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

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691 Holiday homes

Ventnor holiday villa rental

Ventnor villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £172 / night

£806 - £1,448 / week

1 / 21

Seaview holiday home rental

Seaview house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £161 / night

£1,025 - £2,049 / week

1 / 24

Cottage rental in Bonchurch

Bonchurch cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£1,283 / week

1 / 20

Holiday home with golf nearby in Sandown

Sandown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £145 / night

£596 - £2,577 / week

1 / 23

Holiday bungalow in Freshwater

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent place to stay.” The owner was so helpful plus the on site staff where the chalet is located. Could not fault the views just as advertised. Well equipped inside, very clean with everything you need to cook with. Hot water all the time and comfortable beds. Will be returning! Thanks Steven was an enjoyable 2 weeks almost,

from £66 / night

£458 - £859 / week

1 / 18

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £114 / night

£682 / week

1 / 12

Holiday cottage in Wootton

Wootton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £229 / night

£1,060 - £1,895 / week

1 / 30

Yarmouth holiday cottage rental

Yarmouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£561 - £1,712 / week

1 / 15

Freshwater holiday bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“lovely holiday” we had a lovely week, the bungalow was clean & had everything you needed for a enjoyable stay. The only downside ( which isn't the owners fault ) was the road leading to the site, it had so many pot holes & desperately needs resurfacing.

from £55 / night

£390 - £801 / week

1 / 34

Holiday barn rental

Niton barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £190 / night

£880 - £2,188 / week

1 / 26

Freshwater holiday home rental

Freshwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £687 / night

£4,809 / week

1 / 14

Holiday bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £111 / night

£779 / week

1 / 10

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £102 / night

£682 / week

1 / 16

Holiday apartment in Cowes

Cowes apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£544 - £1,603 / week

1 / 19

Holiday apartment in Ventnor

Ventnor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Wonderful stay” We have just returned from a wonderful stay at Top Deck in ventnor, in a fabulous Position overlooking the sea. The apartment ( which is amazing so don't be put off by approaching it from the back) has absolutely everything you would possible need including so many thoughtful extras, we spent lots of time watching passing ships and fishing boats with the telescope And binoculars provided it was great. And the view from the roof terrace is breathtaking.Serena and Michaels communication from booking through to the end of our break was brilliant and we were informed of exactly everything we needed to know, there was so much information about the apartment, reading materials, info on the island and places to visit you were sure of a great time, and of course all the little thoughtful extras fresh flowers, fresh bread , fresh fruit, milk, wine, juice, cake I could go on and on. We just can't wait to return and do that lovely walk to steephill cove and enjoy our crab pasty !! Fresh fried fish of the day off the harbour, our tapas in the Met, and fish pie in the spyglass, plus the hundreds of things the island has to offer. Thank you soooo much Serena and Michael x

from £106 / night

£521 - £819 / week

1 / 22

Holiday home in Ryde

Ryde house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £802 / night

£5,611 / week

1 / 18

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £102 / night

£567 / week

1 / 14

Holiday cottage in Yarmouth

Yarmouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£561 - £1,712 / week

1 / 19

Holiday chalet in Niton

Niton chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Perfect” Perfect little place for a long weekend getaway with everything you need. Everything was nice and clean. Owner was nice to have a chat with as we arrived a bit early. Couldn't have asked for anything more. Great stay.

from £86 / night

£602 / week

1 / 17

Holiday bungalow in Gurnard

Gurnard bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £149 / night

£1,042 / week

1 / 12

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £114 / night

£682 / week

1 / 14

Holiday chalet in Niton

Niton chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £86 / night

£602 / week

1 / 27

Cowes holiday apartment rental

Cowes apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £138 / night

£630 - £1,317 / week

1 / 14

Holiday apartment in Shanklin

Shanklin apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £107 / night

£458 - £858 / week

1 / 16

Holiday apartment with golf nearby in Ventnor

Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £121 / night

£573 - £1,088 / week

1 / 16

Holiday home in Seaview

Seaview house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £103 / night

£722 / week

1 / 12

St Lawrence holiday home rental

St Lawrence house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £367 / night

£2,565 / week

1 / 65

Holiday home in Sandown

Sandown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £387 / night

£979 - £3,435 / week

1 / 31

Godshill holiday cottage accommodation

Godshill cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £321 / night

£619 - £2,285 / week

1 / 31

Holiday chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £86 / night

£344 - £745 / week

1 / 20

Holiday home rental

Bembridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £134 / night

£529 - £1,100 / week

1 / 23

Holiday home in Brighstone

Brighstone house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

“Great holiday in a lovely property” We stayed at the Mill House as an extended family (myself, my husband, my parents, my brother and sister in law and four kids under the age of 5). It is a lovely, spacious property in quiet location but within walking distance of the local village pub and shop in Brighstone. Positive points: Great welcome pack Lovely bedrooms which were spacious with comfortable beds and quality linen. The view from the bedrooms is delightful and it was particularly good to wake up to see the cows in the field neighbouring the garden. Lots of room for the kids to play both inside and out Plenty of toys and games to keep the children entertained - the 3 year and 2 year old particularly liked the jigsaws. Lots of room to park - great if you are travelling with multiple cars as we were. Negative points: We felt that the cleaning wasn't up to the expected standard in the bathrooms (some areas were a bit grimey so we had to wipe them ourselves), the kitchen cupboard doors which were visibly greasy, especially around the handles and the snug which was quite dusty in places. Not much cupboard space for food as all but one of the cupboards were full of crockery (even with ten of us staying we couldn't get through that much crockery). There is no stool for the piano and no music so it was a bit of a pretty ornament (shame as we would have liked to have used it). A TV in the main sitting room would have been nice as there wasn't room for all 6 of the adults to sit in the Snug to watch television together. I must stress that the negatives above we're only minor irritations and that on the whole, we had a great time. I would go back to the property in future years and would be happy to recommend it to friends.

from £550 / night

£3,848 / week

1 / 28

Holiday cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £158 / night

£779 - £1,804 / week

1 / 48

Holiday chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Chalet 191” We enjoyed our 2 week stay in chalet 191 in Sandown. It has everything you need, it's comfy and clean. I would highly recommend staying there. Jayne, the owner is very helpful and mid way through our stay changed the beds and cleaned which was lovely! I will definitely be back

from £69 / night

£473 - £859 / week

1 / 16

Holiday home in St Helens

St Helens house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £329 / night

£790 - £1,649 / week

1 / 34

Brook holiday home rental

Brook house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £123 / night

£859 - £2,405 / week

1 / 22

B&b rental in Freshwater

Freshwater b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

from £125 / night

£874 / week

1 / 13

Holiday chalet in Niton

Niton chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £92 / night

£642 / week

1 / 26

Holiday cottage in Ventnor

Ventnor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £100 / night

£126 - £1,374 / week

1 / 29

Bembridge holiday bungalow rental

Bembridge bungalow

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“perfect place for family holiday” The location was amazing, the beach was 5 minute away. the house was neat and clean and spacious. the homeowner was quick in replying all of my queries. We were really impressed with the whole house layout. rooms were spacious, clean, they have few board games in the house which my 7-year-old son loved. I would highly recommend this place and for sure will book this place for my next holidays.

from £126 / night

£859 - £1,203 / week

1 / 27

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Isle of Wight holidays

The Isle of Wight is just off England's south coast and is less than two hours from London via the Isle of Wight Ferry. It's home to picturesque villages, traditional seaside towns and some of the most beautiful beaches in the UK. Its mild climate and family-friendly attractions make it the ideal choice for a UK break near the sea. So, whether you're looking for a romantic cottage in Cowes, a seaside apartment in Sandown or family-sized townhouse in Ryde, the Isle of Wight has some fantastic holiday rentals to choose from.

Fantastic days out

There's so much to see and do in the Isle of Wight, you'll want to come back year after year. For a fun-filled family day out, head to Blackgang Chine. This enchanting theme park overlooking the south coast is set in beautiful gardens. From fairytale castles to life-sized dinosaurs, a day out here is like something straight from a storybook and will inspire imaginations.

Take your little monkeys to Monkey Haven, an award-winning sanctuary for birds, reptiles and, of course, monkeys, in Newport. To see Shanklin in miniature, visit the charming Model Village in Godshill; the attention to detail is simply incredible. And if you fancy a bit (well, a lot) of stately grandeur, then how about a day out at Queen Victoria's holiday home, Osborne House?

Beside the seaside

There are some beautiful beaches on the Isle of Wight. Some highlights include the peaceful beach at St Helens, the family-friendly beach at Sandown with its pier and amusement arcades, and the unspoilt Brighstone Bay. If watersports are your thing, Ryde beach is great for swimming, sailing and windsurfing, so you can easily spend the whole day out in the waves. And if you're looking for a romantic place to take your significant other, Steephill Cove is a peaceful idyll with a fantastic seafood restaurant nearby.

Top Destination reviews

2 bedroom, self catering bungalow, within easy reach of the beach.
Home from home chalet

Well maintained chalet, has everything you need for a comfy stay, lovely and warm and cosy and comfortable, TV big hit with kids as has freeview. Wifi included even better. Shower was perfect. Comfy matttesses. Well equipped kitchen. No faults and will be booking again. Lovely area and perfect for kidssee more
TOP DECK - STUNNING SEASIDE APARTMENT
'Our Little piece of Heaven! '

As soon as I saw the photographs, I knew this was going to be a very special place! Contact with Serena was excellent from beginning to end .She was incredibly helpful and even gave us vouchers for a reduced Ferry ticket- fantastic! On arrival we were met with the most stunning views! and an incredibly generous welcome pack....including Prossecco, cake, bread, milk , butter etc. So thoughtful . We absolutely loved every second of our stay in 'Top Deck'. It is very tastefully decorated ,spotlessly clean and wonderfully equipped for all your needs. We loved looking out at the boats,and the ever changing sea, through the telescope and waking up to the view here was just idyllic. An added bonus was the amazing Roof Terrace, we were fortunate enough to watch fireworks from here, with a glass of Bubbly.Absolutely magical ! Ventnor itself is lovely, lots of quirky shops, great restaurants and Coffee shops. and the people were so friendly. We felt incredibly welcomed wherever we went. The beach and coastal walks are wonderful, and the flat is within walking distance to Steephill Cove and the Botanical Gardens. Both were beautiful, and we called Steephill Cove our little piece of heaven. It is breath-taking. Serena left us a Pass for the Gardens, which we were thankful for. Lots of fabulous local places and walks to discover nearby. A truly fantastic stay in 'Top Deck'.....It's stunning! and we will return.see more
Three Gables West Wight spacious detached house with panoramic views.
Half term stay

Great accommodation with lovely views. Perfect for a whole family stay, with a great location and lots of lovely walks in the area! Would definitely stay here again … see more
Maytime Cottage
Great stay, but a few points for some people

Firstly, the cottage us lovely, great location to relax and enjoy some great walks. Facilities are excellent and the owner is very quick to respond if you have any issues. Local eateries are very recommended. Just a few poi ts for future visitors. Please be careful when replacing the key into the outside key holder. When we arrived, we were unable to gain access to the key. Fortunately, we caught the cleaner whe gave us the side door key so problem resolved quickly. Was able to speak to Jonathan, the owner, but all was fine as inside, was the other required key for the conservatory. There is a small difference in hight between the Kitchen floor, and the enterence way. This caught my Wife and I out a few times, as we both tripped/ caught our feet. Something create a slope rather than step would be useful. If you are a bit unsteady on your feet, as we both are. Be aware of the steep and reletivly small stairs. We did struggle a bit to go up and down. However, saying all of the above, we did have a lovely time, and we inte d to visit again.see more
Ocean Deck Apartment
Exceeded expectations

The accommodation is spotless, a good size for a couple or for a family of four. The bed on a master bedroom is very comfortable. The apartment is equipped with everything you will need. The decor is beautifully done. Carline gives great value and the number of unexpected extras are a wonderful touch. The views from the balcony are fabulous of the sea and Sandown. The gardens are beautiful and you can get the sun all day long within them. It’s a great location, just minutes from the Main Street in Shanklin, which has good restaurants and pubs. Approx an half an hour stroll to the front, supermarkets are close by. Cannot say enough good things about this charming apartment in a beautiful well placed location. We have tried to book already for the end of june, no surprise it’s booked. We will be returning soon.see more
Long Hop
Perfect retreat

Many thanks for a pleasant stay. I had everything I needed. Sofa and bed comfy, kitchen well equipped, bathroom clean and modern, view from patio beautiful. … see more

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