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

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Culver Down Manor

Culver Down Manor

Isle Of Wight, Isle of Wight

14

One of the Isle of Wight's most exceptional properties, Culver Down Manor is an elegant art-deco mansion overlooking Sandown Bay from a prime clifftop setting. Built in the 1920's, this building maintains glorious original features, including huge shimmering garden water…

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Weekly from £3761
Aquanaut

Aquanaut

Gurnard, Isle of Wight

8

Nestled in a tranquil part of Gurnard, a mile and a half from the amenities of Cowes on the Isle of Wight, lies this luxury, detached villa, Aquanaut. Boasting three floors of contemporary living, this stunning holiday home has been superbly presented throughout, ideal for those…

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  • Coast Nearby
Weekly from £2265
The Orchards

The Orchards

Ventnor, Isle of Wight

22

Located in Bonchurch on the south side of the island, only steps away from the pretty village pond, and a stroll away from Bonchurch Beach, a stay at The Orchards allows large family groups of up to 22 guests to enjoy the impressive accommodation that these three neighbouring…

Weekly from £1973
Oak Cliff Place

Oak Cliff Place

Ryde, Isle of Wight

16

Oak Cliff Place is a magnificent Victorian detached house, wonderfully private with stunning uninterrupted views over the Solent to Portsmouth. Light-filled, high-ceilinged and spacious, it is set in an elevated position within five acres of land including its own small wood. To…

Weekly from £1809
Dunnose Magna

Dunnose Magna

Shanklin, Isle of Wight

8

Ventnor 1.3 miles, Shanklin 1.3 miles. This stunning stone cottage with thatched roof is based in Luccombe Chine on the Isle of Wight. Stepping through the front door, you will be greeted to a spacious entrance hall, with stunning marble flooring with additional dining for…

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  • Open Fire
Weekly from £1713
House in Cowes, Isle of Wight

House In Cowes, Isle Of Wight

Cowes, Isle Of Wight

12

Set just a short walk from the sea front, this beautiful period house offers easy access to all that popular Cowes has to offer. This area is known for its strong links to the sailing community and there are many events to enjoy, including Regatta s and races, which are peppered…

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Weekly from £1615
House in Cowes, Isle of Wight

House In Cowes, Isle Of Wight

Cowes, Isle Of Wight

12

This gorgeous townhouse is situated perfectly on the high street, allowing you to immerse yourself in the hustle and bustle of the famous sailing town of Cowes, which offers a great selection of bars, restaurants, cafés and shops. Cowes is well known for its affiliation with…

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Weekly from £1615
House in Sandown, Isle of Wight

House In Sandown, Isle Of Wight

Sandown, Isle Of Wight

10

Sandown Bay and the surrounding areas are renowned for their long sandy beaches where there is plenty to see and do. Take your pick of the huge array of local amenities on offer including the beach itself, Sandown pier and arcade, restaurants and cafes as well as beautiful…

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  • Open Fire
Weekly from £1565
Brook Farmhouse

Brook Farmhouse

Brook, Isle of Wight

11

Situated at the heart of the stunning South Wight Jurassic Coastline lies the small quaint village of Brook, home to Brook Farmhouse cottages. The grand Brook Farmhouse has been refurbished to an exceptionally high standard to create a superb and spacious home from home for…

Weekly from £1475
Cottage in Wootton Bridge, Isle of Wight

Cottage In Wootton Bridge, Isle Of Wight

Wootton Bridge, Isle Of Wight

8

Wootton has several small shops and a few public houses, some even featuring restaurants overlooking the pretty estuary. Some great walking and cycling routes are within easy reach of the property. The golden beaches of the seaside resort of Ryde are within a short drive.…

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Weekly from £1439
Burwyns

Burwyns

Ventnor, Isle of Wight

16

Burwyns, an impressive, six-bedroom escape is nestled atop Ventnor on the Isle of Wight. Tailor-made for both friends and families, providing an ideal base to discover the breathtaking Isle of Wight Area of Outstanding Natural Beauty (AONB) and savour panoramic sea views.…

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Weekly from £1347
Waterfall

Waterfall

Ventnor, Isle of Wight

12

This impressive property is in an excellent location with most of the rooms having stunning sea views. With a first-floor sun terrace, a glass fronted summer room and an attractive front garden with dining furniture, guests can really appreciate how special it is to be beside…

Weekly from £1327
Cottage in Bonchurch, Isle of Wight

Cottage In Bonchurch, Isle Of Wight

Bonchurch, Isle Of Wight

6

This bright and airy cottage is situated in Bonchurch, a small seaside hamlet with a pebble beach which is sometimes sandy at low tide. It boasts wonderful sea views and stands adjacent to the pedestrian only promenade. The village centre is a short walk away where you ll find a…

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Weekly from £1273
Cottage in Bowcombe, Isle of Wight

Cottage In Bowcombe, Isle Of Wight

Bowcombe, Isle Of Wight

7

This lovely stone cottage is situated in the small, rural hamlet of Bowcombe within the Bowcombe Valley designated an Area of Outstanding Natural Beauty. It lies between Shorwell and Carisbrooke, with its superb medieval castle. Just a short drive away, both villages feature…

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Weekly from £1260
The Old Dairy

The Old Dairy

Wroxall Near Ventnor, Isle of Wight

12

Ventnor 3.1 miles. The Old Dairy is a stunning, contemporary barn conversion resting in the rural outskirts of Wroxall, near Ventnor, offering off-road parking and sleek accommodation for a large group or family looking for a picturesque escape to the Isle of Wight. Park up…

  • Pets Allowed
  • Internet
Weekly from £1244
Compton Grange

Compton Grange

Freshwater, Isle of Wight

8

Positioned in an Area of Outstanding Natural Beauty (AONB) on the south coast of the Isle of Wight, Compton Grange is truly unique. The house stands alone, surrounded by National Trust downland and a short walk down the drive to Compton Bay, with its two mile stretch of sandy…

  • Pets Allowed
  • Internet
  • Coast Nearby
Weekly from £1171
Cottage in Whitwell, Isle of Wight

Cottage In Whitwell, Isle Of Wight

Whitwell, Isle Of Wight

9

Superbly located in a small valley surrounded by beautiful countryside, this farmhouse is in an ideal position for exploring everything the Isle of Wight has to offer. It s a haven for wildlife, and a wonderful walking and cycling area, with private paths across the farm that…

  • Internet
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  • Open Fire
Weekly from £1128
Cottage in Shanklin, Isle of Wight

Cottage In Shanklin, Isle Of Wight

Shanklin, Isle Of Wight

9

There s nothing better than getting away from it all with your nearest and dearest. This spectacular eighteenth century cottage is situated in a quiet, leafy lane in gorgeous countryside on the outskirts of Shanklin. It s a fabulous cycling and walking area. You can stomp along…

  • Internet
  • Coast Nearby
  • Open Fire
Weekly from £1121
Dapple Cottage

Dapple Cottage

Brook, Isle of Wight

4

Wonderfully and conveniently situated on the South Wight Jurassic Coastline lies the small unspoiled village of Brook, home to the lovely collection of Brook Farmhouse Cottages. One of this unique selection of converted cottages, Dapple Cottage has been lovingly and tastefully…

Weekly from £1095
The Haven

The Haven

Ventnor, Isle of Wight

10

This luxurious detached house in Ventnor is in the south of the Isle of Wight, in an area known for its Mediterranean type climate. Secluded Steephill Cove is a five minute stroll away and Ventnor Botanical Gardens are just a two minute walk.

  • Pets Allowed
  • Baby Friendly
  • Pub Nearby
Weekly from £1061

We've found 857 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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