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Isle of Wight

For a tiny island, the Isle of Wight really knows how to pack a punch. Every summer, tens of thousands of music fans descent on Newport to enjoy three days of dancing, singing, and dressing up. For one weekend, the entire island is home to the UK’s biggest open-air party, and the atmosphere is infectious.

But the rest of the year, visitors will find a very different Isle of Wight: a beautiful, peaceful, and sophisticated part of England which is the perfect location for a quiet weekend away or a family vacation.

Holiday cottages with pools are the best way of experiencing all the hidden nooks and crannies of this unique island, with its tiny stone villages, long golden beaches, and world-class restaurants.

As one of the most southerly parts of the UK, the Isle of Wight is a great place to simply soak up the summer sun at your own cottage with a swimming pool, or on the pretty beaches by Yarmouth or Ventnor. Cottage with pools also allow you to venture off the beaten track, and discover some of the hidden gems that have not yet become popular tourist attractions. On the east of the island, visit the pretty village of Bembridge, with its stone windmill and coastal views. Or cycle through the pristine countryside of the Isle of Wight AONB, stopping off at the thatched village of Brighstone for a pint at The Three Bishops on your way home.

Kids and families will particularly appreciate the island’s cottages with private pools, where you can plan out your daily adventures by the poolside. Rent a sailboat at Cowes and spend the day drifting along the Solent, or stopping off at coastal towns such as Shanklin, Ryde and Seaview. Or walk along the shoreline looking for crabs and fossils. The island is known as the ‘Dinosaur Capital’ of Great Britain due to the abundance of fossils which can be found along the rocky coastline. Budding palaeontologists can hunt for their own dinosaur bones at Compton Bay, near Freshwater, or around Yaverland Beach near Sandown, and guided fossil walks are often offered by visiting scientists and researchers.

When you have your own base on the island, it won’t be long before it feels like home, and you’ll find yourself returning year after year.

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  • Cowes, Isle of Wight
    Cowes, Isle of Wight×

    Debourne Lodge

    Cowes, Isle of Wight

    6
    4
    2
    1
    Ref: 26436
    Key Features:
    - Coastal Property - Swimming pool - Car parking on site - Pub within 1 mile - Pets go free - Coast within 1 mile - Detached Property - Open Fire
    Retaining many character features, this attractive holiday lodge sits within its own garden and includes a beautiful outdoor swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Ideal holiday location

    This attractive listed property has been modernised yet retains many character features such as exposed stone walls, wooden floor, beams and an open fire. Detached, the house stands in its own enclosed garden and also benefits from an outdoor heated swimming pool. Ideally located, it lies close to a junction providing links to nautical Cowes and all the other attractions this island has to offer. The mild climate and sandy beaches are a haven for...

  • Shorwell, Isle of Wight
    Shorwell, Isle of Wight×

    Cheverton Farm - Brummell Barn

    Shorwell, Isle of Wight

    11
    5
    4
    2
    Ref: PYV
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pub within 1 mile
    This cottage has shared use of an indoor heated swimming pool, as well as a snooker room and fitness room.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Nestling in the beautiful Bowcombe Valley, just 4 miles from the nearest south coast beach, are these two properties. Brummell Barn is one of the original outbuildings to Cheverton Farmhouse, converted to provide highly individual and spacious accommodation. Boasting a wealth of interesting and original features, the barn has a splendid galleried sitting-room with beamed, vaulted ceiling enjoying lovely views over the surrounding countryside from its south-facing window. West-facing...

    Cheverton Farm - Cheverton Farm Cottage
    6
    3
    3
  • Totland, near Freshwater, Isle of Wight
    Totland, near Freshwater, Isle of Wight×

    Wychwood

    Totland, near Freshwater, Isle of Wight

    12
    5
    2
    2
    Ref: 28885
    Key Features:
    - Hot Tub - Wifi - Swimming pool - Car parking on site - Pub within 1 mile - Pets go free - Detached Property - Open Fire
    In an Area of Outstanding Natural Beauty, guests will have opportunities to explore the many walks and enjoy the brilliant scenery
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Private heated indoor swimming pool

    Wychwood is set on the cliff-top in an Area of Outstanding Natural Beauty between the pretty yachting port of Yarmouth and the spectacular Needles on the western tip of the Isle of Wight. Opposite this detached holiday home is a local landmark known as ‘Turf Walk’ and a short walk down the steps leads to the beach at Totland Bay. As well as the beach there is a private indoor swimming pool and a six person Jacuzzi to enjoy. The...

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