Isle of Wight Cottages

Possibly the most diverse landscape you’ll find in the UK, hop on a ferry and be transported to this pretty isle with dramatic coastlines, beautiful forests and a wonderful history.

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With its iconic Needles and white cliffs, the Isle of Wight is a world away from the mainland. Hop on a ferry and be transported to a pretty isle with dramatic coastlines, beautiful forests and a wonderful history left by its Victorian visitors which can still be seen today.

This 23 by 13 mile island is a hidden gem of escapism in the United Kingdom. The Isle of Wight is small but mighty. The size of the island makes it easy to get around once you’re here and the proximity to the mainland makes it even easier to get to the island in the first place. Around 3 hours from London, the Isle of Wight is the perfect weekend getaway if you’re looking for a relaxing short break

Choosing a holiday cottage in the Isle of Wight is a tough decision. There are beautiful large properties for all the family in the popular village of Seaview. Find a couples bolthole on the sea front at Shanklin. Go for a traditional thatched cottage or a thoroughly modern family apartment, it’s up to you. We have plenty of dog friendly and family friendly cottages to choose from. The island is particularly great for dogs: many of the beaches and restaurants are dog friendly year round, just like our properties across Cornwall, Devon, Dorset, Somerset and Hampshire.

Regardless of where your self catering cottage is, you’ll be able to get around the island easily. In South Wight, take long walks along the promenade at Sandown, Shanklin and Ventnor, explore the magic of Shanklin Chine and find some fresh fish to take home for dinner at Ventnor Haven. Stop at the pretty chocolate box village of Godshill for a classic cream tea and a look around the famous Godshill model village. In West Wight, get on your walking boots for a stomp along the coastal path. Take in the dramatic views of Freshwater Bay, the iconic Needles and Totland Bay stopping off for lunch at one of the traditional pubs en route. The north of the island is a sailors paradise, Cowes plays host to the annual sailing festival Cowes Week in August, a must for all sailing fanatics. East Cowes was the former home of Queen Victoria who loved the area so much she built Osborne House, a great day out for all. East Wight is home to gorgeous valley views and plenty of things to do. The majority of the population live in the east so you’ll find eateries, vineyards, roman villas and more on this side of the island. A great place to use as a base for your holiday to the Isle of Wight.

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155 self catering cottages on the Isle of Wight.

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Property

Children

 
  • The Cadogan Apartment - Holiday Cottage - Shanklin
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    1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
    Sleeps 2 + cotFriday changeover
    Regret no petsPrice per week £345 - £880
    Sitting within a beautifully converted Victorian villa, The Cadogan Apartment offers a high standard of accommodation for a couple or lone traveller looking for a coastal break. ...
     
    50.6274
    -1.1755
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    https://webpics.classic.co.uk/webpic/3667/36670001.jpg?w=236&h=157&mode=crop&v=1
    The Cadogan Apartment (3667)
    Sleeps 2 + cot
  • 62 Buddleia Cottage - Holiday Cottage - Seaview
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    | 3566

     
    2 bedroom self catering cottage near the beach in Seaview.
    Sleeps 3 + cotSaturday changeover
    Regret no petsPrice per week £306 - £663
    Located in a small waterside development on the edge of Seaview, 62 Buddleia Cottage is a pretty beach bungalow offering comfortable accommodation for a couple or small family in ...
     
    50.7214
    -1.1159
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    https://webpics.classic.co.uk/webpic/3566/35660001.jpg?w=236&h=157&mode=crop&v=1
    62 Buddleia Cottage (3566)
    Sleeps 3 + cot
  • The Worsley Apartment - Holiday Cottage - Shanklin
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    | 3682

     
    1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.
    Sleeps 3 + cotFriday changeover
    Regret no petsPrice per week £345 - £880
    Offering a high standard of accommodation, the Worsley Apartment is a ground floor apartment housed within Shanklin Villa, a beautifully converted Victorian building. With a ...
     
    50.6474
    -1.1755
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    https://webpics.classic.co.uk/webpic/3682/36820001.jpg?w=236&h=157&mode=crop&v=1
    The Worsley Apartment (3682)
    Sleeps 3 + cot
  • 53a Howgate Road - Holiday Cottage - Bembridge
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    | 3749

     
    2 bedroom, dog friendly apartment near the beach near St Helens, Isle of Wight.
    Sleeps 4 + cotFriday changeover
    Dogs welcome (1 only)Price per week £295 - £695
    This two bedroom apartment in Bembridge is small but perfectly formed. Lovingly restored by the owners, 53a offers a perfect base for a family with a light and airy double bedroom ...
     
    50.6815
    -1.0833
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    https://webpics.classic.co.uk/webpic/3749/37490010.jpg?w=236&h=157&mode=crop&v=1
    53a Howgate Road (3749)
    Sleeps 4 + cot
  • 35 Cross Street - Holiday Cottage - Cowes
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    | 3550

     
    2 bedroom, dog friendly holiday cottage near the beach in Cowes, Isle of Wight.
    Sleeps 4 + cotFriday changeover
    Dogs welcome (1 only)Price per week £295 - £663
    35 Cross Street is a cute end of terrace townhouse with accommodation spread over three floors and a sunny, enclosed courtyard. Built at the turn of the century and decorated with ...
     
    50.7614
    -1.2986
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    https://webpics.classic.co.uk/webpic/3550/35500008.jpg?w=236&h=157&mode=crop&v=1
    35 Cross Street (3550)
    Sleeps 4 + cot
  • Faithfull Cottage - Holiday Cottage - St Helens
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    | 3600

     
    2 bedroom, dog friendly holiday cottage near the beach in St Helens, Isle of Wight.
    Sleeps 4 + cotSaturday changeover
    Dogs welcome (1 only)Price per week £301 - £643
    Faithfull Cottage is a lovingly restored, pretty mid-terrace cottage which enjoys a rear garden and countryside views on the outskirts of St Helens. This comfortable cottage is ...
     
    50.6936
    -1.1249
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    https://webpics.classic.co.uk/webpic/3600/36000001.jpg?w=236&h=157&mode=crop&v=1
    Faithfull Cottage (3600)
    Sleeps 4 + cot
  • Trevessa - Holiday Cottage - 1.1 miles NE of Ventnor
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    | 3687

     
    2 bedroom, dog friendly holiday cottage near the beach in Ventnor, Isle of Wight.
    Sleeps 4 + cotFriday changeover
    Dogs welcomePrice per week £305 - £895
    With an interesting history and dating from 1852, Trevessa was once a fishing cottage and overlooks the sea. The sitting-room, dining-room and both bedrooms have beautiful sea ...
     
    50.6034
    -1.1838
    http://www.classic.co.uk/media/symbols/cottage-blue.png
    https://webpics.classic.co.uk/webpic/3687/36870001.jpg?w=236&h=157&mode=crop&v=1
    Trevessa (3687)
    Sleeps 4 + cot
  • Hove To - Holiday Cottage - Seaview
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    2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
    Sleeps 4Friday changeover
    Dogs welcome (1 only)Price per week £306 - £663
    Hove To is one of a small collection of bungalows located along the Seaview Duver. Situated on the corner, it benefits from a large decked area on two sides with a lovely outlook ...
     
    50.7212
    -1.1150
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    https://webpics.classic.co.uk/webpic/3767/37670019.jpg?w=236&h=157&mode=crop&v=1
    Hove To (3767)
    Sleeps 4
  • 61 Drake Cottage - Holiday Cottage - Seaview
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    2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.
    Sleeps 4 + cotSaturday changeover
    Dogs welcome (1 only)Price per week £306 - £663
    The perfect bolt-hole for families, 61 Drake Cottage is a comfortably furnished beach bungalow located in a small waterside development on the edge of Seaview. Just yards from the ...
     
    50.7214
    -1.1159
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    https://webpics.classic.co.uk/webpic/3565/35650001.jpg?w=236&h=157&mode=crop&v=1
    61 Drake Cottage (3565)
    Sleeps 4 + cot
  • The Beach Retreat - Holiday Cottage - Seaview
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    | 3665

     
    2 bedroom self catering cottage near the beach in Seaview.
    Sleeps 4 + cotFriday changeover
    Regret no petsPrice per week £306 - £663
    This delightful, modern seafront bungalow is located in a small development, has wonderful views of the Solent and the beach is practically on the doorstep. Days at the seaside, ...
     
    50.7220
    -1.1160
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    https://webpics.classic.co.uk/webpic/3665/36650001.jpg?w=236&h=157&mode=crop&v=1
    The Beach Retreat (3665)
    Sleeps 4 + cot
We'd love to help you find the perfect holiday cottage:
 
 

We've got 155 holiday cottages matching your search criteria.


 
 

155 Holiday cottages