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

(20) Excellent 

23

Home rental in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“The Retreat” Lovely stay, perfect location, clean and plenty of room for two families, we would definitely go back. We loved our stay.
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from £200 / night

£895 - £1800 / week

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from £200 / night

(8) Excellent 

14

Brighstone Bay holiday caravan/mobile home rental

Brighstone / Brighstone Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fantastic setting friendly staff, perfect for young family” Lovely little farm setting only a walk away from the pretty bay. The children loved getting up in the morning and feeding the goats, chickens, ducks etc and then watching all of the animals
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from £74 / night

£445 - £1200 / week

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from £74 / night

18

Home accommodation in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Private garden

from £150 / night

£795 - £1150 / week

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from £150 / night

(11) Excellent 

8

Newport holiday b&b rental

Isle of Wight / Newport

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Nearest beach 5 km
  • Ask owner if suitable for children
“Restful Relaxing Haven” I stayed for a week at this wonderful B&B. It's close to Newport but in the countryside which is the perfect location for the IOW. Tina and Terry are warm and friendly hosts who can really cook the most wonderful food. The r
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from £75 / night

£525 / week

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from £75 / 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

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from £130 / night

15

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

from £50 / night

£300 - £510 / week

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from £50 / night

23

Holiday cottage in Ventnor

Isle of Wight / Ventnor

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £130 / night

£525 - £2725 / week

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from £130 / night

(2) Excellent 

44

Chalet rental in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Pet friendly

from £60 / night

£420 / week

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from £60 / night

(1) Average 

25

Home letting in St Helens

Isle of Wight / St Helens

4 8 7 nights min

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

from £150 / night

£820 - £1950 / week

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from £150 / night

(5) Very Good 

15

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
  • Car not necessary
“Amazing apartment and amazing sea view” My husband and I traveled with my husbands parents and I can say that this apartment has definitely got the wow factor! The sea views are spectacular and we had a lovely time relaxing watching the boats and ferr
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from £85 / night

£390 - £890 / week

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from £85 / 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
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from £139 / night

£760 - £3900 / week

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from £139 / night

(1) Very Good 

18

Holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

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

from £39 / night

£275 - £595 / week

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from £39 / night

17

B&b rental in Wootton Bridge

Isle of Wight / Wootton Bridge

1 2 1 night min

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

from £45 / night

£280 - £595 / week

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from £45 / night

(17) Excellent 

24

Holiday bungalow in Yarmouth

Isle of Wight / Yarmouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Fantastic facilities for whole family on beautiful island” The facilities for my mum who has limited mobility were great which made the stay so much easier for all of us. Walk in shower and easy access throughout the house with no silly little steps
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from £200 / night

£1000 - £1950 / week

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from £200 / night

(2) Excellent 

30

Holiday home in Yarmouth

Isle of Wight / Yarmouth

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £215 / night

£1500 / week

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from £215 / night

(2) Very Good 

8

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.8 km
  • Child friendly
  • Car not necessary
“Excelent town house with spectacular roof terrace.” Whole crew stayed here for the 'round the Island race' Perfect house in walking distance of the marina, ferry, shops, pubs and restaurants.
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from £152 / night

£605 - £4840 / week

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from £152 / 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
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from £100 / night

£700 / week

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from £100 / 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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from £80 / 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
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from £117 / night

£500 - £1350 / week

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from £117 / 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

(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

(4) Very Good 

10

Shanklin holiday caravan/mobile home rental

Isle of Wight / Shanklin

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £70 / night

£370 - £760 / week

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from £70 / 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

(1) Excellent 

13

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

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

from £88 / night

£445 - £775 / week

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from £88 / night

10

Apartment rental in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £100 / night

£400 - £1400 / week

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from £100 / night

10

Bembridge holiday caravan/mobile home rental

Isle of Wight / Bembridge

2 4 4 nights min

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

from £65 / night

£455 / week

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from £65 / night

(11) 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

£4900 / week

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from £700 / 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
…see more

from £50 / night

£300 - £525 / week

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from £50 / night

(3) Very Good 

21

Holiday apartment with golf nearby in Ryde

Isle of Wight / Ryde

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Private garden

Pricing unknown

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Pricing unknown

(30) Excellent 

10

Holiday home in Cowes

Cowes / West Cowes

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“There is not a one single word to describe how much my family enjoyed this property” This house is absolutely gorgeous. I booked it for my family - a group of 10 people. The views are stunning from within the property and the house is maintained in an
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from £220 / night

£650 - £5000 / week

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from £220 / night

(2) Very Good 

14

Holiday home accommodation

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Mrs” House was very clean and tidy. Beds were comfortable. Kitchen was equipped to a good standard although the kitchen knives were blunt and a couple of casserole dishes would be good. Garden enclosed so good for the dog. Firepit was great. Road out
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from £100 / night

£450 - £2600 / week

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from £100 / night

20

Holiday apartment in Sandown

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

£270 - £450 / week

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from £55 / 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

£500 - £975 / week

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from £75 / night

(2) Very Good 

8

Holiday cottage 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
“Fantastic time and glorious weather” Have stayed at this cottage a few times before but this time the weather made it perfect in the sea at Ventnor beach quite a few times blue sky from Monday through to Saturday quiet front garden where we all sat
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from £95 / night

£425 - £945 / week

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from £95 / night

(1) Excellent 

14

Townhouse rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £90 / night

£450 - £2050 / week

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from £90 / night

(3) Excellent 

10

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“Very comfortable well equipped apartment” Having stayed in many apartments on the Isle of Wight my wife and i agreed that this was one of the best. So much so that my wife wanted to become a squatter and stay in it for good. The position is very ce
…see more

from £43 / night

£275 - £510 / week

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from £43 / night

13

Holiday apartment rental

Isle of Wight / Cowes

2 4 Min stay varies

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

from £156 / night

£425 - £845 / week

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from £156 / night

9

B&b rental in Sandown

Isle of Wight / Sandown

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation

from £66 / night

£448 - £679 / week

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from £66 / night

(1) Excellent 

19

Holiday home in Cowes

Cowes / West Cowes

4 8 Min stay varies

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

from £125 / night

£575 - £3000 / week

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from £125 / night

19

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 £91 / night

£633 - £1448 / week

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from £91 / night

1