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

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1,451 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 cottage in Wootton

Wootton cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £229 / night

£1,025 - £1,775 / 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 £184 / night

£857 - £2,018 / 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 Cowes

Cowes apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£544 - £1,603 / week

1 / 19

Holiday home in Ryde

Ryde house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

from £802 / night

£5,611 / week

1 / 18

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 chalet in Niton

Niton chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £86 / night

£602 / week

1 / 27

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 2

from £161 / night

£1,123 / 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 £152 / night

£1,062 - £3,435 / week

1 / 31

Godshill holiday cottage accommodation

Godshill cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £321 / night

£619 - £1,947 / week

1 / 31

Holiday chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £86 / night

£493 - £745 / week

1 / 20

Holiday home rental

Bembridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

from £134 / night

£529 - £1,155 / week

1 / 20

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 £573 / night

£4,008 / week

1 / 28

Holiday cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £158 / night

£779 - £1,804 / week

1 / 55

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 £71 / night

£470 - £859 / week

1 / 16

Holiday home in St Helens

St Helens house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £347 / night

£790 - £1,732 / week

1 / 34

Brook holiday home rental

Brook house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £184 / night

£126 - £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

Holiday cottage in Yarmouth

Yarmouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent accommodation - location and local people” Good walks at rear and front of the property on this dog friendly island. Property overlooks the sea with fenced green area (for Victoria cottages residents) where rabbits and children can play. In this area dogs must be on a lead for safety and hygiene reasons. Very short walk through this green takes you to the sea where dogs can wander freely. Walk to the left and beach is okay for sandcastles but nowhere is safe for swimming. Only two of us, plus dog, but cottage would comfortably house 4 adults. Very smart, clean and quiet. Only small fenced front garden if your dog is an escape artist but the wood at back has good trails that lead to view of Needles and eventually coastal path. We love the area and cottage .... BUT don't expect to find supermarkets in good supply. However there is a Co op in Freshwater. 15 mins walk into Yarmouth good for eating and tourism but quite small.

from £98 / night

£561 - £1,712 / week

1 / 21

Sandown holiday chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £77 / night

£384 - £908 / week

1 / 21

Shanklin holiday cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £158 / night

£779 - £1,804 / week

1 / 48

Merstone holiday cottage rental

Merstone cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“The Barn, Merstone, Isle of Wight.” Wonderful cottage, everything for a family present. Great Central location and only a short drive to all the attractions. Beautiful surroundings and well priced. Would definitely recommend.

from £126 / night

£745 - £1,145 / week

1 / 15

Apartment letting in Bembridge

Bembridge apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Island Retreat” From start to finish our stay at 'The Villas' was simply 'Great'. From the hassle free booking, straight forward instructions into the property & the welcome folder where very helpful. The holiday let was very clean, fresh and modern with the bedroom overlooking a quiet street. Plenty of extra linen & towels if required. It didn't matter that we couldn't park outside the peoperty, it was only a short walk to 'The green' & was a delightful added difference to the daily trips out. We were fortunate to have good weather and brought our bikes, which we were secured in the back yard overnight. The local area is beautiful and very easy to access on foot, with some very disirable cafes, pubs & restaurant on your doorstep. Leaflets can be found in the lounge of the holiday let. We would definetly stay here again.

from £63 / night

£315 - £533 / week

1 / 38

Home rental in Norton

Norton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £189 / night

£567 - £2,114 / week

1 / 31

Holiday chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £86 / night

£516 - £745 / week

1 / 15

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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

Beach Cottage Fort Victoria
Beautiful

If you are visiting the Isle of Wight you couldn’t do much better than stop here. Just outside of the lovely village of Yarmouth with its quaint streets of shops and some great places to eat nearby. Victoria Fort cottage is well enough equipped for your stay. It has a beautiful view over the Solent to the front and a nature reserve behind. Perfect for access to the coastal path for dog walking.see more
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
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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