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

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1,447 Holiday homes

Holiday cottage in Wootton

Wootton cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Perfect place to relax.” Well set out on one floor, with plenty of room to chill out. We had two small dogs with us that were able to explore the garden without any worry. Although the weather wasn't very kind to us our weeks stay was most enjoyable.

28

from £120 / night

£695 - £1,495 / week

Holiday cottage accommodation

Bembridge cottage

4 bedrooms / 2 bathrooms / sleeps 8

“Lovely Cottage” We stayed here for a week over the Easter break. The cottage is in an ideal location, very comfortable and well equipped. A short walk down the lane brings you to the beach where there is the lifeboat station and café. The beach has some sandy areas but mainly rocks and pebbles, very interesting beach, lovely to walk along. The cottage has a beach hut on the front which is equipped with deck chairs etc. The cottage is also in easy walking distance of the shops and pubs. We would recommend ‘The Crab and Lobster Inn’ which is very friendly and with very good food.

28

from £72 / night

£500 - £980 / week

Holiday home in Ventnor

Ventnor house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 2 hours 56 minutes

from £172 / night

£802 - £1,140 / week

Apartment rental in Shanklin

Shanklin apartment

2 bedrooms / 1 bathroom / sleeps 4

“Seaside View Shanklin Isle of Wight” It's exactly as advertised a View of the Seaside, an EXCELLENT apartment to stay at couldn't be any closer to the beach, with nice places to eat and drink along the esplanade, facilities at the Seaside View are spot on & would have no hesitation at all going back there.

44

Responds fast! avg. 3 hours 8 minutes

Travellers’ Choice award

from £99 / night

£436 - £687 / week

Sandown holiday apartment rental

Sandown apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Great holiday” Rosie's Place did not disappoint, exceptionally well equipped, and very clean and comfortable. We were reliant on public transport, found buses easy to use, frequent, and got around to many places. Hope to return.

46

Responds fast! avg. 35 minutes

from £98 / night

£458 - £974 / week

Holiday chalet in Niton

Niton chalet

1 bedroom / 1 bathroom / sleeps 2

14

Responds fast! avg. 59 minutes

Travellers’ Choice award

from £52 / night

£321 - £493 / week

Ventnor holiday lodge rental

Ventnor lodge

2 bedrooms / 1 bathroom / sleeps 4

3

Responds fast! avg. 3 hours 4 minutes

from £91 / night

£457 - £1,488 / week

Holiday home in Gurnard

Gurnard house

2 bedrooms / 1 bathroom / sleeps 4

19

from £69 / night

£481 / week

St Lawrence, Ventnor holiday apartment let

St Lawrence, Ventnor apartment

2 bedrooms / 1 bathroom / sleeps 4

“Fantastic accommodation - great location.” Stayed in Flat 1 for a week with partner and 11 year old. Plenty of space. Nice and clean. The view from living room and main bedroom was fantastic. We spent many hours just looking at the boats sailing past! Garden is nice and pleasant to sit in or play games, or enjoy a drink after a day out exploring the Island. Great value for money compared to other accommodation we looked at. Would definitely stay here again should we visit IOW.

54

Travellers’ Choice award

from £75 / night

£453 - £902 / week

Holiday apartment in Ventnor

Ventnor apartment

2 bedrooms / 2 bathrooms / sleeps 5

11

Responds fast! avg. 3 hours 43 minutes

from £92 / night

£516 - £911 / week

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.

24

Responds fast! avg. 3 hours 39 minutes

Travellers’ Choice award

from £75 / night

£304 - £572 / week

Holiday home with golf nearby in Seaview

Seaview house

3 bedrooms / 3 bathrooms / sleeps 7

30

Responds fast! avg. 1 hour 54 minutes

from £172 / night

£1,203 - £2,434 / week

Yarmouth holiday cottage rental

Yarmouth cottage

2 bedrooms / 1 bathroom / sleeps 4

“A classic british holiday break” Myself, my wife and our 6-year old Springer Spaniel had a wonderful break here. Lovely cosy cottage, great sea location, and a short walk into Yarmouth town. We recommend this property without reservation

57

Travellers’ Choice award

from £103 / night

£476 - £1,483 / week

Apartment rental in Totland

Totland apartment

3 bedrooms / 2 bathrooms / sleeps 6

21

Responds fast! avg. 36 minutes

Travellers’ Choice award

from £149 / night

£831 - £1,820 / week

Holiday cottage accommodation

St Lawrence cottage

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 36 minutes

from £97 / night

£674 / week

Holiday apartment accommodation

Ventnor Bay apartment

3 bedrooms / 2 bathrooms / sleeps 7

4

Responds fast! avg. 2 hours 25 minutes

Travellers’ Choice award

from £115 / night

£630 - £1,145 / week

Holiday home in Seaview

Seaview house

4 bedrooms / 3 bathrooms / sleeps 7

9

Responds fast! avg. 3 hours 15 minutes

Travellers’ Choice award

from £161 / night

£859 - £1,489 / week

Holiday chalet in Niton

Niton chalet

1 bedroom / 1 bathroom / sleeps 2

17

Responds fast! avg. 9 minutes

from £58 / night

£344 - £401 / week

Shorwell holiday cottage rental

Shorwell cottage

3 bedrooms / 2 bathrooms / sleeps 6

“Brilliant” We stayed for a week and it was like a home from home, everything you could need or want. We really enjoyed our visit to the Isle of Wight and Brookside Cottage provided a lovely haven to come back to after a day exploring.

23

Responds fast! avg. 1 hour 20 minutes

Travellers’ Choice award

from £115 / night

£682 - £1,369 / week

Holiday cottage in Brighstone

Brighstone cottage

2 bedrooms / 1 bathroom / sleeps 4

26

Responds fast! avg. 1 hour 20 minutes

Travellers’ Choice award

from £109 / night

£498 - £1,140 / week

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

40

Responds fast! avg. 22 minutes

Travellers’ Choice award

from £46 / night

£321 - £676 / week

Holiday bungalow in Freshwater

Freshwater bungalow

3 bedrooms / 1 bathroom / sleeps 6

18

Responds fast! avg. 2 hours 30 minutes

Travellers’ Choice award

from £86 / night

£424 - £1,071 / week

Freshwater holiday bungalow rental

Freshwater bungalow

2 bedrooms / 1 bathroom / sleeps 5

20

Responds fast! avg. 2 hours 4 minutes

Travellers’ Choice award

from £115 / night

£745 - £1,031 / week

Bonchurch holiday apartment rental

Bonchurch apartment

2 bedrooms / 1 bathroom / sleeps 4

4

from £98 / night

£630 - £790 / week

Holiday bungalow in Freshwater

Freshwater bungalow

3 bedrooms / 1 bathroom / sleeps 5

“Great location and beautiful vuews” We had a wonderful few days on the Isle of Wight staying in this perfect bungalow - extremely clean, well equipped and perfect location with 2 young boys to entertain. The views are beautiful and with great weather we were able to enjoy the sunsets. The beach is only a short walk down and is great for kids. We had an amazing meal at The Beach Hut and would thoroughly recommend the fish and chips at the Rainbow Fish Bar in freshwater. Margaret was extremely helpful with any queries we had and always responded quickly. Thank you for a perfect holiday!

9

Responds fast! avg. 1 hour 5 minutes

Travellers’ Choice award

from £49 / night

£344 - £1,031 / week

Holiday chalet in Ventnor

Ventnor chalet

3 bedrooms / 2 bathrooms / sleeps 6

14

Responds fast! avg. 2 hours 29 minutes

from £129 / night

£679 - £1,239 / week

Holiday home in Sandown

Sandown house

2 bedrooms / 2 bathrooms / sleeps 4

15

from £43 / night

£258 - £450 / week

Holiday tree house in Whippingham

Whippingham tree house

2 bedrooms / 1 bathroom / sleeps 6

35

Responds fast! avg. 3 hours 29 minutes

Travellers’ Choice award

from £172 / night

£859 - £1,718 / week

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.

18

Responds fast! avg. 9 minutes

Travellers’ Choice award

from £58 / night

£344 - £401 / week

Cowes holiday apartment rental

Cowes apartment

3 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 2 hours 32 minutes

from £166 / night

£888 - £1,546 / week

Ventnor holiday villa rental

Ventnor villa

3 bedrooms / 1 bathroom / sleeps 7

3

Responds fast! avg. 2 hours 4 minutes

from £130 / night

£594 - £1,056 / week

Holiday bungalow in Yaverland

Yaverland bungalow

3 bedrooms / 1 bathroom / sleeps 6

5

from £131 / night

£916 - £1,890 / week

Holiday apartment in Cowes

Cowes apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Lovely apartment with fantastic views” A perfect base with all amenities in walking distance. The location is great with amazing views from the lounge and balcony. Would definitely recommend

18

from £115 / night

£453 - £1,025 / week

Holiday apartment in Wootton

Wootton apartment

3 bedrooms / 2 bathrooms / sleeps 6

17

Responds fast! avg. 3 hours 8 minutes

from £138 / night

£699 - £1,203 / week

Merstone holiday cottage rental

Merstone cottage

3 bedrooms / 2 bathrooms / sleeps 7

11

Responds fast! avg. 38 minutes

from £115 / night

£659 - £1,002 / week

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.

68

Responds fast! avg. 57 minutes

Travellers’ Choice award

from £304 / night

£4,515 / week

Holiday apartment in Brading

Brading apartment

1 bedroom / 1 bathroom / sleeps 2

24

Travellers’ Choice award

from £86 / night

£458 / week

Yaverland holiday chalet rental

Yaverland chalet

2 bedrooms / 1 bathroom / sleeps 4

“Seahorses” Seahorses is a very comfortable well equipped chalet. It's decorated to a high standard and well maintained by the owner. When we first arrived we found a welcome pack consisting of tea, milk, orange juice, biscuits and chocolates as well as a personal greetings card... a lovely touch. We thoroughly enjoyed our stay and hope to book Seahorses again next year, we highly recommend this chalet.

18

Travellers’ Choice award

from £57 / night

£377 / week

Holiday apartment in Ventnor

Ventnor apartment

2 bedrooms / 1 bathroom / sleeps 4

3

from £75 / night

£338 - £682 / week

Cottage rental in Newport

Newport cottage

3 bedrooms / 2 bathrooms / sleeps 5

“Amazing stay !” Second time we've been back to this lovely cottage and it certainly won't be our last! Delightful stay , clean and cosy and Lynn made it so easy with the Ferry!

45

Responds fast! avg. 29 minutes

Travellers’ Choice award

from £132 / night

£882 / week

Viewing 40 of 1,447
rentals in Isle of Wight

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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

Grade II listed upside down cottage | enclosed garden | close to sea and village
Wonderful cottage. Perfect location.

We had such a lovely stay. The cottage was equipped to a very high standard, rooms spacious. We arrived and my children found a large snakes and ladder game, and the fun began. The footpath to the left leading to a dragon tree and small playground, to the right, leading past cows, sheep, donkey, then horse and finally 3 alpaca and down to the beach. What more could anyone need! The only items I was glad I brought with me, was my super sharp chopping knife, smoothy maker and water filter.see more
River Cottage Yarmouth IOW
Lovely family break

The first thing you notice as you walk in is the smell, it smells gorgeous. The house is immaculately clean, Nigel was very accommodating and answered any queries. Beds were comfortable and the outside shower is to die for. The convenience to be able to walk to Yarmouth that has some fantastic restaurants and lovely little shops was great. We also ate in half t time just to enjoy the view. Would highly recommend.see more
The Cottage
Excellent break

I can only say Pam is great. property excellent and as described and in a really good location 5 mins walk from Shanklin old town. … see more
Tower House
Excellent location for larger family group

This is an excellent choice for larger groups or multigenerational family groups as we were. Our children loved the tower and there was great ground floor provision for those who have trouble with starts. The kitchen is very well equipped, ideal as we had 3 good cooks in our party and with Covid 19 were keen to cater for ourselves as much as possible. Paul was an excellent host and we felt very safe and secure at the property. As mentioned Freshwater bay is nearby and between the local shop and town co-op we had everything we needed. It was also a great base for cycle rides and my brother and I enjoyed the long ride down the coast to Blackgang and Ventnor immensely. All in all a fantastic location for a getaway in these difficult times.see more
41 Sandown Bay Holiday Centre
Perfect Location, Clean and welcoming

Very quick response, able to check in early, very clean and welcoming. Location amazing 50m from viewpoint, and a 50m walk to beach. Will definetley go back … see more
Marina View
Fantastic stay at Marina View

We had a wonderful stay. Marina View is beautiful and very well equipped and we thoroughly enjoyed our walks along the esplanade in Cowes. We’d love to return in the not too distant future! I’ve attached an early morning sunrise view through the kitchen window. … see more

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