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

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117 properties

Isle of Wight

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1,526 Holiday homes

11

Holiday home in Cowes

Isle of Wight / Cowes

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly

from £400 / night

£1,500 - £9,000 / week

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from £400 / night

(12) Very Good 

24

Cowes holiday home rental

Cowes / West Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Great location - beautiful house” Just returned from a weekend stay at Halyard house. The location was perfect being right in the centre of Cowes, very near to the shops and easy to find from the Ferry. Bedrooms were cosy and comfortable. Although t
…see more

from £100 / night

£700 / week

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from £100 / night

(22) Excellent 

21

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.
…see more

from £150 / night

£695 - £2,000 / week

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from £150 / night

(1) Excellent 

19

Home rental in Brook

Isle of Wight / Brook

3 6 2 nights min

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

from £150 / night

£1,050 / week

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from £150 / night

12

Cowes holiday apartment rental

Isle of Wight / Cowes

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £90 / night

£400 - £1,500 / week

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from £90 / night

(11) Very Good 

Certificate of Excellence

20

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

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

Certificate of Excellence

from £90 / night

£370 - £645 / week

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Responds fast!
avg. 2 hours 1 minutes

from £90 / night

(11) Excellent 

8

Newport holiday b&b rental

Isle of Wight / Newport

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
“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 £85 / night

£595 / week

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from £85 / night

(3) Very Good 

6

Seaview holiday cottage rental

Isle of Wight / Seaview

3 5 4 nights min

  • 3 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £200 / night

£1,020 / week

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from £200 / night

24

Holiday bungalow with golf nearby in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

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

from £73 / night

£375 - £650 / week

Enquire View

from £73 / night

9

Home rental in Cowes

Isle of Wight / Cowes

3 8 Min stay varies

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

from £80 / night

£1,360 / week

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Responds fast!
avg. 3 hours 19 minutes

from £80 / night

20

Holiday apartment in Sandown

Isle of Wight / Sandown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £79 / night

£550 / week

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from £79 / night

(1) Excellent 

12

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden
“Gull's Wing” We had a wonderful, comfortable stay at Gull's Wing. The apartment was spotless, we had everything we need and our hosts were lovely. Xx
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from £95 / night

£665 / week

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from £95 / night

10

Bembridge holiday home rental

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £75 / night

£310 - £750 / week

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from £75 / night

6

Bembridge holiday caravan/mobile home rental

Bembridge / Bembridge Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Private garden

from £50 / night

£350 - £630 / week

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from £50 / night

(5) Very Good 

20

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
“A great place to stay!” We only stayed one night, as we popped over to the island, but we had a lovely time. The accommodation was perfect - well situated, warm and comfortable. The beds were particularly good and we were made to feel very much at hom
…see more

from £76 / night

£532 / week

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from £76 / night

4

Whitwell holiday b&b let

Ventnor / Whitwell

1 2 1 night min

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

from £75 / night

£525 / week

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from £75 / night

10

Holiday chalet accommodation

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £50 / night

£300 - £616 / week

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from £50 / night

(56) 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
  • Suitable for children age 5+
  • Car not necessary
“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
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from £80 / night

£460 - £645 / week

Enquire View

from £80 / night

9

Home rental in Bembridge

Isle of Wight / Bembridge

2 4 Min stay varies

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

from £85 / night

£395 - £825 / week

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from £85 / night

(2) 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 2 km
  • Child friendly
“Fantastic place, great views” This was a great place to stay with my husband and two small kids. It was clean and tidy, the owners were lovely and the garden area fantastic for the kids.
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from £65 / night

£265 - £720 / week

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Responds fast!
avg. 1 hour 4 minutes

from £65 / night

13

Home accommodation in Totland

Isle of Wight / Totland Bay

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £60 / night

£414 - £883 / week

Enquire View

from £60 / night

10

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 Min stay varies

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

from £78 / night

£275 - £505 / week

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Responds fast!
avg. 1 hour 50 minutes

from £78 / night

(21) Excellent 

Certificate of Excellence

22

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very comfortable relaxing holiday” Enjoyed our stay in this very clean comfortable cottage very convenient for shops,restuarents & exploring the island..we didn't take our car & found it easy to get around from here. The furnishings are very nice & al
…see more

Certificate of Excellence

from £69 / night

£269 - £809 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £69 / night

(1) Excellent 

18

Newport holiday home let

Isle of Wight / Newport

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden

from £60 / night

£1,500 / week

Book View

from £60 / night

(4) Excellent 

11

Holiday home in Yarmouth

Isle of Wight / Yarmouth

6 8 Min stay varies

  • 6 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £281 / night

£1,900 - £2,650 / week

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Responds fast!
avg. 1 hour 23 minutes

from £281 / night

18

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary

from £70 / night

£350 - £750 / week

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Responds fast!
avg. 2 hours 24 minutes

from £70 / 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 15 minutes

Pricing unknown

12

Holiday lodge in Gurnard

Isle of Wight / Gurnard

2 6 Min stay varies

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

from £65 / night

£1,400 / week

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from £65 / night

5

Chalet rental in Bonchurch

Ventnor / Bonchurch

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

from £97 / night

£455 - £913 / week

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Responds fast!
avg. 3 hours 49 minutes

from £97 / night

(4) Excellent 

14

Home rental in Freshwater with golf nearby

Freshwater / Freshwater Bay

6 15 7 nights min

  • 6 bedrooms
  • Sleeps 15
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £285 / night

£1,995 / week

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Responds fast!
avg. 56 minutes

from £285 / night

(4) Excellent 

42

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 £112 / night

£705 - £1,000 / week

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Responds fast!
avg. 30 minutes

from £112 / night

7

Holiday home rental

Isle of Wight / Sandown

2 4 7 nights min

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

from £100 / night

£700 / week

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from £100 / 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

(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
…see more

from £124 / night

£530 - £1,350 / week

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Responds fast!
avg. 1 hour 23 minutes

from £124 / night

12

Cowes holiday home rental

Isle of Wight / Cowes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly

from £100 / night

£695 / week

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from £100 / night

(20) 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

£4,900 / week

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from £700 / night

7

Holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary

from £60 / night

£300 - £750 / week

Enquire View

from £60 / night

(1) Excellent 

10

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

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

from £50 / night

£300 - £616 / week

Book View

from £50 / night

(1) Excellent 

25

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

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

from £200 / night

£925 - £1,895 / week

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from £200 / night

33

Holiday boathouse in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

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

from £150 / night

£850 - £2,150 / week

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from £150 / night