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Isle of Wight

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516 Holiday homes

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Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(7) Excellent 

20

Holiday cottage rental

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly

from £53 / night

£370 - £720 / week

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from £53 / night

(8) Excellent 

18

Holiday townhouse in Cowes

Isle of Wight / Cowes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Great holiday home” great house clean and owner was nice great base for isle of wight holiday osborne house 2min away.and kids loved it there's playing area just round the corner to play football and games .  …see more

from £58 / night

£400 - £900 / week

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from £58 / night

(21) Excellent 

7

Holiday lodge with golf nearby in Whippingham

Isle of Wight / Whippingham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary
“Ruth” We had to make a phone call to find it but Amber gave us clear directions. Beautiful location with plenty of space for humans and dogs, comfortable beds and great shower. Warm welcome from Amber with a welcome pack of milk, bread, butter, eggs,  …see more

from £95 / night

£585 - £1025 / week

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from £95 / night

Featured properties

(1) Excellent 

11

Holiday cottage in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children

from £60 / night

£450 - £695 / week

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from £60 / night

(13) Very Good 

10

Holiday home in Gurnard

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great little house” A lovely place to stay, all you need and very well designed and decorated. Great little spot, close to lovely cafe and beach.  …see more

from £60 / night

£385 - £1575 / week

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from £60 / night

(3) Excellent 

25

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Lovely chalet on a good site.” Excellent accommodation with everything provided for a stress free holiday on a site that's very convenient for getting about the island,buses stop just past the entrance to the site when you want to take a bre  …see more

from £50 / night

£200 - £495 / week

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from £50 / night

(3) Excellent 

14

Holiday apartment with golf nearby in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

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

from £70 / night

£560 - £700 / week

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from £70 / night

(6) Very Good 

15

Holiday bungalow in Nettlestone

Isle of Wight / Nettlestone

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
“Amazing!!!” Lovely place to stay, close to beach and a local shop, short drive to anywhere else on the island. Views from lounge and balcony were great, sunrise, sunset, stars and moonrise over the sea. The busy shipping channel kept my 7yr old grands  …see more

from £65 / night

£450 - £1050 / week

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from £65 / night

(24) Excellent 

22

Home rental in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“family Holiday” We returned to the Isle of Wight after many years and have had the most relaxing time the accommodation was excellent and well stocked we found parking a daily challenge but so did everyone else it did not spoil the holiday and never i  …see more

from £150 / night

£650 - £2500 / week

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from £150 / night

(7) Excellent 

22

Holiday cottage in Brighstone

Isle of Wight / Brighstone

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £99 / night

£335 - £785 / week

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from £99 / night

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Truly a home from home” A wonderful break. Carlton Cottage is beautifully decorated, perfectly located. High attention to detail with everything thought about to make a memorable stay. With much thanks we hope to return soon.  …see more

from £185 / night

£760 - £2600 / week

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from £185 / night

(8) Excellent 

19

Holiday home in Ventnor

Ventnor / Niton, Isle of Wight

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £115 / night

£800 - £1500 / week

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from £115 / night

(21) Excellent 

18

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“Comfy, central and clean.” Stayed only for 3 nights but would have loved to of stayed longer. Lovely light comfortable flat. A little bit of noise at night but I guess that is to be expected when you stay in any central location. Will come back aga  …see more

from £90 / night

£1260 / week

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from £90 / night

(3) Very Good 

8

Holiday cottage in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+

from £85 / night

£350 - £2000 / week

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from £85 / night

(15) Very Good 

22

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Fantastic family holiday!” Stayed for a week and had the most amazing time, couldn't ask for better accommodation and attention to detail. Shelley and Paul were friendly and helpful and nothing was too much trouble. The swimming pool was the highlig  …see more

from £125 / night

£795 - £1500 / week

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from £125 / night

(5) Very Good 

18

Holiday home in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

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

from £46 / night

£325 - £830 / week

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from £46 / night

(4) Excellent 

16

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £38 / night

£260 - £560 / week

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from £38 / night

16

Home rental in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

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

from £263 / night

£900 - £6500 / week

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from £263 / night

(10) Very Good 

27

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £100 / night

£350 - £800 / week

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from £100 / night

(14) Excellent 

29

Barn rental in Bonchurch

Isle of Wight / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Outstanding” Srawberries turned out to be an excellent choice. We have visited the island many times, and this accommodation was spot-on. Lucy was very welcoming, and could not have done more to make our stay enjoyable - five stars.  …see more

from £100 / night

£500 - £1090 / week

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from £100 / night

(3) Excellent 

12

Cowes holiday apartment rental

Cowes / West Cowes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children

from £65 / night

£320 - £950 / week

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from £65 / night

(1) Excellent 

7

Holiday home in Seaview

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £140 / night

£1000 - £1750 / week

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from £140 / night

(11) Very Good 

28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
“We enjoyed the cottage and would return.” This was our third trip to the wonderful Isle of Wight. We enjoyed our weeks stay at the cottage and would recommend it. The cottage is like our own little holiday home, it's a bit like the owners have just  …see more

from £80 / night

£350 - £600 / week

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from £80 / night

(13) Excellent 

26

Holiday home in Sandown

Isle of Wight / Sandown

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

from £30 / night

£195 - £485 / week

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from £30 / night

(14) Excellent 

27

Holiday cottage in Brading

Isle of Wight / Brading

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Had a wonderful stay - Clean and Spacious with warm welcome by Colin and Julie” Colin and Julie gave us warmest welcome and made sure we have a comfortable stay. The house was spacious, kept very tidy and had everything we needed. It was nice to have  …see more

from £90 / night

£635 - £850 / week

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from £90 / night

5

Holiday home in Shanklin

Isle of Wight / Shanklin

6 9 Min stay varies

  • 6 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly

from £175 / night

£925 - £1750 / week

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from £175 / night

(5) Excellent 

20

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.05 km
  • Child friendly

from £41 / night

£245 - £572 / week

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from £41 / night

(1) Very Good 

18

Bembridge holiday home rental

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £115 / night

£500 - £1250 / week

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from £115 / night

11

Newchurch holiday lodge rental

Sandown / Newchurch

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £214 / night

£1495 - £1545 / week

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from £214 / night

(13) Excellent 

12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Perfect Holiday Letting” My family along with my friend's family ( group of 9 ) stayed in Yachtsman for 3 nights. We all thoroughly enjoyed our stay. Amazed to see the amenities that was made available. Kitchen is fully equipped with all necessary ing  …see more

from £200 / night

£795 - £3250 / week

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from £200 / night

(41) Excellent 

16

Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“great location, great welcome” lovely house. amazing garden with all facilities. we received a great welcome. really enjoyed the holiday.  …see more

from £50 / night

£225 - £820 / week

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from £50 / night

(1) Very Good 

24

Holiday home in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

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

from £125 / night

£750 - £1005 / week

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from £125 / night

(7) Excellent 

19

Holiday home rental

Isle of Wight / Shanklin

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £150 / night

£700 - £1880 / week

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from £150 / 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 £86 / night

£600 - £1250 / week

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from £86 / night

(2) Excellent 

20

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Private garden

from £57 / night

£395 - £600 / week

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from £57 / night

(5) Excellent 

13

Holiday barn rental

Isle of Wight / Ryde

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“Wonderful family holiday with more than enough room for all.” This was a family holiday to celebrate a Ruby Wedding. With 11 guests including 4 children (6 yrs, 4 yrs, 11 months and 3 months), this converted barn (one of three) really met our needs. T  …see more

from £190 / night

£780 - £1900 / week

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from £190 / night

(25) Very Good 

18

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

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

from £50 / night

£250 - £630 / week

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from £50 / night

(3) 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

£550 - £630 / week

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from £75 / night

(28) Excellent 

8

Cottage rental in Newport

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect location for members of the family to take part in the Quarter Island Challenge” We had a most enjoyable stay and would highly recommend this property for anyone who wants a relatively central location to access all that the Island has to offe  …see more

from £80 / night

£560 - £1100 / week

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from £80 / night

(13) Excellent 

14

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
“A perfect stay in a great apartment in a great location” Lovely apartment, comfortably and beautifully fitted out in a great location: ideal for the Botanic Garden and coast walks, and equally easy to walk the other way through the park and along the  …see more

from £95 / night

£495 - £799 / week

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from £95 / night

1