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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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1,527 Holiday homes

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

from£33 / night

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  • 2 Bedrooms
  • Sleeps 4

Freshwater holiday bungalow rental

 (15)Very Good

“The perfect get away from it all” We booked a weeks stay at the end of August, we are a family of 4 with 2 toddlers. The bungalow is located in front of a huge field which leads down to the coast. There are steep steps down to a pebble. beach which is

Responds fast! avg. 2 hours 11 minutes

from£130 / night

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  • 4 Bedrooms
  • Sleeps 8

Holiday home in Shanklin

 (3)Excellent
from£150 / night

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  • 4 Bedrooms
  • Sleeps 10

Yarmouth holiday home rental

 (9)Excellent

“Very nice house and helpful owners” Would highly recommend. Very nice house in Yarmouth. Owners v helpful with recomendations of where to eat/shop etc. Very child friendly and good value. Clean and well maintained and appointed. New boiler fitted jus

Responds fast! avg. 1 hour 36 minutes

from£130 / night

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  • 2 Bedrooms
  • Sleeps 4

Holiday barn rental

 (14)Excellent

Responds fast! avg. 2 hours 6 minutes

from£80 / night

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  • Sleeps 2

Studio rental in Ventnor with golf nearby

 (20)Excellent

“Fantastic seaview from the house” The house was very neat and clean and was furnished to the very high standards. The view from the studio apartment is breathtaking.

from£55 / night

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  • 3 Bedrooms
  • Sleeps 6

Holiday barn with golf nearby in Freshwater

 (37)Excellent

“Fantastic visit to the Isle of Wight” We had a lovely stay in Stable Cottage. Very comfortable, clean and well equipped cottage. Excellent for young children... lovely books selection provided which we enjoyed working our way through. Despite the wind

Responds fast! avg. 1 hour 52 minutes

Certificate of Excellence

from£100 / night

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  • 3 Bedrooms
  • Sleeps 6

Holiday lodge with golf nearby in Whippingham

 (27)Excellent

“Ruth” We had to make a phone call to find it but Amber gave us clear directions. Beautiful location with plenty of space for humans and dogs, comfortable beds and great shower. Warm welcome from Amber with a welcome pack of milk, bread, butter, eggs,

Responds fast! avg. 2 hours 30 minutes

Certificate of Excellence

from£175 / night

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  • 3 Bedrooms
  • Sleeps 6

Holiday penthouse with golf nearby in Cowes

 (15)Excellent

“Excellent place to stay loved it” Well worth the money.... We have recommend this to our family and friends. if you have small children some of the fine ornements are only to be looked at.... The large outside area is lovly in the sunshine.

from£60 / night

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  • 1 Bedroom
  • Sleeps 2

Holiday apartment in Ventnor

Responds fast! avg. 22 minutes

from£75 / night

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  • 1 Bedroom
  • Sleeps 4

Holiday apartment in Shanklin

 (17)Excellent

“First Class Accommodation and Host” The pictures of this property do not showcase it enough! My husband and I had a wonderful stay. The property was very spacious and tastefully decorated. We wanted for nothing, as everything we needed was available.

Certificate of Excellence

from£125 / night

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  • 4 Bedrooms
  • Sleeps 9

Holiday home in Cowes

 (1)Excellent
from£45 / night

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  • 1 Bedroom
  • Sleeps 2

Holiday chalet in Niton

 (9)Very Good

“Pebbles” Pebbles did not disappoint, such a lovely little holiday home and in a great location. We spent 4 very comfortable nights there and enjoyed exploring the Island.

Responds fast! avg. 1 hour 20 minutes

from£85 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday apartment in Cowes

 (4)Excellent
from£72 / night

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  • 3 Bedrooms
  • Sleeps 6

Holiday bungalow rental

 (4)Average
from£50 / night

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  • 2 Bedrooms
  • Sleeps 4

Sandown holiday chalet rental

 (2)Very Good
from£50 / night

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  • 1 Bedroom
  • Sleeps 4

Apartment letting in Bembridge

 (16)Excellent

“Such a lovely place to spend a week... or longer!” My girlfriend and I spent a week here during Wimbledon week and were blown away by how lovely the apartment and St Helen's was. Everything about the place was better than we could have dreamed of - th

from£100 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday apartment in Ventnor

 (2)Excellent

“Brilliant location / great apartment” The location was simply perfect and within minutes from the beach. This apartment is absolutely perfect for a small family or group of friends (plus pets). Very nicely decorated and felt incredibly homely.

Responds fast! avg. 1 hour 36 minutes

from£85 / night

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  • 2 Bedrooms
  • Sleeps 4

Holiday apartment with golf nearby in Ventnor

 (25)Excellent

“perfect base to explore the Isle of Wight” this was a great flat, beautiful views overlooking the ocean, two bedrooms (one double, one twin), All the kitchen accessories and equipment you could think of, and a welcome pack with tea, coffee and a bottl

from£90 / night

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  • 3 Bedrooms
  • Sleeps 6

Holiday home in Cowes

 (1)Excellent
from£70 / night

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  • 1 Bedroom
  • Sleeps 2

Holiday home rental

 (6)Excellent

“Fabulous!” Well what can I say about "Tweedy Pie" - fabulous!! The location is amazing right near the beach for a stroll down to the restaurant - "the Reef" was great. It was good to have an allocated parking space and the house was in a secluded an

Responds fast! avg. 1 hour 20 minutes

Certificate of Excellence

from£50 / night

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  • 1 Bedroom
  • Sleeps 2

Holiday cottage in Ventnor

 (3)Excellent

“Heather cottage” Friendly owners and a peaceful lovely setting.It was spotless when we arrived and we cooked a Sunday dinner it was so well equipped.Value for money 5 out of 5 too.

Responds fast! avg. 8 minutes

Certificate of Excellence

from£100 / night

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  • 2 Bedrooms
  • Sleeps 4

Holiday cottage letting

 (15)Excellent

Responds fast! avg. 3 hours 18 minutes

Certificate of Excellence

from£47 / night

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  • 1 Bedroom
  • Sleeps 2

Holiday lodge in Newchurch

 (19)Excellent

“Definitely a hidden treasure” What a lovely little hidden treasure, Lisa and Rob (owners) have done a great job in making Newchurch Nook a home away from home but still have that relaxing holiday feeling. Tucked away in a sleepy village but never far

Responds fast! avg. 38 minutes

Certificate of Excellence

from£250 / night

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  • 5 Bedrooms
  • Sleeps 12

Holiday manor house in Wroxall

 (18)Excellent

Responds fast! avg. 1 hour 12 minutes

Certificate of Excellence

from£30 / night

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  • 2 Bedrooms
  • Sleeps 4

Holiday caravan/mobile home rental

 (33)Excellent

“Best place” We literally fall in love with this place!!! So beautiful and comfortable! We had more than a wonderful stay. Can't wait to book again soon.

Responds fast! avg. 1 hour 32 minutes

Certificate of Excellence

from£59 / night

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  • 3 Bedrooms
  • Sleeps 7

St Helens holiday caravan/mobile home rental

 (8)Excellent

“great place to stay” excellent holiday nice quiet campsite great for dog walking & exploring all places on the isle of wight

Responds fast! avg. 1 hour 4 minutes

from£50 / night

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  • 2 Bedrooms
  • Sleeps 6

Sandown holiday chalet rental

 (1)Excellent
from£102 / night

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  • 1 Bedroom
  • Sleeps 2

Holiday chalet in Ventnor Bay

 (11)Excellent
from£36 / night

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  • 1 Bedroom
  • Sleeps 2

Shanklin holiday apartment rental

 (4)Very Good

Responds fast! avg. 1 hour 32 minutes

from£70 / night

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  • 2 Bedrooms
  • Sleeps 4

Sandown holiday apartment rental

 (24)Excellent

“Stay at Rosie's place” Our stay at Rosie's place was excellent. It was very clean and all the amenities we could have wanted. It is also close to the beach and centre of town. Would recommend this accommodation.

Responds fast! avg. 56 minutes

from£45 / night

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  • 2 Bedrooms
  • Sleeps 6

Holiday chalet in Yaverland

 (11)Excellent

“The perfect base !!” Clean, modern, welcoming, homely. Cannot praise this chalet enough. Everything you need is there. All ages catered for. Will be definitely booking again. Highly recommended ⭐️⭐️⭐️⭐️⭐️

Responds fast! avg. 9 minutes

Certificate of Excellence

from£165 / night

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  • 4 Bedrooms
  • Sleeps 8

Home rental in Ventnor with golf nearby

 (16)Excellent

“Lovely cosy comfortable property, well presented and situated with sea views!” Stayed between Christmas and New Year during a very wet spell, but the property was warm, cosy and welcoming. Large property ideal for a family or group of friends. Proper

Responds fast! avg. 3 hours 40 minutes

from£120 / night

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  • 3 Bedrooms
  • Sleeps 6

Ventnor holiday home rental

 (9)Excellent

“Fantastic holiday home” We had a brilliant time at Plum Cottage, the house was just like the pictures, very tastefully decorated and spotless clean. Location was great being in the centre of Ventnor and the owner couldn't have been more helpful. Hope

Responds fast! avg. 1 hour 52 minutes

from£10 / night

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  • 2 Bedrooms
  • Sleeps 4

Holiday chalet rental

 (5)Very Good

Responds fast! avg. 2 hours 7 minutes

from£120 / night

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  • 1 Bedroom
  • Sleeps 3

Holiday b&b in Brading

 (3)Excellent

Responds fast! avg. 3 hours 3 minutes

from£95 / night

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  • 2 Bedrooms
  • Sleeps 4

Holiday cottage in Yarmouth

 (43)Very Good

“Brilliant Stay” The Ferry crossing was uncomplicated and organised. Dogs are allowed in the lower deck and on the sun deck which has wonderful views of the Island and the Solent. When you arrive on the Island at Yarmouth you are only 3-4 mins drive

Responds fast! avg. 49 minutes

from£60 / night

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  • 3 Bedrooms
  • Sleeps 8

Holiday caravan/mobile home in Bembridge

 (3)Very Good

Responds fast! avg. 2 hours 17 minutes

from£200 / night

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  • 5 Bedrooms
  • Sleeps 10

Holiday home in Yarmouth

 (37)Excellent

“Ideal location to visit the Illlsle of Wight” This house provides very comfortable accommodation for a party of 10. It is ideal for visiting attractions on the island. It is situated in the quiet village of Newbridge and is adjacent to a campsite whic

Responds fast! avg. 1 hour 29 minutes

Certificate of Excellence

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