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Isle of Wight

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  • Freshwater (4)
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To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

Filters applied: Chalet (62)

32 of 62 Results

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from £84 / night

£585 - £1185 / week

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(2) Excellent 5/5 

1 / 20

Isle of Wight holiday chalet rental

Isle of Wight / Bemridge Harbour

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • No pets allowed

Excellent 5/5 

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from £84 / night

£585 - £1185 / week

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The Retreat is a waterside new build timber framed property, offering a double bedroom with en-suite wet room and twin bedded room with adjacent bath/shower. All linen and towels are provided free of charge. The Retreat is located in St Helens village, Isle of Wight.  …see more

from £50 / night

£350 - £723 / week

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(2) Very Good 4.5/5 

1 / 23

Holiday chalet in Yarmouth

Isle of Wight / Yarmouth

Chalet / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Very Good 4.5/5 

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from £50 / night

£350 - £723 / week

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Westfield Farm comprises a spacious chalet bungalow with panoramic views over its 5 acres of fields. Extensive gardens, and outbuildings include stables, goatshed and pole barn. Situated in an Area of Outstanding Natural Beauty.  …see more

from £21 / night

£145 - £530 / week

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(1) Very Good 4/5 

1 / 18

Chalet rental in Isle of Wight

Isle of Wight / Bonchurch

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed

Very Good 4/5 

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from £21 / night

£145 - £530 / week

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Our Sea View holiday chalet is set in an elevated and peaceful location on the south coast of the Isle of Wight. Ideal for couples and families wanting a relaxing and peaceful holiday. The chalet offers spectacular sea views from the lounge and private patio.  …see more

Featured properties

from £42 / night

£290 - £550 / week

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1 / 15

Chalet letting in Isle of Wight with shared pool

Cowes / Gurnard Pines

Chalet / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

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from £42 / night

£290 - £550 / week

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Immaculate and well appointed 2 bedroom chalet. Ideally located for Cowes and within easy reach of all Isle of Wight attractions. Gurnard Holiday village contains leisure activities including indoor and outdoor swimming pools,gym,children activities,bar and restaurant The Isle of Wight has numerous beaches including Shanklin, Sandown and Ventnor  …see more

from £33 / night

£225 - £395 / week

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1 / 38

Holiday chalet rental

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

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Not on the map

from £33 / night

£225 - £395 / week

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Standing in countryside, the site has spectacular vistas over Sandown Bay, the English Channel and Culver Down, a National Trust area of outstanding natural beauty.The main town of Sandown with traditional seaside attractions including crazy golf, children's play area  …see more

from £50 / night

£350 - £500 / week

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(7) Very Good 4.5/5 

1 / 11

Chalet rental in Isle of Wight

Isle of Wight / Gurnard

Chalet / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Very Good 4.5/5 

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from £50 / night

£350 - £500 / week

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Delightfully charming tiniest chalet, right on the seafront in one of the most unique and characterful little corners of the Island. Refurbished for holiday lets, the chalet is ideally suited for a single person or a couple, but can accommodate a third person.  …see more

from £36 / night

£250 - £400 / week

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(2) Excellent 5/5 

1 / 58

Holiday chalet in Isle of Wight

Isle of Wight / Freshwater

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed

Excellent 5/5 

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from £36 / night

£250 - £400 / week

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Spacious, self catering, semi detached holiday chalet in Brambles Chine, Isle Of Wight. Accommodating up to 4 people. Recently fully refurbished. Modern and Fully Furnished. Only 150 meters from the beach. Great value for money. Families, couples or friends all welcome.  …see more

from £39 / night

£270 - £655 / week

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(1) Very Good 4/5 

1 / 24

Holiday chalet rental

Isle of Wight / Seaview

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4/5 

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from £39 / night

£270 - £655 / week

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For seaside holidays at their best! Weekend Nights are Friday, Saturday and Sunday. Weekday Nights are Monday, Tuesday, Wednesday and Thursday  …see more

from £43 / night

£300 - £475 / week

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(5) Excellent 5/5 

1 / 13

Holiday chalet in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £43 / night

£300 - £475 / week

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Completely renovated chalet with newly fitted kitchen and bathroom 32" flat screen television with rotating arm to enable you to watch TV outside chalet Beautifully decorated giving a modern home from home styling Sofa bed to cater for six people but not all adults.  …see more

from £37 / night

£255 - £475 / week

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(15) Very Good 4.5/5 

1 / 15

Chalet rental in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £37 / night

£255 - £475 / week

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Renovated to a high standard. 2 Bedroom chalet on a quiet site overlooking Sandown Bay. Ideal for walking and family holidays. Stunning Views up to Culver Cliff. 5 minute walk to the beach via the coastal path. Close to numerous attractions and amusements.  …see more

from £43 / night

£300 - £445 / week

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(2) Excellent 5/5 

1 / 7

Holiday chalet in Isle of Wight

Bembridge / Bembridge Village

Chalet / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £43 / night

£300 - £445 / week

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Hideaway retreat is located in the quiet boating village of Bembridge. The chalet is situated within a short walk of the local beach and pubs, shops and restaurants. Hideaway retreat is a lovely chalet with its own driveway, sleeping up to 4 people.  …see more

from £28 / night

£190 - £495 / week

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(1) Excellent 5/5 

1 / 13

Holiday chalet rental

Isle of Wight / Freshwater

Chalet / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £28 / night

£190 - £495 / week

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Beautiful sunsets can be enjoyed from the lounge window and the patio area. The beach is just a 3 minute walk. One of the most tranquil areas of the Isle of Wight, Colwell Bay beach is a family seaside beach that is not over crowded.  …see more

from £35 / night

£245 - £465 / week

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(3) Very Good 4.5/5 

1 / 20

Gurnard holiday chalet rental

Isle of Wight / Gurnard

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

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from £35 / night

£245 - £465 / week

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A 2 bedroom privately owned holiday chalet at Gurnard, near Cowes, it's in a sunny spot overlooking a green. The chalet is an ideal base to explore the island & its attractions, relax on the nearby beaches, or unwinding at the holiday village pool & leisure complex.  …see more

from £35 / night

£245 - £475 / week

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(1) Very Good 4/5 

1 / 15

Chalet rental in Yaverland

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4/5 

Add to shortlist

from £35 / night

£245 - £475 / week

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The Chalet have been newly renovated to a high standard creating a relaxing location away from the hustle and bustle of everyday life.  …see more

from £35 / night

£245 - £475 / week

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(2) Very Good 4/5 

1 / 16

Chalet rental in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Very Good 4/5 

Add to shortlist

from £35 / night

£245 - £475 / week

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The Chalet have been newly renovated to a high standard creating a relaxing location away from the hustle and bustle of everyday life.  …see more

from £16 / night

£110 - £430 / week

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(2) Very Good 4.5/5 

1 / 21

Chalet rental in Isle of Wight with golf nearby

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed

Very Good 4.5/5 

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Not on the map

from £16 / night

£110 - £430 / week

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Quiet location only 10 minutes from the beach. All Sandown attractions including Isle of Wight Zoo, Brown's Golf, Dinosaur Isle, park with children's playground and high street close by. Parking outside the Chalet, outstanding views and plenty to do in Sandown  …see more

from £29 / night

£200 - £300 / week

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(4) Excellent 5/5 

1 / 17

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

Chalet / 1 Bedroom / sleeps 2

  • Nearest beach 5 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed

Excellent 5/5 

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from £29 / night

£200 - £300 / week

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Cosy one bed chalet. Beautiful peaceful village location. Superb for walkers and cyclist alike. Bedding and towels provided.  …see more

from £36 / night

£250 - £475 / week

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(5) Excellent 5/5 

1 / 11

Holiday chalet with golf nearby in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £36 / night

£250 - £475 / week

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•Beach / lakeside relaxation •Suitable for children of all ages •Car advised •No pets allowed  …see more

from £40 / night

£275 - £425 / week

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(21) Excellent 5/5 

1 / 26

Holiday chalet in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £40 / night

£275 - £425 / week

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Clean modern interior with all your creature comforts making chalet 52 a real home from home stay. Take in the views of the Culver downs and solent right on your doorstep while you dine Al fresco on the outside dining area. Direct access to the beach from Chalet 52 Dogs allowed  …see more

from £32 / night

£220 - £450 / week

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(11) Very Good 4.5/5 

1 / 20

Isle of Wight holiday chalet rental

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

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from £32 / night

£220 - £450 / week

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Welcome to Seaspray Chalet at Sandown Bay Holiday Centre. Situated alongside the coast and Culver Down, an area of outstanding natural beauty. Within minutes walk of a lovely sandy beach and close to the seaside town of Sandown. Prices included Electric and bed linen. Seaspray Chalet is set in a peaceful location ideal for families and people wanting to relax .  …see more

from £48 / night

£334 - £468 / week

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(4) Excellent 5/5 

1 / 18

Holiday chalet in Isle of Wight

Ventnor / Ventnor Bay

Chalet / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Not suitable for children
  • Pets welcome

Excellent 5/5 

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from £48 / night

£334 - £468 / week

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Dog friendly, in a wonderful romantic setting just by the sea, suitable for young and older couples or individuals needing a short break or week or two. Amenities in walking distance with beach/pubs/restaurants about 10 minutes away. Ferry packages offered. Why stay in a hotel when you can stay in this very affordable cabin with all its facilities.  …see more

from £30 / night

£210 - £300 / week

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(4) Excellent 5/5 

1 / 23

Holiday chalet in Isle of Wight

Isle of Wight / Ventnor

Chalet / 1 Bedroom / sleeps 2

  • Nearest beach 4 km
  • Not suitable for children
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £30 / night

£210 - £300 / week

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Great Escape offers cosy, modern, secure, peaceful accommodation in a beautiful setting. There is so much to see and do on the Island all within easy reach. Tesco Clubcard points can be used towards your Wightlink Ferry - making the it ONE THIRD of the usual cost  …see more

from £24 / night

£165 - £500 / week

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(16) Excellent 5/5 

1 / 16

Holiday chalet rental

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £24 / night

£165 - £500 / week

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Modern, well equipped two bedroom chalet with stunning sea views, and the beach just a five minute stroll away. Situated on the edge of national trust land this is the ideal base for your holiday on the Isle of Wight.  …see more

from £32 / night

£220 - £450 / week

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(21) Very Good 4.5/5 

1 / 17

Holiday chalet in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

Add to shortlist

from £32 / night

£220 - £450 / week

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Sandown Bay Holiday Centre is situated alongside the coast and Culver Down, an area of outstanding natural beauty. Within minutes walk of a lovely sandy beach and close to the seaside town of Sandown. Seabreeze Chalet has been awarded three star Visit England award. Seabreeze Chalet is set in a peacful location ideal for families and people wanting to relax .  …see more

from £35 / night

£245 - £950 / week

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(1) Excellent 5/5 

1 / 19

Chalet rental in Isle of Wight

Sandown / Yaverland

Chalet / 4 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £35 / night

£245 - £950 / week

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Ideal for larger familys/friends as situated next door to each other. These are two chalets next to each other and each chalet sleeps 6  …see more

from £65 / night

£450 - £900 / week

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(2) Very Good 4.5/5 

1 / 22

Holiday chalet in Isle of Wight

Isle of Wight / Wootton Bridge

Chalet / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £65 / night

£450 - £900 / week

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A unique self catering holiday in an old train ! Great for exploring the Island or just relaxing around the house watching the wildlife and the tide. Comfortable all year round and close to amenities. Off peak short lets available, please contact for more details! The property is situated entirely on ground floor, however there are steps within and outside the property  …see more

from £33 / night

£225 - £485 / week

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(5) Very Good 4/5 

1 / 20

Holiday chalet in Isle of Wight

Isle of Wight / Gurnard

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised

Very Good 4/5 

Add to shortlist

from £33 / night

£225 - £485 / week

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Peaceful and relaxing woodland location, an ideal base for people wishing to explore this wonderful island. Please can you leave a contact phone number when making a booking enquirey as we have experienced problems trying to reply by e-mail through holiday lettings.  …see more

from £57 / night

£395 - £795 / week

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1 / 8

Isle of Wight holiday chalet rental

Isle of Wight / Wootton Bridge

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £57 / night

£395 - £795 / week

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Situated just off England's South coast and less than 2 hours from London via the Isle of Wight Ferry, the UK's Holiday Island and Dinosaur Capital of Great Britain, the Isle of Wight is the perfect destination at any time of year. Attractions and places to visit are i  …see more

from £36 / night

£249 - £479 / week

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1 / 10

Holiday chalet with shared pool in Isle of Wight

Isle of Wight / Gurnard

Chalet / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

from £36 / night

£249 - £479 / week

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Affordable holiday accommodation. Comfortable and fully equipped with its own patio and parking outside, our chalet is the ideal base from which to explore the natural beauty and variety of attractions the Isle of Wight has to offer.  …see more

from £43 / night

£300 - £550 / week

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1 / 7

Yaverland holiday chalet rental

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome

Add to shortlist

Not on the map

from £43 / night

£300 - £550 / week

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6 berth chalet above golden Sandown Beach (Sunniest place in the UK) Close to Zoo, Dinosaur Museum and Sandown Pier. We welcome families (and their dogs) to stay on this quiet site close to the beach and miles of countryside. Welcome basket and bed linen provided. We've 2 chalets on site so can accommodate groups up to 12 people. However no all male/female groups please.  …see more

from £62 / night

£433 / week

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1 / 7

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

Chalet / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £62 / night

£433 / week

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IDEAL SELF CATERING ACCOMMODATION ON THE ISLE OF WIGHT FOR FAMILIES OR COUPLES THAT WANT A BREAK FROM IT ALL. IDEAL FOR DOGS; GREEN BANK JUST BY THE CABIN + BONCHURCH BEACH DOG FRIENDLY ALL YEAR. WONDERFULLY POSITIONED BY THE ESPLANADE. IDEAL HOLIDAY CABIN WHETHER ITS A SHORT BREAK OR A WEEK OR MORE. SURE YOU WILL LOVE THIS LOCATION.  …see more

from £36 / night

£250 - £530 / week

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1 / 4

Yaverland holiday chalet rental

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Add to shortlist

Not on the map

from £36 / night

£250 - £530 / week

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These self catering chalets are the ideal location for a peaceful holiday, either as a short break during Spring or Autumn, or for that special Summer family holiday. They are the ideal base for a beach, activity, or walking holiday especially with your dog. Sandown town centre is a 15 minute walk along the promenade - local shops, public houses, bars, restaurants  …see more
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