Self catering holidays Isle of Wight - Holiday Lettings

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Isle of Wight

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565 Holiday homes

Filters applied: Catered / B&B

(3) Excellent 

14

Cowes holiday home rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“An excellent house for a family Christmas, and a great location for summer visitors.” Twelve of us spent our family Christmas in Alban house and it was perfect. The house is lovely, great location, spotlessly clean, warm and comfortable. Carol could
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from £500 / night

£2000 - £3500 / week

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Responds fast!
avg. 3 hours 31 minutes

from £500 / night

(15) Very Good 

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.
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from £130 / night

£500 - £1090 / week

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Responds fast!
avg. 3 hours 19 minutes

from £130 / night

18

Cowes holiday home rental

Isle of Wight / Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly

from £300 / night

£925 - £4665 / week

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from £300 / night

(8) Excellent 

12

Holiday apartment in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Pet friendly

from £40 / night

£260 - £370 / week

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Responds fast!
avg. 1 hour 38 minutes

from £40 / night

(10) Excellent 

23

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Clean comfortable with beautiful views.” Wonderful chalet. Handy for beach and lovely walks. Ideal for a quieter peaceful holiday. The chalet is a good size for a family and the owner is very helpful. It is beautifully situated on the quieter side o
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from £36 / night

£250 - £450 / week

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from £36 / 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

(4) Excellent 

14

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £58 / night

£400 - £500 / week

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from £58 / night

(13) Excellent 

Certificate of Excellence

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Lovely and very well-equipped cottage” Had a great stay here during the IoW festival, it's a really comfortable property, very well-equipped and beautifully furnished. Only 10 mins to Newport but in a peaceful area surrounded by fields. We've alread
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Certificate of Excellence

from £100 / night

£400 - £820 / week

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Responds fast!
avg. 1 hour 7 minutes

from £100 / night

(3) Very Good 

10

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

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

from £130 / night

£500 - £2100 / week

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from £130 / night

(16) Excellent 

24

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

from £300 / night

£1500 - £2850 / week

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Responds fast!
avg. 2 hours 32 minutes

from £300 / night

(3) Excellent 

59

Bembridge holiday lodge rental

Isle of Wight / Bembridge

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £65 / night

£455 / week

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from £65 / night

13

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

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

from £70 / night

£375 - £1200 / week

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Responds fast!
avg. 3 hours 2 minutes

from £70 / night

(24) Excellent 

24

Ryde holiday apartment rental

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
“Summerville-Perfect Holiday Apartment” Right from the beginning everything went smoothly from the payment to all the information provided by the owner.The apartment is a short walk from the front and all the shops.The apartment has everything you need
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from £57 / night

£395 - £695 / week

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Responds fast!
avg. 2 hours 58 minutes

from £57 / night

13

Cowes holiday home rental

Isle of Wight / Cowes

3 6 3 nights min

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

from £125 / night

£485 - £2450 / week

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from £125 / night

(1) Excellent 

29

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £55 / night

£385 / week

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from £55 / night

(7) Very Good 

35

Holiday cottage in Bonchurch

Isle of Wight / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Details to be aware of” Stable Cottage is in a lovely location and is well presented, clean and modern but has a few surprising omissions such as a microwave, tumble dryer, iron and ironing board although some of these are available in a shared laundr
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from £150 / night

£900 - £1990 / week

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Responds fast!
avg. 3 hours 11 minutes

from £150 / night

9

Holiday cottage rental

Bembridge / Bembridge Village

2 4 Min stay varies

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

from £50 / night

£395 - £695 / week

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from £50 / night

(5) Excellent 

11

Holiday home letting

Isle of Wight / Newport

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Private garden

from £50 / night

£325 - £1930 / week

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from £50 / 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

(6) Excellent 

24

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Pet friendly
“great place to stay” excellent holiday nice quiet campsite great for dog walking & exploring all places on the isle of wight
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from £79 / night

£553 / week

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Responds fast!
avg. 16 minutes

from £79 / night

(5) Excellent 

Certificate of Excellence

27

Holiday home in Shorwell

Isle of Wight / Shorwell

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“Church view” This was my second visit to this outstanding property in Shorwell. Both visits were with friends to walk, relax and explore more of the island. This year the highlight was a walk along the cliffs to the Needles. After a full day of fresh
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Certificate of Excellence

from £100 / night

£600 - £1400 / week

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Responds fast!
avg. 3 hours 12 minutes

from £100 / night

(13) Excellent 

Certificate of Excellence

26

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
“Everything you need” Out of all the chalets on the campsite, the Wight Waves chalet was definitely the best looking. Easy to recognise by the fresh paint on the outside and an orange lifebuoy. Inside was surprisingly modern and new with everything you
…see more

Certificate of Excellence

from £50 / night

£200 - £495 / week

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Responds fast!
avg. 42 minutes

from £50 / night

(3) Excellent 

8

Holiday caravan/mobile home in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
“Suited us perfectly, Caroline couldn't have been more accommodating.” Four adults, two children and two dogs - what could go wrong! This site suited us perfectly. Play areas for the children, room to run the dogs and quiet enough for the adults. Eve
…see more

from £79 / night

£553 / week

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Responds fast!
avg. 16 minutes

from £79 / night

(2) Excellent 

13

Caravan/mobile home rental in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £79 / night

£553 / week

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Responds fast!
avg. 16 minutes

from £79 / night

(13) Excellent 

18

Sandown holiday apartment rental

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £70 / night

£300 - £850 / week

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Responds fast!
avg. 49 minutes

from £70 / 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

(4) Excellent 

Certificate of Excellence

23

Cowes holiday home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden
“Superb!!!” We stayed at the lovely Sun Hill in August for a couple of nights and as a family we were so happy. The house is immaculately clean and is equipped with everything that you could need. The owners kept us well informed and were so helpful
…see more

Certificate of Excellence

from £150 / night

£900 - £2400 / week

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Responds fast!
avg. 2 hours 13 minutes

from £150 / night

(16) Excellent 

Certificate of Excellence

21

Yaverland holiday chalet rental

Sandown / Yaverland

2 6 Min stay varies

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

Certificate of Excellence

from £50 / night

£200 - £495 / week

Book View

Responds fast!
avg. 42 minutes

from £50 / night

(2) Excellent 

13

St Helens holiday home rental

Isle of Wight / St Helens

2 4 Min stay varies

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

from £49 / night

£339 - £705 / week

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from £49 / night

(6) Excellent 

Certificate of Excellence

16

St Helens holiday caravan/mobile home rental

Isle of Wight / St Helens

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Excellent” Greeted on arrival was a real personal touch, essentials like tea and coffee was provided. Caravan itself was clean and very spacious. Better than the photos. Great location with the beach a walk away and park on site for the children. Love
…see more

Certificate of Excellence

from £40 / night

£280 / week

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Responds fast!
avg. 2 hours 40 minutes

from £40 / night

20

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

2 4 Min stay varies

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

from £80 / night

£380 - £768 / week

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from £80 / night

(15) Excellent 

Certificate of Excellence

28

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

Certificate of Excellence

from £99 / night

£600 - £820 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £99 / night

(4) Excellent 

Certificate of Excellence

11

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Fantastic apartment in a spectacular location” We have just had a lovely weekend in this wonderful apartment. The owners were so kind & helpful. It is beautifully furnished with everything you could ever need. Tea, coffee & biscuits were also provided
…see more

Certificate of Excellence

from £105 / night

£555 - £1150 / week

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Responds fast!
avg. 3 hours 53 minutes

from £105 / night

(2) Very Good 

9

Apartment accommodation in Bembridge

Bembridge / Bembridge Beach

1 4 Min stay varies

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

from £100 / night

£270 - £490 / week

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Responds fast!
avg. 3 hours 30 minutes

from £100 / night

(8) Excellent 

Certificate of Excellence

23

Holiday home rental

Isle of Wight / St Helens

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Mr” Wonderful peaceful location. Plenty of room in this very comfortable home for 4 adults and a child. Close to shops, restaurants and wine farms.
…see more

Certificate of Excellence

from £86 / night

£600 - £1650 / week

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Responds fast!
avg. 1 hour 36 minutes

from £86 / night

11

Holiday apartment in Ryde

Isle of Wight / Ryde

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

from £59 / night

£235 - £495 / week

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from £59 / night

(6) Excellent 

32

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
“Beautiful apartment & lovely break” The apartment was decorated beautifully,spacious, spotlessly clean and well stocked with everything you could ever want or need for a short break. Johnathan and Susan, the owners of the apartment, live in the hou
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from £60 / night

£420 - £650 / week

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Responds fast!
avg. 2 hours 37 minutes

from £60 / night

(7) Excellent 

Certificate of Excellence

19

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Amazing place!” We stayed for 2 nights last weekend 12th-14th August 2016. I was worried about the bed as it is the most important thing to be able to sleep well wherever you are, but I shouldn't have worried as the bed was amazingly comfortable, it
…see more

Certificate of Excellence

from £60 / night

£420 / week

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Responds fast!
avg. 26 minutes

from £60 / night

(3) Excellent 

14

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
“Fabulous Beach Front location, you ‘Canute’ ask for more” We booked a long weekend in Canute cottage and had a fantastic time. We are a family of three but the cottage would accommodate 2 adults and 2 children in the bunk room. The high ceilings give
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from £60 / night

£400 - £750 / week

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from £60 / night

(7) Very Good 

23

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you
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from £45 / night

£280 - £415 / week

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Responds fast!
avg. 3 hours 59 minutes

from £45 / night

1