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

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Isle of Wight

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1,579 Holiday homes

(19) Excellent 

12

Holiday apartment with golf nearby in Ryde

Ryde / Appley

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Friendly holiday home” Their holiday home department is loving clean rooms and well looked after.to the town or seaside is only under ten minutes walk.
…see more

from £62 / night

£434 / week

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from £62 / night

(22) Excellent 

29

Seaview holiday home rental

Isle of Wight / Seaview

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Great house located in private beautiful gardens whilst only a 2min walk to the sea” Lovely house with surrounding beautiful private gardens. Only a short walk to the pubs in the town centre and only a short 2min walk to the sea. Very relaxing. I woul
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from £150 / night

£1,045 - £1,495 / week

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Responds fast!
avg. 2 hours 39 minutes

from £150 / night

(22) Excellent 

36

Holiday cottage rental

Ventnor / Bonchurch

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Idyllic cottage with a wonderful view” Perfectly located in an area of outstanding natural beauty, this is really the place if you like it peaceful and quiet. The cottage is beautifully decorated, with modern comfort, although historical ambience. Jus
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from £140 / night

£750 - £1,980 / week

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Responds fast!
avg. 3 hours 34 minutes

from £140 / night

(19) Excellent 

Certificate of Excellence

25

Holiday apartment rental

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
“A fantastic family holiday at the Ivy Apartment.” A perfect apartment set in a beautiful Victorian house surrounded by mature gardens. The Ivy Apartment is well positioned to explore the Island. Welcome goodies were very much appreciated and Marion th
…see more

Certificate of Excellence

from £110 / night

£650 - £800 / week

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from £110 / night

(2) Excellent 

9

Holiday apartment in Ryde

Isle of Wight / Ryde

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £59 / night

£235 - £495 / week

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from £59 / night

(20) Excellent 

20

Holiday cottage in Bonchurch

Ventnor / Bonchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent facilities, in a unique setting” The facilities were excellent and the accommodation very close to the sea. There were two very good restaurants close by which had been recommended by the owner.
…see more

from £110 / night

£660 - £790 / week

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Responds fast!
avg. 3 hours 34 minutes

from £110 / night

(14) Excellent 

13

Cottage rental in Bonchurch

Ventnor / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Pet friendly

from £130 / night

£950 - £980 / week

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Responds fast!
avg. 30 minutes

from £130 / night

(4) Excellent 

Certificate of Excellence

11

Holiday home in Seaview

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £140 / night

£1,000 - £1,700 / week

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from £140 / night

(33) Excellent 

Certificate of Excellence

25

Gurnard holiday home rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect house, perfect location!” We spent a week in this gorgeous house celebrating Mum's 80th. We loved everything! From the fresh flowers, home made cake & scones, clotted cream, lemon curd, sausages we found waiting for us to the amazing water v
…see more

Certificate of Excellence

from £200 / night

£1,000 - £1,750 / week

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from £200 / night

(12) Excellent 

19

Cowes holiday bungalow rental

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect location Beautiful well equipped Bungalow” Arrived in late January for a long weekend we were exceptionally lucky with the weather.The views are stunning.The bungalow was warm cosy and spacious just like home from home so many different places
…see more

from £110 / night

£550 - £1,471 / week

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from £110 / night

(17) Excellent 

29

Barn rental in Bonchurch

Ventnor / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Outstanding” Srawberries turned out to be an excellent choice. We have visited the island many times, and this accommodation was spot-on. Lucy was very welcoming, and could not have done more to make our stay enjoyable - five stars.
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from £130 / night

£690 - £1,190 / week

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Responds fast!
avg. 3 hours 34 minutes

from £130 / night

(3) Excellent 

15

Holiday bungalow in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £30 / night

£390 - £680 / week

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Responds fast!
avg. 2 hours 42 minutes

from £30 / night

(9) Excellent 

30

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Fantastic holiday home” We had a brilliant time at Plum Cottage, the house was just like the pictures, very tastefully decorated and spotless clean. Location was great being in the centre of Ventnor and the owner couldn't have been more helpful. Hope
…see more

from £120 / night

£595 - £1,095 / week

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Responds fast!
avg. 3 hours 34 minutes

from £120 / night

(7) Excellent 

12

Holiday home in Ventnor

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask owner if suitable for children
  • Private garden
“The Overlook” We were very pleased with everything in the house, the view is spectacular from both balconies and from the main windows, lots of parking space , we loved the built in coffee machine. We couldn't get theTV to work but it didn't matter wh
…see more

from £111 / night

£775 - £1,399 / week

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from £111 / night

(7) Excellent 

15

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.05 km

from £36 / night

£207 - £453 / week

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Responds fast!
avg. 1 hour 31 minutes

from £36 / night

(20) Excellent 

Certificate of Excellence

30

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Great holiday cottage” The Dairy was very well presented, extremely clean and very comfortable for our family with two young children. It is very well equipped with everything you need for a self catering holiday. We especially loved the hot tub, e
…see more

Certificate of Excellence

from £115 / night

£500 - £850 / week

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Responds fast!
avg. 1 hour 31 minutes

from £115 / night

12

Rookley holiday caravan/mobile home rental

Isle of Wight / Rookley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

from £80 / night

£550 - £670 / week

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Responds fast!
avg. 1 hour 53 minutes

from £80 / night

(9) Excellent 

23

Yarmouth holiday home rental

Yarmouth / Fort Victoria

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excellent and very helpful familyowners!” Had a great stay. Very nice accomodation and helpful owners - which makes all the difference. Good housekeeping standard and lots of great small touches. Highly recommend.
…see more

from £150 / night

£800 - £1,949 / week

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Responds fast!
avg. 1 hour 36 minutes

from £150 / night

(30) Excellent 

14

Apartment rental in Shanklin

Shanklin / Old Village

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
“Highly recommend” A lovely apartment in a picturesque location. The owners have gone to great lengths to make this a memorable vacation experience.
…see more

from £85 / night

£400 - £800 / week

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from £85 / night

(7) Excellent 

14

Merstone holiday cottage rental

Isle of Wight / Merstone

3 7 4 nights min

  • 3 bedrooms
  • Sleeps 7
  • 4 nights min
  • Child friendly
“Lovely getaway accomadation” The Barn, Alma Cottage in Merstone was wonderful place to stay, set in a rural location with countryside views, and only a short drive away to the shops and beach. It is a very central location so for day trips out, everyt
…see more

from £120 / night

£750 / week

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Responds fast!
avg. 2 hours 49 minutes

from £120 / night

(19) Excellent 

10

Holiday cottage accommodation

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely cottage in a wonderful location” I cannot recommend this beautiful cottage enough. Booking was so simple with Peter always just an email away if I had any questions. The cottage had so much room and such a beautiful garden to enjoy the sunshine
…see more

from £72 / night

£500 - £900 / week

Enquire View

from £72 / night

(23) Excellent 

Certificate of Excellence

32

Holiday cottage in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely property” Had a great week at kipper cottage, cant wait to get back next year. Boat house was a real treat. House was clean and tidy. Lovely quite spot
…see more

Certificate of Excellence

from £110 / night

£600 - £1,395 / week

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from £110 / night

(6) Excellent 

19

Holiday home in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £175 / night

£1,225 / week

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Responds fast!
avg. 3 hours 33 minutes

from £175 / night

(54) Excellent 

Certificate of Excellence

23

Holiday log cabin with indoor pool in Ryde

Isle of Wight / Ryde

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Fantastic place for a family holiday” Had a lovely week in the cabin, we all enjoyed the pool especially my two boys. Beautiful and relaxing setting. Gill and Dave very friendly and made us feel very welcome. Hope to return soon.
…see more

Certificate of Excellence

from £96 / night

£674 - £1,400 / week

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Responds fast!
avg. 1 hour 19 minutes

from £96 / night

(1) Excellent 

26

Holiday cottage accommodation

Ventnor / St Lawrence

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £72 / night

£504 / week

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Responds fast!
avg. 14 minutes

from £72 / night

(6) Excellent 

29

Home letting in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly

from £180 / night

£773 - £2,040 / week

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Responds fast!
avg. 35 minutes

from £180 / night

14

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £150 / night

£665 - £1,050 / week

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from £150 / night

(18) Excellent 

Certificate of Excellence

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Everything you could want from a holiday cottage, perfect for adults and children” We all had such a wonderful week. The Lobster Pot was everything we had hoped for and more. It is well equipped for children and our boys loved playing with all the toy
…see more

Certificate of Excellence

from £105 / night

£695 - £999 / week

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from £105 / night

(29) Very Good 

Certificate of Excellence

24

Home rental in Ventnor Bay with golf nearby

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Perfect home from home” The cottage was lovely, everything it said it would be in the information. Well equipped and comfortable with amazing views over the town and sea. Cathy the owner, was lovely as well, answering all my queries quickly and effici
…see more

Certificate of Excellence

from £85 / night

£395 - £685 / week

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Responds fast!
avg. 1 hour 46 minutes

from £85 / night

(21) Excellent 

Certificate of Excellence

22

Holiday lodge in Newchurch

Sandown / Newchurch

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly
  • Private garden
“Relaxing Holiday” We arrived at The Nook to a lovely warm welcome from the owner Lisa, who showed is around our accommodation, everywhere was spotless with lots of little extras, we also had on arrival a beautiful bowl of fruit, bread, butter and milk
…see more

Certificate of Excellence

from £60 / night

£420 / week

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Responds fast!
avg. 39 minutes

from £60 / night

(26) Excellent 

Certificate of Excellence

20

Holiday bungalow in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Great Location” Location was perfect , from initial proximity to the ferry a few minutes around the corner, to the view from the the balcony ( where we spent most of the time in the property!) particularly when the tide is in, and a very short drive t
…see more

Certificate of Excellence

from £95 / night

£495 - £995 / week

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Responds fast!
avg. 2 hours 40 minutes

from £95 / night

(28) Excellent 

Certificate of Excellence

42

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
“Luxury Break” This apartment was spacious and exceptionally well appointed with a great view of Sandown and Shanklin from the personal decking area. Being right on the Coastal Pathway it was easy to set off for some great walks in either direction. Th
…see more

Certificate of Excellence

from £65 / night

£410 - £630 / week

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Responds fast!
avg. 38 minutes

from £65 / night

(4) Very Good 

12

Holiday apartment in Bembridge

Bembridge / Bembridge Harbour

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£295 - £535 / week

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from £100 / night

(30) Excellent 

24

Ryde holiday apartment rental

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
“This is a beautiful flat.” We were astonished when we walked in. Spotlessly clean and beautifully equipped. Huge smart TV in lounge and both bedrooms have TVs. Very high spec kitchen with all equipment you could need including a dish washer. Loads of
…see more

from £57 / night

£395 - £695 / week

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Responds fast!
avg. 1 hour 18 minutes

from £57 / night

(1) Excellent 

19

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Private garden

from £47 / night

£325 - £725 / week

Enquire View

from £47 / night

8

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

from £39 / night

£175 - £395 / week

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from £39 / night

(9) Excellent 

12

Sandown holiday apartment rental

Isle of Wight / Sandown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Spectacular Views” You can understand why the apartments called The View, because the views are amazing, watching the sun come up and down, watching the moon rising. The storm across the bay was fascinating you didn't know where the lightening was com
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from £70 / night

£450 - £1,300 / week

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from £70 / night

(6) Excellent 

17

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.2 km
  • Child friendly
  • Car not necessary

from £95 / night

£395 - £1,245 / week

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Responds fast!
avg. 1 hour 5 minutes

from £95 / night

(36) Excellent 

40

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Beautiful home in peaceful setting” Breakers Sound is a stunning house in lovely gardens with sea views. It contained everything we needed for a relaxing week. The location is very peaceful without being isolated, and lovely walks straight from the ho
…see more

from £150 / night

£525 - £1,295 / week

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from £150 / night

(22) Excellent 

Certificate of Excellence

23

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“stay at summerhouseBEAUTIFU” although late in the season it was peaceful and relaxing with magnificent views the summerhouse itself was the best accom0dation we have ever visited spotlessly clean and fully equipped would recommend to anyone
…see more

Certificate of Excellence

from £36 / night

£250 - £450 / week

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Responds fast!
avg. 2 hours 3 minutes

from £36 / night

Why Isle of Wight?

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 Old Dairy located in Whitwell, Isle Of Wight
Spotlessly clean - child friendly

We just stayed here for a short break. It was spotlessly clean & well furnished. Our boys loved the separate lounge with football table & Wii. We would definitely stay there again & recommend it to others. … see more
Buntshill Buzzard Barn
Brilliant

Loved the barn, more than enough room and well catered for. Very pleasant area although rain stopped a little of our walks . … see more
Little Orchard
Family friendly house

Terrific house. Loads of space for our family of 14, which included 6 children, who loved the huge garden. Never at any moment did anyone feel on top of each other. Kitchen was great with 2 cookers (one of which is an Aga) and all the amenities you can think of. Loads of bathrooms. Beach down the pathway provided lots of walks and fun for the children. And, a new BBQ was set up for us to enjoy a fantastic family BBQ, sitting outside in the first of the summer sunshine.see more
Camellia Cottage. 4* Gold Award superior accommodation set in beautiful gardens
We couldn't have asked for any more from Camellia Cottage

Until you actually step inside a place, you can't be sure it will match up to the reviews and comments you have read about it ... in Camellia Cottage our expectations were met and so much more. It is spacious, yet cosy ... close to the village amenities, yet private and tranquil ... and so well equipped that I defy anyone to come up with an item they need but can't find. All the practical arrangements ran like clockwork, and John and Louise responded very quickly to questions and requests. The goodies which welcomed us were unexpected and made us feel special. The place was spotless, and beautifully kept, with lovely bedding and towels. We saw badgers every evening, and a fox and red squirrels, and lots of different birds ... overall we had a truly great weekend and all said we would love to return.see more
1 Barton Lodge
Perfect Stay

We had a wonderful time at Barton Lodge. The cottage is perfectly situated for easy access to anywhere you might want to visit on the island. It was clean, tidy and well equipped with everything a family or small group would need. Having stayed in many properties throughout the uk, this really stood out as a lovely, well cared for property. By the end we had enjoyed ourselves so much that we wished we could have stayed longer. Would definitely book again. A big thank you to Amber as well who was the perfect host!see more
Breakers Sound
Really is as good as it looks!

Absolutely gorgeous thatched cottage in a lovely part of the Isle of Wight (St Lawrence). Would thoroughly recommend...and if it ever came up for sale would love to buy it and keep it all to ourselves! … see more