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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956 Holiday homes

11

Shanklin holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

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

from £113 / night

£425 - £650 / week

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from £113 / night

(1) Excellent 

8

Holiday lodge in Ventnor

Isle of Wight / Ventnor

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £115 / night

£355 - £565 / week

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from £115 / night

(17) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Fantastic seaview from the house” The house was very neat and clean and was furnished to the very high standards. The view from the studio apartment is breathtaking.
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from £80 / night

£400 - £675 / week

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from £80 / night

(1) Very Good 

8

Holiday cottage in Gurnard

Isle of Wight / Gurnard

2 4 7 nights min

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

from £65 / night

£450 - £840 / week

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from £65 / night

(21) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A very well equipped apartment in a great location” This three bedroom apartment did not disappoint. The Cromwell apartment had three bedrooms, two of which had sea views. The largest bedroom was a super King with an ensuite bathroom with large whirlp
…see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(1) Excellent 

24

Ventnor holiday cottage rental

Isle of Wight / Ventnor

3 7 2 nights min

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

from £200 / night

£1050 / week

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from £200 / night

(38) Excellent 

19

Holiday cottage in Newchurch

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“Wonderful cosy cottage with wecoming hosts!” We loved our stay at the Brew House Cottage. It was well equipped and tastefully decorated. We were met on arrival by Ali and David who were wonderful hosts. They had provided a welcome hamper with homemade
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from £90 / night

£500 - £750 / week

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from £90 / night

(4) Very Good 

16

Chalet rental in Yaverland

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“A good place to stay” We had a great time in this chalet there was 6 of us the little things like milk in the fridge when we got there. Also having the bath for the 2 children we had with us as they dont like a shower. Puting a £1.00 in meter was no p
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from £23 / night

£160 - £500 / week

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from £23 / night

(4) Excellent 

7

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

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

from £80 / night

£375 - £840 / week

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from £80 / night

(1) Very Good 

19

Holiday apartment rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Ask about pets

from £60 / night

£295 - £500 / week

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from £60 / night

(10) Excellent 

18

Holiday home in Sandown

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
“Great Place for Holidays” The house is very nice. We loved the architecture - all the gatherings at ground level and bedrooms on upper. House is well equipped, and has Sainsbury, SPAR and many local stores in 2 mins walk distance. The weather wasn't g
…see more

from £175 / night

£825 - £1400 / week

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from £175 / night

(2) Excellent 

4

Caravan/mobile home rental in Shanklin with shared pool

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Awesome Caravan” What a great caravan in an amazing location. I really enjoyed my stay and can't thank Sarah (the owner) enough for her help and hospitality. The welcome pack of goodies was an extra bonus. We are already planning another visit for
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from £50 / night

£300 - £525 / week

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from £50 / night

(17) Excellent 

22

Niton holiday cottage rental

Isle of Wight / Niton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Rain or shine, relaxing by the fire or an exhilarating walk to the lighthouse!” Perfect setting for a peaceful break in very comfortable, well designed accommodation with private terrace and large secluded garden- sea view! Well equipped kitchen for s
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from £90 / night

£575 - £1370 / week

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from £90 / night

4

Holiday b&b in Sandown

Isle of Wight / Sandown

8 2 2 nights min

  • 8 bedrooms
  • Sleeps 2
  • 2 nights min

from £72 / night

£504 / week

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from £72 / night

(2) Excellent 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“A tranquil place, with wonderful views.” This up together bungalow offers a home from home stay, with the beach only a few yards away. Situated on the 'quiet' side of the island made for a truly relaxing stay.
…see more

from £65 / night

£450 - £650 / week

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from £65 / 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 - £1050 / week

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from £100 / night

15

Holiday bungalow rental

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £72 / night

£500 - £945 / week

Enquire View

from £72 / night

20

Holiday barn in Newport

Newport / Chillerton Village

4 8 Min stay varies

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

from £99 / night

£695 - £1895 / week

Enquire View

from £99 / night

(9) Excellent 

20

Holiday home with golf nearby 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
“Lovely sailing themed house in great location” Stylish decor, very comfy bedrooms and all the domestic equipment that was needed was there along with some nice Jazz CDs! Good location with teenagers as able to walk into main street of Cowes within
…see more

from £100 / night

£700 / week

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from £100 / night

(3) Very Good 

15

Holiday apartment in Cowes

Cowes / West Cowes

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £60 / night

£325 - £1000 / week

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from £60 / night

19

Yarmouth holiday home rental

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 4 km
  • Child friendly
  • Car not necessary

from £125 / night

£425 - £1085 / week

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from £125 / night

(7) Very Good 

19

Godshill holiday cottage accommodation

Isle of Wight / Godshill

4 8 7 nights min

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

from £100 / night

£340 - £1444 / week

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from £100 / 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

(3) Excellent 

12

Newport holiday yurt rental

Isle of Wight / Newport

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden

from £90 / night

£910 / week

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from £90 / 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

(2) 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
“Excellent location” We are a large family consisting of three couples and two children. Ample room in the property for us all to be comfortable. Everything you can think of in property to make stay as near to home from home as possible. Location excel
…see more

from £139 / night

£550 - £3900 / week

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from £139 / night

(1) Excellent 

16

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £70 / night

£350 - £660 / week

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from £70 / night

9

Shanklin holiday log cabin rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden

from £100 / night

£420 - £750 / week

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from £100 / night

(9) Excellent 

14

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“A lovely place to stay” We had a very nice stay at the Auction House it was the best place we have stayed in during our travels in all our 55 years of married life. It we well equipted spotlessly clean and very comfortalble, The owners were very hel
…see more

from £75 / night

£425 - £975 / week

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from £75 / night

20

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

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

from £28 / night

£195 - £495 / week

Enquire View

from £28 / night

15

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £55 / night

£240 - £390 / week

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from £55 / night

15

Holiday villa in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

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

from £158 / night

£375 - £680 / week

Enquire View

from £158 / night

(1) Very Good 

11

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

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

from £75 / night

£395 - £1600 / week

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from £75 / night

16

Bembridge holiday townhouse rental

Bembridge / Bembridge Harbour

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £99 / night

£440 / week

Enquire View

from £99 / night

(13) Excellent 

19

Holiday barn rental

Isle of Wight / Niton

2 4 Min stay varies

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

from £85 / night

£575 - £1290 / week

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from £85 / night

(1) Excellent 

11

Holiday b&b in Bembridge

Bembridge / Bembridge Beach

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £75 / night

£525 / week

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from £75 / night

(7) Excellent 

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Very clean and comfortable accomodation” A very clean and comfortable chalet, very tastefully decorated and excellent as a base for our holiday. Well equipped with cooking facilities. My young children especially loved the green in front of the chalet
…see more

from £36 / night

£250 - £495 / week

Enquire View

from £36 / night

(21) Excellent 

21

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Best in IOW !!!” It was one of the best stay ever.. the apartment is so clean, colourful, spacious, lovely home décor and fully equipped kitchen.. there was nothing to be missed or regretted ! Perfect for family ! It has best views also you could hear
…see more

from £80 / night

£400 - £790 / week

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from £80 / night

4

Holiday b&b in Sandown

Isle of Wight / Sandown

8 1 2 nights min

  • 8 bedrooms
  • Sleeps 1
  • 2 nights min
  • Beach / lakeside relaxation

from £36 / night

£252 / week

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from £36 / night

(7) Very Good 

11

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Wonderful” We usually have short trips but this time we took time to stay. Every time our trips are a bit tried but this time our trip really made us to feel that we are at home, had a awesome stay at this location and everything was good and we wish
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from £50 / night

£300 - £510 / week

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from £50 / night

1