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

Accommodation sleeping 5 or more people

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4 Bedroom Accommodation in Wootton

Wootton, Isle of Wight

5

A Grade II listed refurbished house with wood burner and ample parking.. Ground Floor:Living/dining room: With wood burner, 43" Smart TV, DVD player, a selection of DVDs and books, and French doors leading to garden.Kitchen: With breakfast bar, Smeg electric oven, induction hob,…

  • Pets Allowed
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £1022

A Beautiful Three Bed Town House On …

Shanklin, Isle of Wight

5

The Beach House, Shanklin is a beautiful three story self-catering holiday home situated in the heart of the ever popular and thriving Shanklin Seafront. With it being a mere stone’s throw from one of the Isle of Wight’s best known stretches of golden sands and set against a…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £994

Whitestones - a Bungalow That Sleeps …

Newport, Isle of Wight

5

This delightful 3 bedroom chalet bungalow is situated in an Area of Outstanding Natural Beauty set in a rural location with sleeping for up to 7 guests and is ideal for a relaxing and peaceful holiday.Brighstone is half way along the coastal route between Ventnor and Freshwater…

Weekly from £973

4 the Old Smithy, Family Friendly, with …

Freshwater, Isle of Wight

5

A semi-detached eco house located in Freshwater on the Isle of Wight that sleeps six people in three bedrooms.4 The Old Smithy is a modern contemporary semi-detached house in Freshwater, Isle of Wight. It holds three bedrooms including a king-size double, a double and a single,…

  • Swimming Pool
  • Internet
  • Coast Nearby
Weekly from £966

West Winnowing

Niton Undercliff, Ventnor, Isle of Wight

5

West Winnowing is an ideal place to stay for 5 people paying a visit to the Isle of Wight, with spectacular views and a convenient location in the tranquil village of Niton, just 5 miles from the popular seaside resort of Ventnor. Savour the sight of the sea and St Catherine's…

Weekly from £943

Ye Olde Cottage - a Cottage …

Niton, Isle of Wight

5

Let Friday to Friday, to allow the advantage of a full week-end away, this 3 bedroom, 17th Century, Grade ll Listed, stone thatched cottage is situated in the heart of Niton village.Boasting a wealth of original features - exposed beams, stone fireplaces and alcoves to snuggle…

  • Baby Friendly
  • Open Fire
Weekly from £889

Cliffway, Peaceful, Own Gdn, Seaviews, 5min Walk/beach

Totland, Isle of Wight

5

OVERVIEW: Short breaks available min 4 nights to end May 22, please enquire. Take the opportunity to get away for a few days. Catching the ferry is just like going abroad! Cliffway is the best property of its type in the Totland area & is in a prime location, close to the…

  • Hot Tub / Jacuzzi
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £868

By the Beach & Lake, 4 Beds …

Portsmouth, Isle of Wight

5

A perfect 2 bedroom 2nd floor apartment, sleeping up to 5, with off road parking Enjoying a sea view whilst seated at the dining table in the bay window or a leisurely walk around Canoe Lake post breakfast only a stones throw away from the front door. Closest supermarket is…

  • Internet
Weekly from £854

Luxury Yurt On the Garlic Farm …

Newchurch, Isle of Wight

5

Our beautiful yurts have been handmade on the Isle of Wight and sit in a private field up behind the farm. They're perfect for couples and small families of 4. However, they can sleep up to 5 in one kingsize double bed downstairs up to 3 full size single mattresses upstairs.…

  • Baby Friendly
  • Open Fire
Weekly from £847

The Coach House, Pet Friendly, with Hot …

Newport, Isle of Wight

5

This cottage is located in the village of Newport near Cowes, and can sleep five people in three bedrooms.The Coach House is a delightful cottage situated near the village of Cowes, Isle of Wight. Hosting three bedrooms; a double, a twin, and a single, along with a family…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
Weekly from £840

2 Bedroom Accommodation in Freshwater, near Totland

Freshwater, Near Totland, Isle of Wight

5

This stylish property has open plan accommodation on the first floor and is just a mile from the sea and stunning Freshwater Bay.. Step to entrance.Ground Floor:Bedroom 1: With double bed and Freeview TV.Bedroom 2: With double bed, single bed and Freeview TV.Separate…

  • Pets Allowed
  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £805

The Lobster Pot, Family Friendly, with a …

Ventnor, Isle of Wight

5

A semi-detached stone cottage, situated between St Lawrence and Ventnor, on the Isle of Wight, with two bedrooms accommodating up to five people.The Lobster Pot is a wonderful family holiday home, situated a five-minute walk from the beach between St Lawrence and Ventnor, on The…

  • Baby Friendly
  • Internet
  • Coast Nearby
Weekly from £756

Coastguard Cottage with Stunning Sea Views

Yarmouth, Isle of Wight

5

Solent Cottage is a three-bedroom cottage overlooking the sea with amazing sea views from the master bedroom and the living room. Packed with lots of original feature and charm, Solent Cottage is perfect for groups of friends who want the privacy of an extra bedroom, or for…

  • Internet
  • Coast Nearby
Weekly from £756

3 Bedroom Accommodation in Carisbrooke

Carisbrooke, Isle of Wight

5

Grove Barn is beautiful barn conversion in the stunning village of Carisbrooke, a lovely village on the outskirts of the Islands capital, Newport. Carisbrooke is best known as the site of Carisbrooke Castle.. Ground Floor:Living room: With wood burner and Smart TV.Kitchen: With…

  • Pets Allowed
  • Hot Tub / Jacuzzi
  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £728

2 Bedroom Accommodation in Havenstreet

Havenstreet, Isle of Wight

5

New for 2023, Longford Cottage is a stunning holiday home in a gorgeous village on the Isle of Wight and the coast.. Ground Floor:Sonos speakers throughout.Living room: With Freeview Smart TV.Kitchen: With electric oven, gas hob, microwave, fridge/freezer, dishwasher, coffee…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £728

The Old Club House

St. Helens, Isle Of Wight

5

The Old Club House was once the clubhouse for the Royal Isle of Wight Golf Club. Opened in 1882, the club was a popular haunt for celebrities and Royals. Now a holiday cottage, the Old Club House has been adapted for accompanied disabled visitors.Sit outside on the verandah and…

Weekly from £699

Fieldside, Pet Friendly, with a Garden in …

Totland Bay, Isle of Wight

5

This welcoming semi-detached holiday cottage is in the area of Totland on the Isle of Wight and can sleep six people in three bedrooms.Fieldside is a lovely holiday cottage located near to Totland on the Isle of Wight. The cottage can sleep six people with three bedrooms…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £658

The Bays - a Cottage That …

Newport, Isle of Wight

5

Situated in the small village of Bowcombe close to the centre of the Island and only two miles from the County Town of Newport you will find 'The Bay', this is the perfect place to unwind, with far reaching countryside surrounding the property, an idyllic place to head off on…

Weekly from £630

Cosy Two Bedroom House !in Baffins!

Portsmouth, Isle of Wight

5

Relax away from the crowds at this peaceful, cosy place to stay. Centrally located but in a quiet residential area close to beautiful parks, local shops and cafes and a short walk to the Sea Shore at Langstone Harbour. Easily accessible to all the amenities of Portsmouth and…

  • Pets Allowed
  • Internet
Weekly from £623

Irex

Totland Bay, Isle Of Wight

5

Irex feels exceptionally cosy, especially when a storm is brewing on the horizon and the fire crackles inside. It’s one in a row of former coastguard cottages high on the cliffs of Totland Bay surrounded only by sea views, sheer chalk cliffs and open…

Weekly from £599

We've found 468 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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