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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980 Holiday homes

(14) Excellent 

25

Ventnor Bay holiday apartment rental

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“A perfect stay in a great apartment in a great location” Lovely apartment, comfortably and beautifully fitted out in a great location: ideal for the Botanic Garden and coast walks, and equally easy to walk the other way through the park and along the
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from £95 / night

£495 - £799 / week

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Responds fast!
avg. 2 hours 43 minutes

from £95 / night

(28) Excellent 

17

Holiday apartment with golf nearby in Alverstone Garden Village

Sandown / Alverstone Garden Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“A fab holiday in a great place” The apartment was very well maintained and the welcome basket is a nice touch. The beach and pier are within easy reach, only a short walk to both which makes the apartments location ideal. The beds are very comfy and t
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from £50 / night

£289 - £705 / week

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Responds fast!
avg. 1 hour 0 minutes

from £50 / night

(7) Very Good 

32

Holiday home in East Cowes

Isle of Wight / East Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Nice holiday” This property well-equipped and is ideal for small family right on the waterfront lovely island to visit. we had a great holiday with plenty of things to do around the island
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from £125 / night

£595 - £1475 / week

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Responds fast!
avg. 2 hours 23 minutes

from £125 / night

Featured properties

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £175 / night

£825 - £1975 / week

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from £175 / night

15

Holiday caravan/mobile home in Rookley

Isle of Wight / Rookley

2 6 Min stay varies

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

from £55 / night

£550 / week

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Responds fast!
avg. 2 hours 33 minutes

from £55 / night

(2) Very Good 

21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £600 / night

£1995 - £4695 / week

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Responds fast!
avg. 3 hours 36 minutes

from £600 / night

(3) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
“Superb” A very clean and comfortable apartment and beautiful gardens. Pam is a very nice and welcoming lady and nothing is too much trouble if you need anything. Will definitely be booking to go back next year at some point.
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from £57 / night

£395 - £600 / week

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from £57 / night

(14) Excellent 

24

Godshill holiday cottage rental

Godshill / Roud

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Mrs Jan walton” Really lovely cottage tucked away in the most peaceful of locations, set in a beautiful garden with gingerbread house over looking a pond perfect for afternoon tea. As the cottage is towards the centre of the island it is a good locati
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from £79 / night

£550 - £995 / week

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from £79 / night

(6) Excellent 

Certificate of Excellence

28

Holiday home in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

Certificate of Excellence

from £109 / night

£365 - £1065 / week

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Responds fast!
avg. 1 hour 3 minutes

from £109 / 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

(1) Excellent 

11

Caravan/mobile home rental 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
“Excellent” Lovely caravan, on a great site, close to all amenities and a nice beach is accessible from the site.
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from £50 / night

£700 - £800 / week

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Responds fast!
avg. 2 hours 31 minutes

from £50 / night

(3) Very Good 

11

Holiday lodge with golf nearby in Ryde

Isle of Wight / Ryde

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km

from £40 / night

£280 - £425 / week

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Responds fast!
avg. 3 hours 36 minutes

from £40 / night

(2) Excellent 

23

Holiday yurt in Newchurch

Sandown / Newchurch

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets

from £80 / night

£495 - £775 / week

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from £80 / night

(2) Excellent 

4

Holiday caravan/mobile home rental

Isle of Wight / Cowes

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly

from £100 / night

£200 - £650 / week

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Responds fast!
avg. 3 hours 17 minutes

from £100 / night

(2) Excellent 

18

Holiday home rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
  • Private garden

from £75 / night

£500 - £650 / week

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Responds fast!
avg. 1 hour 27 minutes

from £75 / 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

(6) Excellent 

12

Sandown holiday apartment rental

Isle of Wight / Sandown

3 6 Min stay varies

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

from £70 / night

£450 - £1300 / week

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from £70 / night

(5) Excellent 

14

Villa rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Holiday Villa with perfect view.” Had brilliant long weekend, the holiday villa was very clean with everything you needed, situated in an area with a brilliant view. The only down fall was the steep climb up to the top of the road and no parking right
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from £99 / night

£450 - £821 / week

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from £99 / night

(3) Average 

16

Wootton Bridge holiday cottage rental

Isle of Wight / Wootton Bridge

3 6 7 nights min

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

from £125 / night

£875 / week

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Responds fast!
avg. 2 hours 50 minutes

from £125 / night

(7) Very Good 

24

Holiday home in Newport

Newport / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“What a find !” We had a fantastic week on the IoW, seven of us in total with extended family, and Yachtsman's Rest easily accommodated us all in comfort. Plenty of bathrooms, all well placed next to bedrooms or en-suite, no kids squabbling about wh
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from £150 / night

£750 - £2400 / week

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Responds fast!
avg. 2 hours 6 minutes

from £150 / night

(1) Excellent 

10

Porchfield holiday caravan/mobile home rental

Isle of Wight / Porchfield

3 8 Min stay varies

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

from £45 / night

£800 - £1000 / week

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Responds fast!
avg. 15 minutes

from £45 / night

(6) Excellent 

21

Holiday bungalow rental

Freshwater / Freshwater Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £36 / night

£250 - £480 / week

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Responds fast!
avg. 2 hours 41 minutes

from £36 / night

(26) Excellent 

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km

from £60 / night

£350 - £504 / week

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Responds fast!
avg. 1 hour 45 minutes

from £60 / night

(21) Excellent 

Certificate of Excellence

24

Holiday cottage in Shanklin

Shanklin / Old Village

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fantastic accommodation” My parents and I stayed at The Lodge from 13th to 20th May and I have to say we absolutely fell off in love with this beautiful cottage and was very sad to leave it! It is ideally situated in a gorgeous lane, surrounded by co
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Certificate of Excellence

from £52 / night

£360 - £700 / week

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Responds fast!
avg. 3 hours 39 minutes

from £52 / night

(11) Excellent 

23

Holiday chalet in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 4 km
“Brill” Lovely, safe, quiet location. Cute little chalet, perfect for 2 people. All crockery/cooking stuff you need - although no oven which is a minor issue only especially if you're not staying for more than a week. Would stay here again if we were
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from £40 / night

£240 / week

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from £40 / 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. 1 hour 19 minutes

from £70 / night

(16) Excellent 

22

Freshwater holiday home rental

Freshwater / Freshwater Bay

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Exceptional house with a wonderful owner” As soon as we pulled up on the drive it was WOW. Once inside you can't help but fall in love with this spacious house. Every day you will find quirky/unique figures or ornaments in the rooms and garden- fascin
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from £156 / night

£1090 - £1890 / week

Enquire View

from £156 / night

(4) Excellent 

24

Holiday chalet letting

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely place to stay” We stayed here over Easter and the weather was rather cold but this chalet was really cosy. The view is amazing and the pictures don't do it justice, I loved sitting eating and looking at the ferries that go by. The little garden
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from £90 / night

£398 - £696 / week

Enquire View

from £90 / night

(12) Excellent 

14

Brighstone holiday b&b rental

Isle of Wight / Brighstone

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Private garden

from £75 / night

£525 / week

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Responds fast!
avg. 1 hour 46 minutes

from £75 / night

(4) Excellent 

14

Ventnor holiday apartment rental

Isle of Wight / Ventnor

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £75 / night

£450 - £565 / week

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Responds fast!
avg. 41 minutes

from £75 / night

(18) Excellent 

23

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Lovely Site!” I havejust returned from a weeks stay at Sandhills Holiday Park. Myself and six family members, four being children, stayed in caravan E49. This van was very nice, clean, and can confidently say on behalf of my family a great van. We lov
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from £100 / night

£350 - £650 / week

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Responds fast!
avg. 2 hours 30 minutes

from £100 / night

20

Holiday chalet in Ventnor Bay

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

(6) Excellent 

12

Brading holiday cottage rental

Isle of Wight / Brading

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about pets
  • Private garden

from £42 / night

£295 - £575 / week

Enquire View

from £42 / 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. 14 minutes

from £79 / night

11

Holiday home in Wootton Bridge

Isle of Wight / Wootton Bridge

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

from £93 / night

£385 - £725 / week

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from £93 / night

(13) Excellent 

23

Holiday apartment rental

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

from £85 / night

£550 - £875 / week

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Responds fast!
avg. 3 hours 56 minutes

from £85 / 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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Responds fast!
avg. 3 hours 53 minutes

from £200 / night

(6) Excellent 

Certificate of Excellence

16

Holiday home in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

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

Certificate of Excellence

from £65 / night

£240 - £631 / week

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Responds fast!
avg. 2 hours 36 minutes

from £65 / night

(8) Excellent 

14

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.1 km
  • Child friendly
  • Private garden
“Great Stay, great experience!!!!” We had a great time when we visited Shanklin over the Easter weekend. Steve was very, very helpful and was on hand on our arrival to give us tour of the property and answer any questions we had. I strongly recom
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from £65 / night

£300 - £525 / week

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from £65 / night

(26) Excellent 

14

Apartment rental in Shanklin

Shanklin / Old Village

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
“Amazing view!!!” Wow! What an amazing apartment with stunning views! Beautifully decorated with everything you need for a break away. Caroline left us flowers, all the essentials plus Easter eggs and prosecco.....a lovely kind touch. Shanklin is very
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from £85 / night

£400 - £800 / week

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from £85 / night

1