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

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109 properties
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104 properties

Isle of Wight

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957 Holiday homes

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

(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

Enquire View

from £70 / 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

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

(2) Average 

17

Holiday converted chapel with golf nearby in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

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

from £174 / night

£375 - £745 / week

Enquire View

from £174 / night

19

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 Min stay varies

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

from £162 / night

£650 - £1800 / week

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from £162 / night

(7) Excellent 

24

Bungalow rental in Yarmouth

Isle of Wight / Yarmouth

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £100 / night

£450 - £1750 / week

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from £100 / night

4

Newport holiday cottage rental

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

Pricing unknown

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Responds fast!
avg. 1 hour 27 minutes

Pricing unknown

(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

(1) Excellent 

24

Yarmouth holiday apartment rental

Isle of Wight / Yarmouth

2 4 Min stay varies

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

from £95 / night

£980 - £1050 / week

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Responds fast!
avg. 30 minutes

from £95 / night

(14) Very Good 

25

Holiday home with golf nearby in Cowes

Cowes / West Cowes

7 17 Min stay varies

  • 7 bedrooms
  • Sleeps 17
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Perfect house, perfect location, perfect holiday” 11 of us consisting of 4 adults and 7 children stayed at Windrush at the beginning of the Easter holidays. The house is huge and caters easily for large family groups, the children were able to have th
…see more

from £430 / night

£2600 - £9000 / week

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from £430 / 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

(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
…see more

from £100 / night

£450 - £2600 / week

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Responds fast!
avg. 3 hours 11 minutes

from £100 / night

4

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 5 4 nights min

  • 1 bedroom
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Private garden

from £75 / night

£525 / week

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from £75 / 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

Enquire View

from £39 / 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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Responds fast!
avg. 2 hours 22 minutes

from £60 / night

17

Chalet rental in Yaverland

Sandown / Yaverland

2 4 Min stay varies

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

from £88 / night

£275 - £450 / week

Enquire View

from £88 / night

(10) Very Good 

22

Cowes holiday home rental

Cowes / West Cowes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.18 km
  • Child friendly
“Christmas in Cowes” Great house. We were a group of 9 adults and 5 children all 2 and under. This house was the perfect place to spend christmas, plenty of room and a great kitchen with everything you need including a stocked pantry, which is always h
…see more

from £295 / night

£2065 / week

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from £295 / 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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Responds fast!
avg. 3 hours 30 minutes

from £150 / 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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Responds fast!
avg. 2 hours 17 minutes

Pricing unknown

15

Ryde holiday apartment rental

Isle of Wight / Ryde

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £50 / night

£350 / week

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from £50 / 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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Responds fast!
avg. 2 hours 12 minutes

from £55 / night

(1) Very Good 

21

Cowes holiday home rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Really nice house” Lovely house on quite a busy road. Accommodation ideal for our particular family group. Nice secluded back garden, with lovely table and chairs (for 8) on a patio, and a particular sun trap. Easy walk to West Cowes, though down a
…see more

from £250 / night

£1200 - £1750 / week

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Responds fast!
avg. 2 hours 18 minutes

from £250 / 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
…see more

from £95 / night

£425 - £945 / week

Enquire View

from £95 / night

5

Newchurch holiday b&b rental

Sandown / Newchurch

4 2 1 night min

  • 4 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly

from £85 / night

£595 / week

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from £85 / night

9

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 3 Min stay varies

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

from £36 / night

£250 - £525 / week

Enquire View

from £36 / night

6

Holiday home in Cowes

Isle of Wight / Cowes

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

from £120 / night

£840 / week

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Responds fast!
avg. 3 hours 39 minutes

from £120 / night

(2) Excellent 

22

Cowes holiday townhouse rental

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden

from £110 / night

£450 - £2900 / week

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Responds fast!
avg. 3 hours 2 minutes

from £110 / night

(53) Excellent 

19

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children age 5+
“A welcoming and comfortable apartment in a great location.” I booked this apartment based on its good reviews and location and was not disappointed. Sara made us feel very welcome from the moment we arrived. The accommodation is equipped with everythi
…see more

from £75 / night

£460 - £635 / week

Enquire View

from £75 / night

(3) Very Good 

17

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

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

from £36 / night

£250 - £495 / week

Enquire View

from £36 / night

23

Bembridge holiday bungalow rental

Isle of Wight / Bembridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £200 / night

£500 - £825 / week

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from £200 / night

(1) Excellent 

21

Villa rental in Shanklin

Isle of Wight / Shanklin

2 4 3 nights min

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

from £65 / night

£650 - £695 / week

Enquire View

from £65 / night

(25) Excellent 

24

Holiday bungalow with golf nearby in Sandown

Isle of Wight / Sandown

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Home from home in a brilliant location!” Enjoyed a short winter break at Sudbury. Lovely bungalow, very well equipped and spotlessly clean. Central heating brilliant (Needed as break taken in December!) Highly recommend, in a great location, few minu
…see more

from £76 / night

£380 - £1010 / week

Enquire View

from £76 / night

(4) Very Good 

16

Home rental in Ventnor

Ventnor / Niton, Isle of Wight

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Pine ridge is a home from home property” What a superb house and location! Everything you want for an enjoyable break on IoW. The property benefitted from superb views and proximity to beach and dinning was really good for the kids and us. The hous
…see more

from £120 / night

£440 - £820 / week

Enquire View

from £120 / night

(7) Very Good 

17

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Well located, comfortable and well appointed” Comfortable and well appointed house just a few minutes walk from the beach. Our 3 dogs were welcomed and the house had plenty of space for 4 adults and 3 dogs. Having 2 bathrooms and a separate toilet was
…see more

from £140 / night

£595 - £1100 / week

Enquire View

from £140 / night

(12) Excellent 

13

Holiday apartment in Godshill

Isle of Wight / Godshill

1 2 1 night min

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

from £40 / night

£280 / week

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from £40 / night

22

Holiday home in Shanklin

Isle of Wight / Shanklin

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Private garden

from £215 / night

£1495 / week

Enquire View

from £215 / night

(6) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £58 / night

£400 - £1100 / week

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from £58 / night

12

Home rental in Ryde

Isle of Wight / Ryde

3 6 Min stay varies

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

from £105 / night

£400 - £725 / week

Enquire View

from £105 / night

6

Holiday b&b in Shanklin

Isle of Wight / Shanklin

5 2 1 night min

  • 5 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly

from £80 / night

£560 / week

Book View

from £80 / night

1