Isle of Wight - Island beach holidays

Self-catering holiday cottages on The Isle of Wight

The Isle of Wight, situated in the English Channel off the coast of Hampshire near Portsmouth, is itself a county and has been a popular holiday destination for over 150 years. Because of its location, it has a maritime tradition stretching back even further and is world-renown for the manufacture of boats and maritime equipment of all descriptions, including hovercrafts, flying boats and even space rockets.

Because of its popularity as a destination, there is plenty of accommodation throughout the island, your only choice being on whether you want to be central for walking, cycling, dog-walking or shopping. There are plenty of self catering cottages of all sizes and descriptions, and you will never be too far away (at worst, “comfortably far away”) from shops for provisions or a restaurant or two giving you a break from cooking duties.

Cottage with enclosed lawned garden | Horseshoe Cottage, Porchfield, near Cowes

Horseshoe Cottage, Porchfield, near Cowes, Isle of Wight, PO30 4LP.

With an array of attractions within easy reach and surrounded by stunning scenery, this property is perfect for a small family, walkers or cyclists.

  • 2 Pets welcome
  • Enclosed Garden/Patio
  • Golf nearby
  • Pub within 1 mile
  • Short Breaks All Year
  • Pets – no charge
  • Television
  • Bed Linen & Towels Included
  • Washing Machine
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Open plan living space | Red Squirrel Cottage, Whitwell, near Ventnor

Red Squirrel Cottage, Whitwell, near Ventnor, Isle of Wight, PO38 2QX.

Relax in the private hot tub and enjoy the views over the grounds. This stunning property provides everything you need for a luxury break.

  • Enclosed Garden/Patio
  • Golf nearby
  • Pub within 1 mile
  • Hot Tub
  • Short Breaks All Year
  • Hot Tub - Private
  • Dishwasher
  • Highchair
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Luxury Collection
  • Washing Machine
  • Pets – not allowed
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Open plan living space | Viking - Fair Isle Holiday Cottages, Newport

Viking - UK44983, Newport, Isle of Wight, PO30 2NW.

A beautiful and contemporary, pet-friendly, detached holiday home on the fringes of the island’s capital. It offers beautiful south-facing views across the countryside and over the Downs.

  • 2 Pets welcome
  • Golf nearby
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Pets – no charge
  • Rural Location
  • Stairgate
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Luxury Collection
  • Washing Machine
View Property Details
Open plan living space | Trafalgar - Fair Isle Holiday Cottages, Newport

Trafalgar - UK44982, Newport, Isle of Wight, PO30 2NW.

A beautiful and contemporary, pet-friendly, detached holiday home on the fringes of the island’s capital. It offers beautiful south-facing views across the countryside and over the Downs.

  • 2 Pets welcome
  • Golf nearby
  • Pub within 1 mile
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Pets – no charge
  • Rural Location
  • Stairgate
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Luxury Collection
  • Washing Machine
View Property Details
Living room | Property 4 - Rew Farm Barns, Ventnor

Property 4 - UK44924, Ventnor, Isle of Wight, PO38 3AX.

This fabulous ‘upside down’ house is sure to delight; a great base from which to explore!. Ground Floor:Bedroom 1: With kingsize bed, Smart TV and en-suite with walk-in shower and...

  • 1 Pet welcome
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Pets – no charge
  • Rural Location
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Washing Machine
View Property Details
Garden | Longford Cottage, Havenstreet

Longford Cottage, Havenstreet, Isle of Wight, PO33 4DP.

New for 2023, Longford Cottage is a stunning holiday home in a gorgeous village on the Isle of Wight and the coast.

  • 2 Pets welcome
  • Golf nearby
  • Pub within 1 mile
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Pets – no charge
  • Rural Location
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Luxury Collection
  • Washing Machine
View Property Details
Swimming pool | Hampton House, Bembridge

Hampton House, Bembridge, Isle of Wight, PO35 5UA.

Hampton House is a new, beautiful and luxurious five star home located in an award-winning village on the Isle of Wight.

  • 2 Pets welcome
  • Enclosed Garden/Patio
  • Golf nearby
  • Hot Tub
  • Short Breaks All Year
  • Swimming Pool
  • Swimming Pool - Outdoor
  • Swimming Pool - Private
  • Hot Tub - Private
  • Fuel and Power Included
  • Highchair
  • Pets – no charge
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Luxury Collection
  • Washing Machine
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Exterior | Old School Mews Too - Old School Mews, Shanklin

Old School Mews Too, Shanklin, Isle of Wight, PO37 6FH.

Old School Mews Too is brand new for summer 2023. Situated in a fabulous location moments away from the coastal path and the beach.

  • Golf nearby
  • Pub within 1 mile
  • Short Breaks All Year
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Stairgate
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Luxury Collection
  • Washing Machine
  • Pets – not allowed
View Property Details

The Isle of Wight - thing to do on an Island holiday

Maritime tradition aside, the Isle is also known for its fabulous cliffs and quarries, wonderful wildlife (one of the few places in England to have no grey squirrels and where the native and rare British red squirrels actually flourish) and possibly the best dinosaur fossils in Europe. Its climate is slightly more temperate, being milder, sunnier, sees virtually no snow and much less frost than the mainland - perfect for a vacation year round.

There is a very old Victorian joke that says the locals didn’t like boats because they preferred Cowes to Ryde (two towns on the island), the former being the island’s international sailing centre, the latter, the largest town on the island and the record-holder for the oldest se pier in England. For those seeking a dose of serious retail therapy, Newport followed by Ryde are the island’s main formal shopping areas. Cowes is famous for the world-famous Cowes Week (sailing and boating), while the town of Sandown is popular as home of the Dinosaur Museum, the Isle of Wight Zoo and one of the Isle of Wight’s two 10-hole golf courses. Ventnor, to the south, sits above the highly-popular Ventnor Bay and harbour. Meanwhile the town of Shanklin pulls in the people to its sandy beaches because of its higher-than-mainland England levels of sunshine.