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

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747 Holiday homes

Seaview holiday home rental

Seaview house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £149 / night

£968 - £1,980 / week

1 / 24

Holiday bungalow in Gurnard

Gurnard bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £149 / night

£1,042 - £1,145 / week

1 / 12

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

£401 - £859 / week

1 / 16

Ventnor Bay holiday apartment accommodation

Ventnor Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Amazing apartment with spectacular sea views” The apartment was brilliant. Every little detail had been carefully thought of. The owners, Serena and Michael, are extremely helpful. The apartment has a fantastic roof terrace with views out to sea. There is also a quirky sea view from the bedroom through a port hole, which we loved. The location is just perfect. It is a few minutes walk to the sea front, shops, bars and restaurants and is only a ten minute walk along the coastal path to Steephill Cove, which is very pretty and has plenty of eating places. We only stayed for three nights but would definitely stay longer next time.

from £91 / night

£424 - £722 / week

1 / 17

Holiday home with golf nearby in Sandown

Sandown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £145 / night

£596 - £2,577 / week

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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 - £849 / week

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Ventnor holiday villa rental

Ventnor villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £155 / night

£806 - £1,448 / week

1 / 21

Caravan/mobile home rental in Shanklin with shared pool

Shanklin caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Great location” We had a great week in Linda ' caravan. Lovely dog walks and walk to seafront. Caravan had everything you could want for a week away. Would definitely stay again.

from £115 / night

£745 / week

1 / 17

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 bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £111 / night

£779 / week

1 / 10

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 chalet in Niton

Niton chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£516 / week

1 / 27

Yarmouth holiday cottage rental

Yarmouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £86 / night

£481 - £1,712 / week

1 / 15

Cottage rental in Bonchurch

Bonchurch cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£1,283 / week

1 / 20

Holiday barn rental

Niton barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £190 / night

£880 - £2,188 / week

1 / 26

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £114 / night

£682 / week

1 / 12

Yarmouth holiday villa rental

Yarmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great house/cottage & holiday!” Lovely cottage with beautiful views of the sea. It had everything we needed inside & plenty of outside space to sit & have drinks & bbq. Yarmouth Village is only 20 min walk or few mins drive, no problems parking in the village.

from £121 / night

£905 - £3,086 / week

1 / 26

Holiday home in Cowes

Cowes house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £573 / night

£4,008 / week

1 / 20

Freshwater holiday home rental

Freshwater house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £687 / night

£4,809 / week

1 / 14

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £102 / night

£682 / week

1 / 16

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £102 / night

£567 / week

1 / 14

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 £101 / night

£476 - £819 / week

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Holiday apartment in Shanklin

Shanklin apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £107 / night

£458 - £824 / week

1 / 16

Holiday penthouse with golf nearby in Cowes

Cowes penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Superb apartment” The apartment overlooks Cowe's Marina , loads of boat activity to watch, including cruise ships The large apartment is beautifully set out , everything in it you could wish for & all to a very high standard More than helpful housekeeper who keeps the apartment very clean & tidy. Secure parking within the complex We would return

from £224 / night

£1,260 - £3,693 / week

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Holiday cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £158 / night

£779 - £1,804 / week

1 / 45

Holiday home in Seaview

Seaview house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £138 / night

£962 / week

1 / 12

Cottage rental in Ventnor

Ventnor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£802 / week

1 / 35

Holiday chalet in Freshwater

Freshwater chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Summer break” Lovely welcome pack Spotlessly clean and kitted out with everything you could possibly need and more. Have had a fantastic time and will defiantly come again. Thank you Mark and Fran! Hayley,Wayne and kids

from £109 / night

£762 / week

1 / 31

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 £86 / night

£481 - £1,712 / week

1 / 21

Sandown holiday chalet rental

Sandown chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £46 / night

£321 / week

1 / 18

Freshwater holiday bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Will book again.” I cannot thank Paul, the owner, enough. The accommodation was exactly what we were after. It is clean and well kept, with everything a family could ask for. My wife and I stayed for a week with our 7 year old and 5 year old twins and had a lovely time. Upon arrival we found tea, coffee, milk and even some biscuits as well as an information pack. The cottage was immaculately clean and we could find no fault. There were towels provided in the bathroom and all required pots, pans, utensils and crockery in the kitchen. There is also a nice patio set to use and my wife and I spent a few hours every evening, just sat outside and enjoying the peace and quiet. The addition of a washing machine and iron is a great help and we returned home without a pile of dirty clothes as a result. Paul was available if needed but we had no need to contact him. I cannot recommend this location enough, everywhere on the island is within reach in good time, there is a little shop on site and there is a play park also. The beach is no more than 5 minutes walk away. Although we did not use them, there are also free bus passes provided. My wife and I will certainly be booking to stay again. Thank you.

from £144 / night

£945 / week

1 / 16

Apartment rental in Shanklin

Shanklin apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £241 / night

£1,031 - £2,272 / week

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Brighstone holiday cottage rental

Brighstone cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Exceeded our expectations” Comfortable, clean and well-equipped cottage in a lovely part of the island. The owners had thought of everything!

from £83 / night

£510 - £804 / week

1 / 19

Holiday apartment in Ryde

Ryde apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £114 / night

£682 / week

1 / 14

Sandown holiday chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£424 - £859 / week

1 / 19

Holiday chalet in Yaverland

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent Chalet, Well Located” Spent a lovely four nights in this delightful well-kept chalet. It’s excellently positioned just 10 minutes walk from the beach. Great for exploring the island, or just for walks along the beach, searching for fossils. A lovely warm reception on arrival, included a card and a little extra something. Our little boy loved the toys, we loved the comfortable and clean surroundings. We would highly recommend this chalet, both for its position on the island, and for the amenities provided. The owner was very helpful and friendly. Thank you.

from £86 / night

£436 - £745 / week

1 / 20

Holiday bungalow in Sandown

Sandown bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £173 / night

£577 - £1,278 / week

1 / 27

Holiday home in Ventnor

Ventnor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from £229 / night

£916 - £2,863 / week

1 / 21

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 £60 / night

£292 - £533 / week

1 / 38

Holiday home rental

Shanklin house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,145 / night

£7,099 - £9,389 / week

1 / 34

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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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