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Isle of Wight Holiday Cottages

A holiday to this magnificent island is not to be missed and our fantastic Isle of Wight holiday cottages are available to cater to any budget and taste. On the Isle of Wight, sun, sea, and sand are certain wherever you go during summer, and even if you are staying in the middle of the island you'll never be far away from the nearest waterfront. The Isle of Wight is located just off the South Coast of England and is an excellent retreat if you want to get away from it all. Though the island may only be 3 miles from the English coastline, it offers visitors a unique cottage holiday from those taken on the mainland. Famous for its beauty and home to award winning shorelines and striking white cliffs, the island really does have something for everyone. Web Cottages have a great range of Isle of Wight holiday cottages for you to choose from. Why not visit this diverse and exciting island on your next holiday?

 

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59 Cottages in Isle Of Wight

tickLocation: ISLE OF WIGHT x

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REF: 12554
From
£348

102 Gills Cliff - Room@theTop

  • Bedrooms: 1    Sleeps: 2
  • Location: England / Isle of Wight / Ventnor
  • Changeover day: Friday
  • Rated:
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REF: 12554
Location: England / Isle of Wight / Ventnor
  • Bedrooms: 1
  • Sleeps: 2
  • Changeover day: Friday
  • Rated:
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From
£348
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REF: 16148
From
£328

Woodpecker Cottage

  • Bedrooms: 1    Sleeps: 2
  • Location: England / Isle of Wight / Sandown
  • Changeover day: Friday
  • Rated:
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REF: 16148
Location: England / Isle of Wight / Sandown
  • Bedrooms: 1
  • Sleeps: 2
  • Changeover day: Friday
  • Rated:
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From
£328
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REF: 19964
From
£600

1 Church House

  • Bedrooms: 4    Sleeps: 7
  • Location: England / Isle of Wight / Freshwater
  • Changeover day: Friday
  • Rated:
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REF: 19964
Location: England / Isle of Wight / Freshwater
  • Bedrooms: 4
  • Sleeps: 7
  • Changeover day: Friday
  • Rated:
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From
£600
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REF: 7483
From
£822

Chartfield

  • Bedrooms: 5    Sleeps: 9
  • Location: England / Isle of Wight / Yarmouth
  • Changeover day: Friday
  • Rated:
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REF: 7483
Location: England / Isle of Wight / Yarmouth
  • Bedrooms: 5
  • Sleeps: 9
  • Changeover day: Friday
  • Rated:
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From
£822
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REF: 7694
From
£2298

Rush House

  • Bedrooms: 8    Sleeps: 20
  • Location: England / Isle of Wight / Shanklin
  • Changeover day: Friday
  • Rated:
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  • Pets: Pets Welcome
REF: 7694
Location: England / Isle of Wight / Shanklin
  • Bedrooms: 8
  • Sleeps: 20
  • Changeover day: Friday
  • Rated:
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From
£2298
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REF: 20987
From
£772

St Davids

  • Bedrooms: 5    Sleeps: 10
  • Location: England / Isle of Wight / Yarmouth
  • Changeover day: Friday
  • Rated:
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REF: 20987
Location: England / Isle of Wight / Yarmouth
  • Bedrooms: 5
  • Sleeps: 10
  • Changeover day: Friday
  • Rated:
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From
£772
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REF: 20761
From
£319

Primrose Cottage

  • Bedrooms: 2    Sleeps: 3
  • Location: England / Isle of Wight / Niton
  • Changeover day: Saturday
  • Rated:
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REF: 20761
Location: England / Isle of Wight / Niton
  • Bedrooms: 2
  • Sleeps: 3
  • Changeover day: Saturday
  • Rated:
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From
£319
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REF: 9123
From
£325

Kitty's Loft

  • Bedrooms: 2    Sleeps: 4
  • Location: England / Isle of Wight / Godshill
  • Changeover day: Saturday
  • Rated:
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REF: 9123
Location: England / Isle of Wight / Godshill
  • Bedrooms: 2
  • Sleeps: 4
  • Changeover day: Saturday
  • Rated:
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From
£325
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REF: 11998
From
£307

3 Old Post Office Mews

  • Bedrooms: 2    Sleeps: 5
  • Location: England / Isle of Wight / Brading
  • Changeover day: Saturday
  • Rated:
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REF: 11998
Location: England / Isle of Wight / Brading
  • Bedrooms: 2
  • Sleeps: 5
  • Changeover day: Saturday
  • Rated:
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From
£307
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REF: 20662
From
£303

Manor Coach House

  • Bedrooms: 2    Sleeps: 3
  • Location: England / Isle of Wight / Ventnor
  • Changeover day: Friday
  • Rated:
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REF: 20662
Location: England / Isle of Wight / Ventnor
  • Bedrooms: 2
  • Sleeps: 3
  • Changeover day: Friday
  • Rated:
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From
£303
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REF: 5560
From
£319

102 Gills Cliff - The Deck Studio

  • Bedrooms: 1    Sleeps: 2
  • Location: England / Isle of Wight / Ventnor
  • Changeover day: Friday
  • Rated:
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REF: 5560
Location: England / Isle of Wight / Ventnor
  • Bedrooms: 1
  • Sleeps: 2
  • Changeover day: Friday
  • Rated:
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From
£319
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REF: 1571
From
£301

The Springs

  • Bedrooms: 1    Sleeps: 2
  • Location: England / Isle of Wight / Brading
  • Changeover day: Saturday
  • Rated:
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REF: 1571
Location: England / Isle of Wight / Brading
  • Bedrooms: 1
  • Sleeps: 2
  • Changeover day: Saturday
  • Rated:
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From
£301
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REF: 4001
From
£312

1 The Stables

  • Bedrooms: 2    Sleeps: 4
  • Location: England / Isle of Wight / Ryde
  • Changeover day: Friday
  • Rated:
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REF: 4001
Location: England / Isle of Wight / Ryde
  • Bedrooms: 2
  • Sleeps: 4
  • Changeover day: Friday
  • Rated:
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From
£312
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REF: 5415
From
£502

Hill Farm Cottage

  • Bedrooms: 4    Sleeps: 7
  • Location: England / Isle of Wight / Yarmouth
  • Changeover day: Saturday
  • Rated:
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  • Pets: Pets Welcome
REF: 5415
Location: England / Isle of Wight / Yarmouth
  • Bedrooms: 4
  • Sleeps: 7
  • Changeover day: Saturday
  • Rated:
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From
£502
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REF: 2200
From
£260

Starboard

  • Bedrooms: 1    Sleeps: 2
  • Location: England / Isle of Wight / Yarmouth
  • Changeover day: Saturday
  • Rated:
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  • Pets: Pets Welcome
REF: 2200
Location: England / Isle of Wight / Yarmouth
  • Bedrooms: 1
  • Sleeps: 2
  • Changeover day: Saturday
  • Rated:
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From
£260
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REF: 4043
From
£287

2 The Stables

  • Bedrooms: 1    Sleeps: 2
  • Location: England / Isle of Wight / Ryde
  • Changeover day: Friday
  • Rated:
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  • Pets: Pets Welcome
REF: 4043
Location: England / Isle of Wight / Ryde
  • Bedrooms: 1
  • Sleeps: 2
  • Changeover day: Friday
  • Rated:
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From
£287
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REF: 6152
From
£296

4 The Old Post Office Mews

  • Bedrooms: 2    Sleeps: 4
  • Location: England / Isle of Wight / Brading
  • Changeover day: Saturday
  • Rated:
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REF: 6152
Location: England / Isle of Wight / Brading
  • Bedrooms: 2
  • Sleeps: 4
  • Changeover day: Saturday
  • Rated:
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From
£296
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REF: 2244
From
£537

Little Thatch

  • Bedrooms: 3    Sleeps: 7
  • Location: England / Isle of Wight / Godshill
  • Changeover day: Saturday
  • Rated:
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REF: 2244
Location: England / Isle of Wight / Godshill
  • Bedrooms: 3
  • Sleeps: 7
  • Changeover day: Saturday
  • Rated:
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From
£537
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REF: 11528
From
£402

Weirside Cottage

  • Bedrooms: 2    Sleeps: 4
  • Location: England / Isle of Wight / Freshwater
  • Changeover day: Saturday
  • Rated:
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REF: 11528
Location: England / Isle of Wight / Freshwater
  • Bedrooms: 2
  • Sleeps: 4
  • Changeover day: Saturday
  • Rated:
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From
£402
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REF: 20123
From
£471

Easton House

  • Bedrooms: 3    Sleeps: 7
  • Location: England / Isle of Wight / Ryde
  • Changeover day: Friday
  • Rated:
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REF: 20123
Location: England / Isle of Wight / Ryde
  • Bedrooms: 3
  • Sleeps: 7
  • Changeover day: Friday
  • Rated:
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From
£471
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REF: 10959
From
£422

The Coach House

  • Bedrooms: 2    Sleeps: 4
  • Location: England / Isle of Wight / Niton
  • Changeover day: Friday
  • Rated:
    Info Icon
REF: 10959
Location: England / Isle of Wight / Niton
  • Bedrooms: 2
  • Sleeps: 4
  • Changeover day: Friday
  • Rated:
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From
£422
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REF: 10912
From
£272

2 Hope Cottages

  • Bedrooms: 2    Sleeps: 4
  • Location: England / Isle of Wight / Bembridge
  • Changeover day: Friday
  • Rated:
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REF: 10912
Location: England / Isle of Wight / Bembridge
  • Bedrooms: 2
  • Sleeps: 4
  • Changeover day: Friday
  • Rated:
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From
£272
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REF: 4044
From
£287

3 The Stables

  • Bedrooms: 1    Sleeps: 2
  • Location: England / Isle of Wight / Ryde
  • Changeover day: Friday
  • Rated:
    Info Icon
REF: 4044
Location: England / Isle of Wight / Ryde
  • Bedrooms: 1
  • Sleeps: 2
  • Changeover day: Friday
  • Rated:
    Info Icon
From
£287
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REF: 17032
From
£594

Jack's Hill

  • Bedrooms: 4    Sleeps: 6
  • Location: England / Isle of Wight / Ventnor
  • Changeover day: Saturday
  • Rated:
    Info Icon
REF: 17032
Location: England / Isle of Wight / Ventnor
  • Bedrooms: 4
  • Sleeps: 6
  • Changeover day: Saturday
  • Rated:
    Info Icon
From
£594

Visitors to the Isle of Wight often remark on how it reminds them of what England was like generations ago, which is possibly one of the many reasons why people return to rent Isle of Wight cottages year on year. With much of the island being an official Area of Outstanding Natural Beauty and over fifty miles of coast to explore, the Isle of Wight is a phenomenal location for walking and hugely popular for bird watching.

Reaching the Isle of Wight has never been easier, ferries are frequent (especially in peak season) and depart from a number of ports. These include Portsmouth, Yarmouth and Southampton and arrive at Fishbourne, Lymington and East Cowes respectively. The island is also known as one of the sunniest and warmest locations in England, so renting a holiday cottage on the Isle of Wight is a perfect way to escape the traditional English weather.

A visit to the Isle of Wight wouldn't be complete without strolling through a few picture perfect communities and farmlands to really relax and enjoy a slower pace of life. Towards the west of the island there's also the 'Needles', three huge towers of rock which reach outward from the sea.

With half of the island being a designated Area of Outstanding Natural Beauty the island is also a phenomenal place for sightseeing, walking and bird watching. Our selection of Isle of Wight holiday cottages are spread across the island so you're almost guaranteed to find a perfect holiday property in any part of the island you'd like to stay.

Considering the size of the island it is surprising how many famous things have and do still occur there. Cowes is host to the oldest regatta in the world known as 'Cowes Week'. Why not hire a cottage in the Isle of Wight to experience the fantastic 'Cowes Week' regatta? The Island also hosts the 'Isle of Wight Festival' which has some of the best music artists in the world performing. Indeed the Isle of Wight has (and continues to) play host to quite a few celebrities from rock artists to royalty.

The Isle of Wight is most commonly known for its festivals. There are three major festivals held each year the 'Isle of Wight Music Festival', 'Cowes Week' and also the 'Rambling Festival'. However, if you don't make it to one of these there are plenty more festivals held throughout the year on the island. Each of the main festivals represents a different part of the islands character and personality. With so much going on though, accommodation on the Isle of Wight is often in high demand throughout the year and booking early is highly recommended.

The 'Rambling Festival' is popular due to its fantastic location. With over five hundred miles of footpaths combining both mountain footpaths and coastline trails, it is no wonder it was chosen as a location for this festival. If walking is your reason for going or if you decide that you'd like to spend a day exploring on foot, then the cliff-top path is definitely worth a try. This path goes through Chine and offers phenomenal sights and the opportunity to explore a fissure in the rock which leads to a 45-foot waterfall, cascading through the boulders and falls to the shore.

'Cowes Week' takes advantage of the Isle of Wight's great maritime atmosphere. This also means that the island is great for other water sports as well: sailing, windsurfing, surfing, kayaking, kite surfing and jet skiing are just some of the water sports on offer. The coasts are also home to some of the best beaches, perfect for relax by the sea in the sun. With many holiday cottages on the Isle of Wight being near the coast, it's only ever a short walk back to your accommodation.

The island is also great for all manner of sports and activities with leisurely coastal bike riding, mountain biking, llama treks, horse riding, and even off-road driving. You can also admire the island from the air with scenic flights available and paragliding on offer. These are highly recommended to give you the opportunity to really appreciate just how diverse the island is with its towns, historical monuments and beautiful areas all being on view.

Attractions on the island include bird sanctuaries, fun parks, Osborne House home to Queen Victoria, forts such as Saxon Fort, Roman Villas, Carisbrooke Castle, the Apollo Theatre and also pre-medieval dinosaur remains. Other more natural places to visit include Needles Park at Alum Bay and the Ventnor Botanic Gardens.

You can also admire large parts of the island by going on the Isle of Wight Steam Railway which will transport you through the rural landscape. There are also a number of golf courses on the island which have beautiful surroundings such as windswept mountains or stunning coastline.

 A holiday rental in the Isle of Wight can be a trendy accommodation option, for holidaying on this fantastic island. There are a number of locations to stay at on the island and each caters to a different type of visitor and we have enough Isle of Wight holiday cottages in each area to suit the needs of anyone going to the Isle of Wight.

Newport located right in the middle of the island is the capital and a great location to use as a base for visiting the whole island. For a beach holiday or to be close to the seaside resorts there are a number of great choices. These include Colwell, Totland, Bonchurch, Bembridge and Ventnor or you could try larger towns and head for Sandown, Cowes or Ryde which also have plenty of great attractions and activities.

So no matter what you are looking for we have an abundance of Isle of Wight holiday cottages in all sizes and styles to suit you. Start your search today!

Why choose Web Cottages?

  • Over 10,000 Cottages

    With over 10,000 properties throughout the UK and Ireland to choose from, Web Cottages is one of the largest providers of self catering accommodation on the internet. We work with some of the biggest regional cottage companies as well as individual owners to bring you a huge choice of cottages to suit all tastes and budgets.

  • Great Value Prices

    Here at Web Cottages, we have taken thousands of holiday properties from various websites and brought them together in one place. This means we can offer you the very best price from across the web. It also saves you the time of checking numerous websites to compare prices. Moreover, we carry out constant checks to ensure all our cottages are well-priced all year round. Whatever your budget, we’re bound to have a cottage for you.

  • Years of Experience

    Web Cottages was one of the very first holiday cottage companies to appear online and, because of our vast experience, we’re a brand that people trust. Over the years, we have helped tens of thousands of holidaymakers just like you find their perfect cottage.

  • Secure Online Booking

    It couldn’t be easier or quicker to book your next cottage holiday online using our secure, encrypted website. Or if you prefer, you can call our UK-based Reservations Team on 0845 680 3593 (we’re open from 9am to 5.30pm, 7 days a week) and book over the phone.