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741 Holiday Cottages in the Isle of Wight, the South of England

Accommodation sleeping 4 or more people

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Luxury 3 Bed On Sandown Seafront with …

Isle Of Wight

6

11 Breakwaters is a contemporary luxury 3 bedroom house in a prime position on Sandown seafront, just a stone's throw from the Blue Flag sandy beach.This brand new house has been thoughtfully designed with you and your family’s comfort in mind, with a large sociable open plan…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
Weekly from £1743

The Maltings, Family Friendly, Country Holiday Cottage …

Freshwater, Isle of Wight

6

This end-terrace cottage is set within walking distance of Freshwater Bay and sleeps six people in three bedrooms.The Maltings is an end-terraced cottage in a mock Tudor style within 6 minutes' walk of Freshwater Bay. This cottage sleeps six people in three bedrooms consisting…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1701

Skippers House, 3bed & Parking

Cowes, Isle of Wight

6

This stylish place to stay is perfect for families, cyclists or crew. Skippers house is a spacious 3 bedroom house in Cowes, with parking for 2 cars and sea glimpses from the top floors.The house has just completed a top to toe renovation, the contemporary kitchen looks out onto…

  • Pets Allowed
  • Internet
Weekly from £1680

Beautiful Cottage by the Sea

Seaview, Isle of Wight

6

Located in Seaview, this 4-bedroom, 2-bathroom cottage lets you experience it all. Fans of nature and the outdoors will love being 1 minutes by foot from Seaview Beach and 6 minutes from Seagrove Beach. You'll easily make the quick 6-minute drive to Ryde Pier Head Terminal or…

  • Internet
Weekly from £1610

Insignia - Townhouse That Sleeps 6 …

Cowes, Isle of Wight

6

Insignia is a well-presented and well-equipped 3 storey townhouse sleeping 6 people and located right in the hub of the sailing Mecca of Cowes. Cowes is well-known for being the biggest and oldest sailing regatta in the world and is a fashionable destination for sailors and…

  • Pets Allowed
  • Coast Nearby
Weekly from £1582

Luxury 5 Star Chocolate Box Thatched Cottage …

Calbourne, Isle of Wight

6

Grants Cottage occupies a lovely village setting, two minutes' walk from the pub, and opposite the medieval church and water pump. There is a large fenced, pet-safe garden with a gate leading onto the cricket pitch. Under ten minutes' drive from the beaches, ferry, and the shops…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £1540

No. 10, Augustine's House in the South

Portsmouth, Isle of Wight

6

Ideally situated : No 10, Augustine House is a spacious home; near to beach & shops with 4 double rooms, and a loft room. kitchen - diner and a small lounge with virgin tv and wifi. Fully equipped with linen.Sunny garden. 2 bathrooms. And two loos!Available for 6 people (maybe…

  • Internet
  • Coast Nearby
Weekly from £1540

Fieldview 3 Bed Holiday Home with Country …

Wroxall, Isle of Wight

6

Welcome to FieldViews, Relax with the whole family at this peaceful place to stay.This is a holiday home where you get the entire place to yourselves. This property features beautiful field views with amazing wildlife from cows, sheep, red squirrels and different species of…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
Weekly from £1540

Old School Mews - Shanklin

Isle Of Wight

6

Old School Mews is part of a beautiful historic development and has been converted from an old school into a beautiful spacious characterful home.Light and spacious, the living area has an L-shaped sofa where you can put your feet up and enjoy the Smart TV and Netflix in front…

  • Pets Allowed
  • Internet
Weekly from £1533

San Rocco - a Dog Friendly …

Bembridge, Isle of Wight

6

The open plan kitchen/dining area is well equipped with gas hob, microwave, oven, large fridge and dishwasher. It has a breakfast bar and dining table.Through two open archways from the kitchen/dining area is the living room which has a portrait window and bi folding doors…

Weekly from £1526

Luxurious House,100% 5 * 3 Large En-suites …

Portsmouth, Isle of Wight

6

THREE LUXURY large double bedrooms, all with large en-suites, ideal for leisure or contractors/corporate let on a flexible or extended stay basis where required. Brand new, superior accommodation, bedroom suites fitted with personal secure access, with main house accessed by…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £1519

Garden Cottage (pet Friendly )

Ventnor, Isle of Wight

6

Garden Cottage is located across the yard from the other three Little Span Farm holiday properties. Dating from the 17th Century and built of stone, this holiday home is etched with character. The interior is well maintained, with white walls highlighting both the original…

  • Pets Allowed
  • Internet
Weekly from £1484

Wheatsheaf House, Cowes

Cowes, Isle of Wight

6

Located in Cowes, this vacation home lets you experience it all. Fans of nature and the outdoors will love being 39 minutes by car from Shanklin Beach and 52 minutes from Ventnor Beach. Cowes Harbour is an easy 6-minute walk away and Royal London Yacht Club is also a quick…

  • Internet
Weekly from £1428

Seabreeze House

Cowes, Isle of Wight

6

Nestled in Cowes, this vacation home brings it all within your reach. Fans of nature and the outdoors will love being 40 minutes by car from Shanklin Beach and 53 minutes from Ventnor Beach. Cowes Harbour is an easy 10-minute walk away and Royal London Yacht Club is also a…

  • Pets Allowed
  • Internet
Weekly from £1428

The Cottage a Superb Family Coastal Retreat

Bembridge, Isle of Wight

6

Loving furbished in to create the perfect light and welcoming semi-detached seaside holiday home, conveniently located between the harbour and the village centre of Bembridge, on the most easterly point of the Isle of Wight. You enter via a small porch area that leads you into…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £1407

Norlands Cottage - a Cottage That …

Yarmouth, Isle of Wight

6

Norlands Cottage is perfectly located with outstanding views from the house and peaceful sunny garden across to Yarmouth, the Solent and River Yar. It is beside a popular footpath that leads from your garden gate as far around the Island as you are tempted to explore; from an…

  • Pets Allowed
  • Coast Nearby
Weekly from £1407

Stylish 3br Cowes Cottage Close to the …

Cowes, Isle of Wight

6

Beautiful seaside cottage with a private garden in the heart of Cowes. Only a few mins walk from shops, restaurants, Red Jet Terminal, lots of local transport and of course the wonderful sailing facilities and marinas. A perfect base to explore the island and all our amazing…

  • Pets Allowed
  • Internet
Weekly from £1407

New for 2023 Cosy, Characterful Cottage in …

Brighstone, Isle of Wight

6

Moorlands cottage is located on the west of the island in an area of outstanding natural beauty. The peaceful location, access to beach, and beautiful cottage garden make it an ideal getaway for families. For those wanting an active getaway, the cottage is surrounded by walking…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £1400

Comfortable Family Home near Beach and Village …

Shanklin, Isle of Wight

6

Ideally located in the Seaside town of Shanklin, within easy walking distance of the beach, town centre, Old Village, Shanklin Chine and numerous restaurants. Relax in our sunny patio garden, or at our numerous sandy beaches. Once you are ready to explore, you can easily stroll…

  • Pets Allowed
  • Internet
Weekly from £1400

Holiday Home of Character Bembridge Isle of …

Bembridge, Isle of Wight

6

Just 200 yards from the Lane End Beach and located in the ever popular Lane End area of Bembridge - Countryfile Magazine's Village of the Year, Seawood Cottage is a wonderfully welcoming holiday home of character set on one floor with two double bedrooms and one twin…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £1372

We've found 741 properties

Explore the South of England

Diverse and beautiful, the Isle of Wight is great for walking, cycling, sailing and days on the beach. An ideal place for family holidays. Visit Osborne House, Queen Victoria's summer residence, and Carisbrooke Castle, or hunt out dinosaur fossils.

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