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

Accommodation sleeping 8 or more people

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Orchard Leigh Grange

Ventnor, Isle of Wight

8

Built in 1860, this elegant Victorian holiday house is well positioned within the popular and pretty village of Bonchurch which is located in the South of the Isle of Wight, within an area known for its micro-climate, natural beauty and abundant flora and fauna. The spacious…

Weekly from £728

Little Duxmore Barn

Ryde, Isle of Wight

8

Little Duxmore Barn has been beautifully converted to provide a heart-warming getaway amidst the lush countryside of the Isle of Wight. Bring friends, family and couples together to this wonderfully secluded cottage for a relaxing break or an adventure-filled holiday. Spend many…

  • Baby Friendly
  • Internet
Weekly from £717

House In East Cowes, Isle Of Wight

East Cowes, Isle Of Wight

8

This property sits in the calm surroundings of a beautiful harbour where water flows in from the River Medina. This home from home provides guests with easy access to some of the island's most popular attractions; it is close to the historic Osborne House (3.5 miles) where you…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £709

West View

Shorwell, Isle of Wight

8

Set at the heart of Shorwell, a charming village just a short drive from the coast on the Isle of Wight rests the delightful, Grade II listed cottage of West View. Thoughtfully-preserved and maintaining much of its original charm, this historic property enjoys its own furnished…

  • Baby Friendly
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £663

Cottage In Ventnor, Isle Of Wight

Ventnor, Isle Of Wight

8

This property is located in one of the Isle of Wight s most beautiful hidden gems: the pretty seaside hamlet of Steephill Cove, just over a mile outside the popular town of Ventnor. The nearby beach at Steephill Cove is accessible only on foot, and therefore offers a tranquil…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £650

5 The Mall

Sandown, Isle of Wight

8

Set in an enviable position on the outskirts of Sandown seaside resort on the Isle of Wight is this delightful detached house. Ideal for families or groups of friends of all ages, this charming property offers spectacular views from a beautifully furnished house. This property…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £634

Station Avenue

Sandown, Isle of Wight

8

Station Avenue is a stylish Victorian home situated in the coastal town of Sandown on the Isle of Wight. This pet-friendly abode welcomes friends, couples, and up to 2 dogs, and is just a short stroll from a golden stretch of beach and amenities. With high ceilings, beams, and…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £615

Cottage In Shanklin, Isle Of Wight

Shanklin, Isle Of Wight

8

The lovely resort of Shanklin is famous for its long, golden sandy beach which forms a delightful bay, and for the historic and picturesque Shanklin Old Town, with its thatched cottages, tearooms and the beautiful chine. This idyllic holiday location is on the east side of the…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £610

Cottage In Newport, Isle Of Wight

Newport, Isle Of Wight

8

This lovely holiday home is located in a peaceful, rural location and forms part of a fantastic horse riding school and farm. It s surrounded by acres of stunning island countryside and as the farm is set down from the road, you can completely immerse yourself in this rural…

  • Internet
  • Pub Nearby
Weekly from £605

Beachcombers

Ventnor, Isle of Wight

8

Adjoined to The Lobster Pot, and the largest of the three cottages that make up Bank End Farm Cottages, this lovely stone cottage enjoys spectacular views from the master bedroom and a large beamed sitting room, both on the first floor. There are a further three bedrooms on the…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £564

Aquanaut, Pet Friendly, Luxury Holiday Cottage in …

Cowes, Isle of Wight

8

This detached villa sits in the village of Gurnard, close to Cowes on the Isle of Wight and can sleep eight people in four bedrooms. Aquanaut is a detached villa resting in the village of Gurnard on the Isle of Wight. Hosting four bedrooms, including two king-size doubles with…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Coast Nearby
  • EV Charging
Weekly from £5264

Location! Lane End Road Bembridge Isle of …

Bembridge, Isle of Wight

8

In the ever popular Lane End area of Bembridge, Seacroft Cottage is a great holiday home with a good size well maintained garden that's ideal for families.A traditional Bembridge house decorated and well maintained by the current owners to enable memorable family holidays in…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £4900

Tides Reach, Popular 5 Bedroom Holiday Home …

Bembridge, Isle of Wight

8

Tides Reach Bembridge is a comfortable, modern well furnished five bedroom holiday home just a minute walk away from the village centre and three minutes to Bembridge Harbour and the beaches.Ideally located for a family holiday the house is in excellent decorative order…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £3913

The Old Radar Station, St Boniface Down …

Ventnor, Isle of Wight

8

Set on the highest point of the Island, you have the opportunity to stay in an extraordinary piece of British history. This recently converted WW2 Receiver Station formed a critical part of the UK s Chain Home Radar Early Warning System."I think we can say that the Battle of…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £3675

The Poppies - a House That …

Brighstone, Isle of Wight

8

**New release - from July 2022**In a peaceful setting, within the heart of the beautiful village of Brighstone, this stunning 2020 Grade II listed barn conversion (with a history dating back to the 15th century) combines character features with a high standard of modern…

  • Internet
Weekly from £3080

Perfect Retreat in Luxury & Historical Manor …

Binstead, Ryde, Isle of Wight

8

Welcome to our spacious, seaside Victorian Manor. Nestled in the peaceful, protected ancient woodland in Binstead, it provides the perfect balance between the countryside, seaside. A perfect getaway for up to 8 guests. It features a kitchen with an Aga, a grand living area with…

  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £2947

St Rhadagunds Cottage East (pet Friendly )

Ventnor, Isle of Wight

8

St Rhadagunds Cottage East, is a well presented, dog friendly holiday home that can comfortably accommodate up to eight guests, it has a double bedroom with en-suite facilities on the ground floor, ideal for less mobile visitors. There's also a well-equipped kitchen leading…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Open Fire
Weekly from £2821

Solent Heights Modern Luxury with Hot Tub …

Portsmouth, Isle of Wight

8

This beautiful house is newly built with spacious and beautifully done rooms. With modern facilities such as smart tvs, underfloor heating & more this is a lovely place to stay with family and friends.The garden is great in the summer months with the bbq, outdoor furniture and…

  • Pets Allowed
  • Swimming Pool
  • Internet
Weekly from £2541

The Sanctuary - a House That …

Sandown, Isle of Wight

8

The Sanctuary, Sandown is an attractive four storey town house situated in a pleasant tree lined street within 150 metres of the beach and High Street, with easy access to a wide variety of facilities, including shops, pubs, restaurants and cafes. Built in 2012, the property is…

  • Swimming Pool
  • Baby Friendly
  • Coast Nearby
Weekly from £2527

Home Farm Cottage, Pet Friendly, with a …

Shanklin, Isle of Wight

8

This charming cottage rests in Shanklin, Isle of Wight and can sleep eight people in four bedrooms.Home Farm Cottage is a wonderful, detached cottage resting in Shanklin, Isle of Wight. Hosting four bedrooms, including three doubles, one with an en-suite cloakroom and a bunk…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £2464

We've found 150 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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