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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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  • Gurnard, near Cowes, Isle of Wight
    Gurnard, near Cowes, Isle of Wight×

    83 Gurnard Pines

    Gurnard, near Cowes, Isle of Wight

    Gurnard, near Cowes, Isle of Wight

    2
    1
    1
    0
    Ref: UKC2377
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Baby and Toddler Friendly
    Perfect for either a winter break away or a long summer holiday, this cottage enjoys on-site facilities and is close to attractions. Perfect for either a winter break away or a long summer holiday, this cottage enjoys on-site facilities and is close to attractions.
    Prices from
    7 1 reviews
    7 1 reviews

    Accommodation at

    Gurnard Pines - 280 Gurnard Pines
    6
    2
    2
    Gurnard Pines - 268 Gurnard Pines
    8
    3
    3
  • Gurnard, near Cowes, Isle of Wight
    Gurnard, near Cowes, Isle of Wight×

    76 Gurnard Pines

    Gurnard, near Cowes, Isle of Wight

    Gurnard, near Cowes, Isle of Wight

    3
    2
    1
    0
    Ref: UKC2376
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Baby and Toddler Friendly
    For a family fun day out visit Blackgang Chine and Robin Hill, both easily reached by car or public transport. For a family fun day out visit Blackgang Chine and Robin Hill, both easily reached by car or public transport.
    Prices from
    2 1 reviews
    2 1 reviews

    Accommodation at

    Gurnard Pines - 280 Gurnard Pines
    6
    2
    2
    Gurnard Pines - 268 Gurnard Pines
    8
    3
    3
  • Gurnard, near Cowes, Isle of Wight
    Gurnard, near Cowes, Isle of Wight×

    75 Gurnard Pines

    Gurnard, near Cowes, Isle of Wight

    Gurnard, near Cowes, Isle of Wight

    3
    2
    1
    0
    Ref: UKC2375
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Baby and Toddler Friendly
    Just a short walk to the beach, enjoy a refreshing dip in the sea or a more relaxing coffee and cake at one of the cafés. Just a short walk to the beach, enjoy a refreshing dip in the sea or a more relaxing coffee and cake at one of the cafés.
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

    Gurnard Pines - 280 Gurnard Pines
    6
    2
    2
    Gurnard Pines - 268 Gurnard Pines
    8
    3
    3
  • Cowes, Isle of Wight
    Cowes, Isle of Wight×

    Willow View Cottage

    Cowes, Isle of Wight

    Cowes, Isle of Wight

    4
    2
    1
    0
    Ref: W43479
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Ground Floor Facilities
    A great holiday location with many on-site facilities for all the family. A great holiday location with many on-site facilities for all the family.
    Prices from
    8.8 11 reviews
    8.8 11 reviews

    Accommodation at

  • Gurnard, near Cowes, Isle of Wight
    Gurnard, near Cowes, Isle of Wight ×

    Driftwood

    Gurnard, near Cowes, Isle of Wight

    Gurnard, near Cowes, Isle of Wight

    4
    2
    1
    0
    Ref: UKC1632
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Pub within 1 mile - Coast within 1 mile - Garden / Patio - Ground Floor Facilities
    Driftwood is conveniently located within a 20-minute walk of Gurnard seafront where guests can enjoy lunch, coffee and cake or try the locally caught seafood. Driftwood is conveniently located within a 20-minute walk of Gurnard seafront where guests can enjoy lunch, coffee and cake or try the locally caught seafood.
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

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

    Debourne Lodge

    Cowes, Isle of Wight

    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
    6 1 reviews
    6 1 reviews

    Accommodation at

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

    Cheverton Farm - Cheverton Farm Cottage

    Shorwell, Isle of Wight

    Shorwell, Isle of Wight

    6
    3
    1
    2
    Ref: PBBE
    Key Features:
    - Coastal Property - Swimming pool - Car parking on site - Garden / Patio
    This cottage is located in the beautiful Bowcombe Valley, just 4 miles from the nearest south coast beach. This cottage is located in the beautiful Bowcombe Valley, just 4 miles from the nearest south coast beach.
    Prices from
    8.7 11 reviews
    8.7 11 reviews

    Accommodation at

  • Gurnard, near Cowes, Isle of Wight
    Gurnard, near Cowes, Isle of Wight×
    Newly Listed
    Gurnard Pines - 280 Gurnard Pines

    Gurnard Pines - 280 Gurnard Pines

    Gurnard, near Cowes, Isle of Wight

    Gurnard, near Cowes, Isle of Wight

    6
    2
    2
    0
    Ref: UKC2263
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Pub within 1 mile - Coast within 1 mile
    A semi-detached bungalow located on a holiday complex close to Cowes on the Isle of Wight, which can be accessed via the coastal path. A semi-detached bungalow located on a holiday complex close to Cowes on the Isle of Wight, which can be accessed via the coastal path.
    Prices from
    8.7 7 reviews
    8.7 7 reviews

    Accommodation at

    Gurnard Pines - 268 Gurnard Pines
    8
    3
    3
  • Gurnard, near Cowes, Isle of Wight
    Gurnard, near Cowes, Isle of Wight×
    Newly Listed
    Gurnard Pines - 268 Gurnard Pines

    Gurnard Pines - 268 Gurnard Pines

    Gurnard, near Cowes, Isle of Wight

    Gurnard, near Cowes, Isle of Wight

    8
    3
    2
    0
    Ref: UKC2264
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Pub within 1 mile - Coast within 1 mile
    Family holidays or a short break at Gurnard Pines on the Isle of Wight will create many lasting memories. Family holidays or a short break at Gurnard Pines on the Isle of Wight will create many lasting memories.
    Prices from
    8.8 5 reviews
    8.8 5 reviews

    Accommodation at

    Gurnard Pines - 280 Gurnard Pines
    6
    2
    2
  • Shorwell, Isle of Wight
    Shorwell, Isle of Wight×

    Cheverton Farm - Brummell Barn

    Shorwell, Isle of Wight

    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. This cottage has shared use of an indoor heated swimming pool, as well as a snooker room and fitness room.
    Prices from
    8.8 13 reviews
    8.8 13 reviews

    Accommodation at

    Cheverton Farm - Cheverton Farm Cottage
    6
    3
    3
  • Bonchurch, near Ventnor, Isle of Wight
    Bonchurch, near Ventnor, Isle of Wight×

    Torwood

    Bonchurch, near Ventnor, Isle of Wight

    Bonchurch, near Ventnor, Isle of Wight

    12
    5
    3
    3
    Ref: UKC2885
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Coast within 1 mile - Detached Property - Garden / Patio - Sea View - Woodburning Stove - Open Fire
    This spacious property is ideal for families to holiday together, with a private swimming pool, large garden and a beach just ½ mile away. This spacious property is ideal for families to holiday together, with a private swimming pool, large garden and a beach just ½ mile away.
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

  • Totland, near Freshwater, Isle of Wight
    Totland, near Freshwater, Isle of Wight×

    Wychwood

    Totland, near Freshwater, Isle of Wight

    Totland, near Freshwater, Isle of Wight

    12
    5
    2
    2
    Ref: 28885
    Key Features:
    - Coastal Property - Hot Tub - Wifi - Swimming pool - Car parking on site - Pub within 1 mile - Pets go free - Coast within 1 mile - 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 In an Area of Outstanding Natural Beauty, guests will have opportunities to explore the many walks and enjoy the brilliant scenery
    Prices from
    7.7 9 reviews
    7.7 9 reviews

    Accommodation at

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