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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×
    Newly Listed
    83 Gurnard Pines

    83 Gurnard Pines

    Gurnard, near Cowes, Isle of Wight

    2
    1
    1
    0
    Ref: UKC2377
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Car parking on site - 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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Gurnard Pines is a great destination for family holidays and short breaks. These five well-presented, semi-detached, single-storey holiday homes are nestled within a park village complex, set within 55-acres of private woodland. The properties are only a short walk from the beach and seafront, where you can enjoy a dip in the sea, and coffee and cake from one of the cafés or sample the locally caught seafood. The area is popular for sailing as well as other water sports. Enjoy...

    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×
    Newly Listed
    76 Gurnard Pines

    76 Gurnard Pines

    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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Gurnard Pines is a great destination for family holidays and short breaks. These five well-presented, semi-detached, single-storey holiday homes are nestled within a park village complex, set within 55-acres of private woodland. The properties are only a short walk from the beach and seafront, where you can enjoy a dip in the sea, and coffee and cake from one of the cafés or sample the locally caught seafood. The area is popular for sailing as well as other water sports. Enjoy...

    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×
    Newly Listed
    75 Gurnard Pines

    75 Gurnard Pines

    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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Gurnard Pines is a great destination for family holidays and short breaks. These five well-presented, semi-detached, single-storey holiday homes are nestled within a park village complex, set within 55-acres of private woodland. The properties are only a short walk from the beach and seafront, where you can enjoy a dip in the sea, and coffee and cake from one of the cafés or sample the locally caught seafood. The area is popular for sailing as well as other water sports. Enjoy...

    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 ×
    Newly Listed
    Driftwood

    Driftwood

    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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This well-presented, chalet style bungalow is nestled within the Gurnard Pines accommodation village complex where guests can take advantage of the leisure suite and indoor swimming pool at the Cowes Club (at cost), located on-site. With a delightful decked terrace where guests can relax with their morning coffee, overlooking a grassed area with a woodland backdrop.
    Gurnard Sailing Club is also located on the seafront where you can become a visiting member during the summer months,...

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

    Willow View Cottage

    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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This delightfully airy and contemporary holiday cottage, located on a complex with similar properties, offers a peaceful escape ideal for walkers, cyclists and families alike. Nestling on the edge of lovely, David Bellamy gold award-winning woodland and surrounding countryside, teaming with wildlife and wild flowers, it also benefits from being close to stunning sea views across the Solent and offers guests a wide variety of on-site facilities, which includes a super indoor swimming...

  • 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×
    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.
    Prices from
    0
    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...

  • Gurnard, near Cowes, Isle of Wight
    Gurnard, near Cowes, Isle of Wight×
    Newly Listed
    Tranquillity

    Tranquillity

    Gurnard, near Cowes, Isle of Wight

    6
    3
    2
    0
    Ref: UKC2373
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Car parking on site - Pub within 1 mile
    Great for a family holiday, this bungalow is set on a holiday park and has access to a leisure club, tennis courts and an indoor play area.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This three bedroom, semi-detached bungalow is nestled within a park village complex, set within 55 acres of private woodland. Summer or winter, your holiday home nestles in a quiet countryside setting near the sea, complete with a nature trail, woodland lake and plenty of quiet spots to sit and relax, but be sure to look out for the native red squirrels running through the woods. The properties are not only ideally located to explore all of the many attractions the Isle of Wight has to...

  • 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

    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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Gurnard Pines is a great destination for family holidays and short breaks. These five well-presented, semi-detached, single-storey holiday homes are nestled within a park village complex, set within 55-acres of private woodland. The properties are only a short walk from the beach and seafront, where you can enjoy a dip in the sea, and coffee and cake from one of the cafés or sample the locally caught seafood. The area is popular for sailing as well as other water sports. Enjoy...

    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

    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.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Gurnard Pines is a great destination for family holidays and short breaks. These five well-presented, semi-detached, single-storey holiday homes are nestled within a park village complex, set within 55-acres of private woodland. The properties are only a short walk from the beach and seafront, where you can enjoy a dip in the sea, and coffee and cake from one of the cafés or sample the locally caught seafood. The area is popular for sailing as well as other water sports. Enjoy...

    Gurnard Pines - 280 Gurnard Pines
    6
    2
    2
  • 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
    0
    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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