from £59 / night

£235 - £495 / week

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from £59 / night

5

Holiday home in Newport

Isle of Wight / Newport

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £50 / night

£350 / week

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from £50 / night

(2) Excellent 

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £59 / night

£235 - £495 / week

Book View

from £59 / night

(12) Very Good 

20

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“A home from home” Brambles Chine is a hidden secret, the road leading to it is so easy to miss the first, second and third times. This hidden holiday park is in a simply amazing location with a panoramic view from the needles in the south to Fort Albe
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from £50 / night

£270 - £560 / week

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Responds fast!
avg. 1 hour 30 minutes

from £50 / night

(9) Excellent 

Certificate of Excellence

39

Holiday cottage in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

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

Certificate of Excellence

from £135 / night

£579 - £1499 / week

Book View

from £135 / night

19

Holiday apartment in Seaview

Isle of Wight / Seaview

3 7 3 nights min

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

from £127 / night

£889 / week

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from £127 / night

17

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £50 / night

£200 - £450 / week

Enquire View

from £50 / night

(1) Excellent 

8

Holiday apartment in Wroxall

Isle of Wight / Wroxall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £130 / night

£650 - £815 / week

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Responds fast!
avg. 2 hours 27 minutes

from £130 / night

(1) Excellent 

17

Calbourne holiday barn rental

Isle of Wight / Calbourne

1 2 Min stay varies

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

from £65 / night

£300 - £475 / week

Enquire View

from £65 / night

(1) Excellent 

19

Holiday home accommodation

Isle of Wight / Ventnor

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £450 / night

£1800 - £3550 / week

Enquire View

from £450 / night

(1) Very Good 

14

Bungalow rental in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

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

from £170 / night

£450 - £955 / week

Enquire View

from £170 / night

(4) Very Good 

20

Holiday bungalow in Yaverland

Sandown / Yaverland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Well placed, well equipped - just what we wanted.” The bungalow is easy to find, and has ample parking for two cars if necessary. The garden is spacious and mostly grassed (although our daughter did manage to find a tree to fall out of!) There is a p
…see more

from £80 / night

£425 - £1025 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £80 / night

(13) Excellent 

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“High quality, beautifully appointed holiday barn in a peaceful location.” The barn is in great location which leaves you close to any of the islands attractions or towns. It is beautifully appointed throughout with the bonus of a hot tub in the shared
…see more

from £150 / night

£695 - £1495 / week

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Responds fast!
avg. 1 hour 51 minutes

from £150 / night

(3) Excellent 

11

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

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

from £45 / night

£275 - £450 / week

Book View

Responds fast!
avg. 25 minutes

from £45 / night

(1) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

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

from £80 / night

£375 - £840 / week

Enquire View

from £80 / night

(6) Excellent 

7

Holiday apartment in Wroxall

Isle of Wight / Wroxall

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km

from £75 / night

£450 - £575 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £75 / night

(11) Very Good 

Certificate of Excellence

14

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excelent place to stay, exactly as described” We stayed for 3 nights and enjoyed our holiday very much. The house was very clean and tidy, The beach is just 5 minutes walking distance, shops and supermarket are also located nearby, Very nice and quite
…see more

Certificate of Excellence

from £60 / night

£280 - £520 / week

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Responds fast!
avg. 55 minutes

from £60 / night

(1) Excellent 

21

Holiday home in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

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

from £130 / night

£745 - £1845 / week

Enquire View

from £130 / night

(10) Excellent 

23

Holiday home rental

Isle of Wight / Wootton Bridge

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £161 / night

£1125 / week

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from £161 / night

(5) Excellent 

13

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

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

from £125 / night

£560 - £2300 / week

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Responds fast!
avg. 1 hour 19 minutes

from £125 / night

(6) Excellent 

10

Shanklin holiday apartment let

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely luxury apartment” Lovely luxury apartment - we stayed with family and young children. Great facilities, ensuite bathrooms, lots of room. Very clean and all very new, great position for sea and town. No noise. Parking was a bit odd but sufficien
…see more

from £140 / night

£695 - £1850 / week

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from £140 / night

(8) 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 0 km
  • Child friendly
“Same High Standard” We stayed in Carisbrooke last year and loved it and really wanted to try the newly released Albert apartment after it's extensive renovations. In fact we booked a week over the Easter holiday without even seeing any photo's. We wer
…see more

from £80 / night

£560 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £80 / night

(1) Excellent 

26

Whippingham holiday log cabin rental

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £150 / night

£550 - £1200 / week

Book View

from £150 / night

(7) Excellent 

18

Holiday cottage in Bembridge

Isle of Wight / Bembridge

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.5 km
  • Private garden

from £90 / night

£500 / week

Book View

from £90 / night

1