May Half Term Cottages

By late May the sea has warmed enough to be able to take a dip, have a surf or explore the coastline by Kayak or Paddleboard. The Isle of Wight is famous for its dramatic coastline and beaches and there’s always somewhere new to explore each time you visit.

The beaches themselves are varied, with predominantly sandy beaches along the south coast and more rocky beaches (perfect for crabbing) along the northern coast, particularly in the north east of the Island. Any budding fossil hunters will be spoilt for choice of areas to forage for hidden specimens, but the best spots are between Atherfield and Brook.

In addition to the usual tourist hot-spots such as Robin Hill, Blackgang chine, and Amazon world, we also have many areas where you can escape the crowds and enjoy the wonderful nature of the Island. 

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227 cottages

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  • Sleeps 2

    The Battenburg Studio

    Shanklin

    From £240 a week

    This contemporary studio apartment enjoys a great location in Shanklin. With modern decor and open plan living, it makes a cosy retreat for a couple looking for a coastal break. With easy access to th...

  • Sleeps 2

    The Beatrice Studio

    Shanklin

    From £240 a week

    Located on the first floor of Shanklin Villa, a lovely Victorian property, this small studio apartment packs a punch despite its size. Enjoying beautiful sea views from its elevated position, The Beat...

  • Sleeps 2

    The Sail Loft

    Seaview

    From £250 a week

    This gorgeous top floor one bedroom apartment has spectacular sea views over the rooftops across the Solent and is just a few minutes from Seaview village and the beach. Newly decorated throughout, T...

  • Sleeps 2

    Little Barn Retreat

    1.2 miles E of Newport

    From £250 a week

    This absolutely gorgeous barn conversion is the perfect place for a couple's holiday, located on the Durton Farm Estate in the centre of the Island. Lovingly refurbished by the owner, Little Barn Retr...

  • Sleeps 2 dogs allowed

    Grace Cottage

    4.8 miles W of Ventnor

    From £250 a week

    This gorgeous barn conversion is set within the grounds of the stunning North Grounds Farm, just outside the village of Chale Green on the southern side of the Island. Laid over one floor the cottage ...

  • Sleeps 2

    West Flatlet

    Seaview

    From £252 a week

    West Flatlet is situated right in the heart of Seaview village and is perfect for couples looking for a coastal break. This small but cosy and comfortable first floor flat sits at the heart of Seaview...

  • Sleeps 2

    Sea Song

    3.7 miles W of Ventnor

    From £265 a week

    Sea Song is an attractive one bedroom, first floor apartment overlooking beautiful communal gardens and surrounded by woodland on the southernmost tip of the island. Perfect for romantic getaways, set...

  • Sleeps 2

    Mariners Cove

    Bembridge

    From £266 a week

    This charming one bedroom apartment forms part of a country house, set around a shared Spanish-style courtyard, just outside the bustling village of Bembridge. You can enjoy the evenings at Mariners C...

  • Sleeps 2

    Berryl Mead View

    2.7 miles W of Ventnor

    From £275 a week

    Located in a rural village setting, Berryl Mead View is a delightful home from home cottage with plenty of space, well equipped throughout and extremely comfortable living room with Sky TV for those r...

  • Sleeps 2

    19 Seaview Bay

    Seaview

    From £281 a week

    This one bedroom waterfront apartment is just a short stroll from the beaches at Seaview and Seagrove Bay. With views across the water from the balcony at the rear, this comfortable apartment is a gre...