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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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2 Hope Cottages, Family Friendly, with a …

St Helens, Isle of Wight

4

This former fisherman's cottage is located in the village of St Helens on the Isle of Wight, sleeping 4 people in 2 bedrooms.2 Hope Cottages is a former fisherman's cottage, located in the village of St Helens on the Isle of Wight. The cottage sleeps four people in two bedrooms…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £469

2 Bedroom Accommodation in Rookley Village

Rookley Village, Isle of Wight

4

Enjoy a Luxury Island Cottage, wonderfully styled cottages feature inviting open plan living space with fully equipped kitchens and comfy furnishings for a relaxing stay. The property has one double and one twin room. All have a family shower room and an outside seating area.…

  • Swimming Pool
  • Internet
Weekly from £469

4 the Old Post Office Mews, Family …

Brading, Isle of Wight

4

Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.4 The Old Post Office Mews is a quality mews cottage in Brading town. It has a double and a twin, and a family bathroom. Downstairs is an open plan living area with kitchen, dining area…

  • Baby Friendly
  • Internet
Weekly from £462

The Carthouse, Family Friendly, Character Holiday Cottage …

Newport, Isle of Wight

4

A converted cart house, located on a mixed working farm, on the edge of the village of Shorwell on the Isle of Wight, sleeping 4 people in 2 bedrooms.The Carthouse is a converted cart house, located on a mixed working farm, on the edge of the village of Shorwell on the Isle of…

  • Baby Friendly
  • Internet
Weekly from £455

2 Bedroom Accommodation in Sandown

Sandown, Isle of Wight

4

Spacious 12ft wide caravan with one double and one twin. Shower. Open plan kitchen, living and dining area. . Enjoying a tranquil rural setting in mature woodland, this small, family run park sits just 2 miles from the sandy beaches of Sandown and Shanklin. You are ideally…

  • Internet
  • Coast Nearby
Weekly from £455

2 Bedroom Accommodation in Sandown

Sandown, Isle of Wight

4

Caravan with one double and one twin. Shower. Open plan kitchen, living and dining area.. Enjoying a tranquil rural setting in mature woodland, this small, family run park sits just 2 miles from the sandy beaches of Sandown and Shanklin. You are ideally placed for exploring the…

  • Internet
  • Coast Nearby
Weekly from £448

6 Yarmouth Cottages, Pet Friendly, with a …

Freshwater, Isle of Wight

4

This end-terrace cottage rests just outside of Freshwater on the Isle of Wight, and can sleep up to two or four people in two bedrooms.6 Yarmouth Cottages is a property in the hamlet of Norton Green on the Isle of Wight. It offers two bedrooms which includes a ground-floor twin…

  • Pets Allowed
Weekly from £434

1 the Stables, with a Garden in …

Ryde, Isle of Wight

4

This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep four people in two bedrooms.1 The Stables is a ground floor barn conversion cottage just two miles from the town of Ryde on the Isle of Wight. The cottage sleeps four people and has one…

  • Baby Friendly
  • Internet
Weekly from £434

Wee Cot, Pet Friendly, Character Holiday Cottage …

Sandown, Isle of Wight

4

This cottage is located in the village of Brading near Sandown and can sleep four people in two bedrooms.Wee Cot is a charming accommodation resting in the village of Brading on the Isle of Wight. Hosting two bedrooms; a double and a twin, along with a family bathroom, this…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £427

2 Bedroom Accommodation in Totland Bay

Totland Bay, Isle of Wight

4

A stylish two bedroom bungalow with off road parking and electric vehicle charging point.. All on the ground floor.Living room: With wood burner, 55" Smart 4K TV with Netflix, Blu-ray player and bluetooth soundbar.Kitchen/dining room: With gas range, microwave, fridge, freezer,…

  • Internet
  • Coast Nearby
  • Open Fire
  • EV Charging
Weekly from £413

2 Bedroom Accommodation in Ventnor

Ventnor, Isle of Wight

4

Located 20 yards from the sandy beaches, this comfortable apartment is set along the esplanade, where great local amenities can be found.. 10 steps to entrance.All on the first floor.Open plan living space:Living area: With TV, DVD player, CD player and patio doors leading to…

  • Coast Nearby
Weekly from £413

2 Bedroom Accommodation in Freshwater

Freshwater, Isle of Wight

4

A characterful and homely stone cottage in a peaceful setting. Perfect for couples and families wishing to enjoy the West Wight.. Ground Floor.Open plan living space: With beams.Living area: With wood burner, Freeview Smart TV with Netflix.Dining area.Kitchen area:…

  • Swimming Pool
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £392

57 Cliff End, Family Friendly in Freshwater

Freshwater, Isle of Wight

4

This delightful semi-detached chalet rests in Freshwater, Isle of Wight and can sleep four people in two bedrooms.57 Cliff End is a lovely semi-detached chalet in Freshwater, Isle of Wight. Set on the ground floor, there are two bedrooms: one double and one twin, sleeping a…

  • Baby Friendly
  • Coast Nearby
Weekly from £336

Little Haven

Shanklin, Isle of Wight

5

Nestled in the popular coastal town of Shanklin on the Isle of Wight, is this contemporary, two-bedroom, ground-floor apartment, Little Haven. Enjoying a wonderful location just moment’s away from Shanklin’s glorious beach and the local amenities, Apartment 1 Somerville…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £702

Bishops Retreat

Ventnor, Isle of Wight

5

Nestled in the charming seaside town of Ventnor, boasting a beach and spectacular scenery to explore, is this beautiful ground-floor 1860’s church-conversion, Bishops Retreat. Enjoying a central location within the Victorian town and impeccable interior design, perfectly…

  • Internet
  • Pub Nearby
  • Coast Nearby
Weekly from £652

Amarone

Seaview, Isle of Wight

5

Amarone is a picturesque, three-bedroom eco lodge in Pondwell, on the outskirts of Seaview, Isle of Wight. With easy access to idyllic beaches and overlooking the popular Mermaid Gin Distillery vineyard, Amarone is ideal for couples or families looking to explore the Isle of…

  • Internet
  • Pub Nearby
  • Coast Nearby
  • Eco-Friendly
Weekly from £642

Champagne

Seaview, Isle of Wight

5

Nestled in Pondwell, on the outskirts of Seaview, Isle of Wight, is this beautifully appointed, three-bedroom eco lodge, Champagne. Enjoying a fabulous location just moments away from the coast and breath-taking views looking out over the popular Mermaid Gin Distillery vineyard,…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
  • Coast Nearby
  • Eco-Friendly
Weekly from £642

The Coach House

Newport, Isle of Wight

5

This one-of-a-kind characterful coach house rests close to Carisbrooke Castle and the main house is where JMW Turner is believed to have painted a landscape of the notable building. The charming exterior sets a scene for the cottage upon arrival and this continues as you wander…

  • Hot Tub / Jacuzzi
  • Internet
  • Pub Nearby
Weekly from £628

Gurnard Cottage

Ventnor, Isle of Wight

5

In association with Trinity House, we are proud to present St Catherine's Lighthouse in Niton, the Isle of Wight.

  • Pets Allowed
  • Baby Friendly
  • Pub Nearby
Weekly from £596

Penda Cottage

Ventnor, Isle of Wight

5

This is the end cottage to the west on the St Catherine’s Lighthouse site and offers accommodation for five guests. It features entrance hall, sitting room, dining room, fully fitted kitchen, bathroom, double bedroom, twin bedroom and single bedroom.

  • Pets Allowed
  • Baby Friendly
  • Pub Nearby
Weekly from £596

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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