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

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1,244 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.

29 reviews

from £120 / night

£895 - £1,550 / week

1 / 25

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.

33 reviews

from £72 / night

£500 - £980 / week

1 / 14

Holiday home in Ventnor

Ventnor house

3 bedrooms • 3 bathrooms • sleeps 7

from £172 / night

£1,031 - £2,290 / week

1 / 49

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.

49 reviews

from £99 / night

£436 - £573 / week

1 / 29

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.

48 reviews

from £98 / night

£458 - £974 / week

1 / 18

Holiday chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

“Great long weekend break for two.” If you want to just get away to Isle of Wight, just the two of you, then look no further. Small, compact, but just the job for two. Local pub serves very good food. (Buddle Inn). Chalet has cracking communal Botanical style garden. Will we book this Chalet again? Yes.

17 reviews

from £52 / night

£321 - £493 / week

1 / 25

Ventnor holiday lodge rental

Ventnor lodge

2 bedrooms • 1 bathroom • sleeps 4

3 reviews

from £91 / night

£401 - £1,488 / week

1 / 14

Holiday home in Gurnard

Gurnard house

2 bedrooms • 2 bathrooms • sleeps 4

19 reviews

from £92 / night

£2,061 / week

1 / 27

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 reviews

from £73 / night

£338 - £911 / week

1 / 15

Holiday apartment in Ventnor

Ventnor apartment

2 bedrooms • 2 bathrooms • sleeps 5

11 reviews

from £92 / night

£642 / week

1 / 23

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.

26 reviews

from £58 / night

£315 - £643 / week

1 / 36

Holiday home with golf nearby in Seaview

Seaview house

3 bedrooms • 3 bathrooms • sleeps 7

31 reviews

from £172 / night

£1,203 - £2,285 / week

1 / 33

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

59 reviews

from £98 / night

£498 - £1,632 / week

1 / 20

Apartment rental in Totland

Totland apartment

3 bedrooms • 2 bathrooms • sleeps 6

23 reviews

from £201 / night

£1,163 - £2,285 / week

1 / 21

Holiday cottage accommodation

St Lawrence cottage

2 bedrooms • 1 bathroom • sleeps 3

5 reviews

from £178 / night

£1,243 / week

1 / 15

Holiday apartment accommodation

Ventnor Bay apartment

3 bedrooms • 2 bathrooms • sleeps 7

4 reviews

from £115 / night

£630 - £1,145 / week

1 / 25

Holiday home in Seaview

Seaview house

4 bedrooms • 3 bathrooms • sleeps 7

11 reviews

from £184 / night

£1,145 - £1,374 / week

1 / 11

Holiday chalet in Niton

Niton chalet

1 bedroom • 1 bathroom • sleeps 2

17 reviews

from £69 / night

£430 - £487 / week

1 / 24

Shorwell holiday cottage rental

Shorwell cottage

3 bedrooms • 2 bathrooms • sleeps 6

24 reviews

from £115 / night

£682 - £1,369 / week

1 / 34

Holiday cottage in Brighstone

Brighstone cottage

2 bedrooms • 1 bathroom • sleeps 4

29 reviews

from £109 / night

£567 - £1,254 / week

1 / 28

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

42 reviews

from £46 / night

£321 - £687 / week

1 / 16

Holiday bungalow in Freshwater

Freshwater bungalow

3 bedrooms • 1 bathroom • sleeps 6

23 reviews

from £86 / night

£458 - £1,203 / week

1 / 16

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.

21 reviews

from £121 / night

£773 - £916 / week

1 / 16

Bonchurch holiday apartment rental

Bonchurch apartment

2 bedrooms • 1 bathroom • sleeps 4

4 reviews

from £115 / night

£745 - £985 / week

1 / 7

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 reviews

from £49 / night

£344 - £1,031 / week

1 / 13

Holiday chalet in Ventnor

Ventnor chalet

3 bedrooms • 2 bathrooms • sleeps 6

14 reviews

from £129 / night

£679 - £1,239 / week

1 / 15

Holiday home in Sandown

Sandown house

2 bedrooms • 2 bathrooms • sleeps 4

15 reviews

from £46 / night

£287 - £479 / week

1 / 26

Holiday tree house in Whippingham

Whippingham tree house

2 bedrooms • 1 bathroom • sleeps 6

38 reviews

from £201 / night

£745 - £1,718 / week

1 / 22

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.

22 reviews

from £69 / night

£401 - £487 / week

1 / 17

Ventnor holiday villa rental

Ventnor villa

3 bedrooms • 1 bathroom • sleeps 7

3 reviews

from £144 / night

£605 - £1,056 / week

1 / 20

Holiday bungalow in Yaverland

Yaverland bungalow

3 bedrooms • 1 bathroom • sleeps 6

5 reviews

from £112 / night

£785 - £1,890 / week

1 / 19

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

20 reviews

from £115 / night

£453 - £2,285 / week

1 / 21

Holiday apartment in Wootton

Wootton apartment

3 bedrooms • 2 bathrooms • sleeps 6

18 reviews

from £172 / night

£916 - £1,317 / week

1 / 15

Merstone holiday cottage rental

Merstone cottage

3 bedrooms • 2 bathrooms • sleeps 7

12 reviews

from £115 / night

£670 - £1,014 / week

1 / 14

Holiday apartment in Brading

Brading apartment

1 bedroom • 1 bathroom • sleeps 2

25 reviews

from £98 / night

£573 / week

1 / 11

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.

21 reviews

from £68 / night

£447 - £676 / week

1 / 12

Holiday apartment in Ventnor

Ventnor apartment

2 bedrooms • 1 bathroom • sleeps 4

3 reviews

from £79 / night

£407 - £888 / week

1 / 14

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!

47 reviews

from £132 / night

£882 / week

1 / 12

Holiday home rental

Sandown house

1 bedroom • 2 bathrooms • sleeps 2

16 reviews

from £86 / night

£602 / week

1 / 19

Ventnor holiday apartment accommodation

Ventnor apartment

2 bedrooms • 2 bathrooms • sleeps 4

5 reviews

from £126 / night

£882 / 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

The Beach House
Perfect for us

The beach house has plenty of room and a lovely outlook over the water. It has a long garden which goes down to the water’s edge, though the beach itself is very stony and only revealed at low tide. The house has everything you could need and was very clean, and both it and the garden are well maintained with a homely feel which means we felt completely comfortable taking 2 dogs and a baby. Carol answered all our queries promptly. We would certainly go again.see more
Lane End Cottage
Welcomed

Was easy access to all over isle of wjght would stay again nice house for larger family as well short walk to sea plenty eating places garden big enough for kids to play … see more
Clematis Cottage, Family Friendly, 10mins Walk to Beach, 4mins to Old Village
Very well equipped cottage in very convenient location

We had a wonderful holiday in Clematis Cottage. The location is ideal, within walking distance of the old town, town centre and beach but also very quiet with easy access to walks from the doorstep. It is very well equipped with everything you would need in the kitchen. We were regularly visited by red squirrels in the garden. Very easy interaction with Peter and Mandy, including a prompt refund last year when our first booking was cancelled due to Covid.see more
Corner Cottage - Stunning Solent Views - Coastal Walks
Just right

The house and huge garden was perfect for our family,there was even enough space for the boys to play cricket.The walk to the sea takes about 5 minutes and the sea is excellent for swimming as it is sheltered and the coast path is in easy reach . … see more
The Barn, Alma Cottage, Merstone
Lovely stay

Great space for 4. Good facilities and nice and central to the island. Not far to travel to amenities in any direction. We were really well looked after. Will go again. … see more
Wight Sails, a stunning chalet in a stunning location, close to the beach!!
Holiday at Wight Waves , Sandown Holiday centre

We arrived on the 26th of May , to Wight Waves . Very clean , well equipped properly. This property is not wheelchair friendly , we knew this when booking . However people with other mobility aids such as a Zimmer frame it is fine inside . This property is in a beautiful spot with a dog friendly beach not far away. You can access all areas on the island from here , good parking on site , . We had a great stay , we would recommend this property to family and friends.see more

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