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

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Sea Breeze

Sea Breeze

Totland, Isle of Wight

8

Sea Breeze is a stunning, coastal residence with breath-taking views over Colwell Bay and The Solent, based in Totland, Isle of Wight. The property sits in what was the part of the Warden Point Battery (Fort Warden), built in 1860 and formed part of the Needles Passage defences;…

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Weekly from £1022
Chapel House

Chapel House

Chale, Isle of Wight

6

Set on the outskirts of Chale Green on the glorious south west coast of the Isle of Wight, you will find this outstanding church conversion, Chapel House. If you’re looking for complete luxury, with an immaculate attention to detail in keeping with the high-end quality that…

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Weekly from £1008
Tower Barn Cottage

Tower Barn Cottage

Ryde, Isle of Wight

6

Tower Barn Cottage is a Grade II listed, historic, property tucked away in Appley on the outskirts of Ryde on the beautiful Isle of Wight. Just a short stroll from the nearest amenities and a brief walk from Appley beach, this charming property boasts an impressive tower, an…

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Weekly from £971
House in Seaview, Isle of Wight

House In Seaview, Isle Of Wight

Seaview, Isle Of Wight

8

A lovely detached Tudor style house situated in a peaceful close of similar style houses. An ideal location with only short walks to the beaches of Seagrove and Priory bay, perfect for a family day out to enjoy activities from swimming in the sea to beach sports and sailing.…

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Weekly from £962
Morningside

Morningside

Totland Bay, Isle of Wight

10

Morningside is a lovely, detached property resting in the coastal town of Totland Bay. Close to local amenities and attractions, this welcoming abode is ideal for a family or a group of friends looking for a getaway to the Isle of Wight. Park off-road and be welcomed into this…

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Weekly from £960
House in East Cowes, Isle of Wight

House In East Cowes, Isle Of Wight

East Cowes, Isle Of Wight

8

Set just a short walk away from the Medina River, this stylish period property has access to all that East Cowes and Cowes has to offer. This area is known for its strong links to the sailing community and there are many events to enjoy throughout the summer months. Cowes, which…

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  • Open Fire
  • Sky TV
Weekly from £948
Cottage in Shanklin, Isle of Wight

Cottage In Shanklin, Isle Of Wight

Shanklin, Isle Of Wight

6

This superb cottage dating back to 1880 features dazzling sea views from all of the main rooms. Located in a quiet and attractive part of town, at the end of a no through road without passing traffic, the accommodation is artfully decorated and arranged over three floors. Close…

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Weekly from £936
Cottage in Bembridge, Isle of Wight

Cottage In Bembridge, Isle Of Wight

Bembridge, Isle Of Wight

8

Located in a gorgeous rural area, this property is just a short walk from the sandy beach of Whitecliff Bay one of the best beaches on the island. Set out on foot or bicycle from the property and make your way up to Culver Down, a stunning spot offering panoramic coastal views…

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Weekly from £920
The Haven

The Haven

Ventnor, Isle of Wight

10

The Haven is a luxuriously appointed, detached holiday house located to the South of the Isle of Wight within an area known for its Mediterranean-style climate and areas of natural beauty. There is plenty to see and do on the Isle of Wight, the secluded Steephill Cove is a five…

Weekly from £917
Cottage in Yarmouth, Isle of Wight

Cottage In Yarmouth, Isle Of Wight

Yarmouth, Isle Of Wight

7

This stylish cottage, both wheelchair accessible and pet friendly, is located in the popular sailing town of Yarmouth, a fantastic base from which to explore all that s on offer on the Isle of Wight. There is so much to see when you visit this beautiful island. Why not take a…

  • Hot Tub / Jacuzzi
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Weekly from £910
Cottage in Bembridge, Isle of Wight

Cottage In Bembridge, Isle Of Wight

Bembridge, Isle Of Wight

7

The small seaside village of Bembridge is a tranquil holiday location on the east of the Isle of Wight nestling between the larger resorts of Seaview and Sandown, both of which have beautiful beaches. The village has a great range of small shops and places to eat or drink and is…

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Weekly from £905
Sweet Briars

Sweet Briars

Chale, Isle of Wight

8

A wonderful coast and country family home with spectacular nurtured gardens in the village of Chale on the South West coast of the Isle of Wight. Traditionally laid out with a lovely country kitchen fitted with all required appliances, with a back door into the garden. Walk…

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Weekly from £905
The Pepper Pot Retreat

The Pepper Pot Retreat

Head Down Near Niton, Isle of Wight

4

Niton 1 mile. The Pepper Pot Retreat is a charming, single-storey abode settled into the countryside of Head Down, near Niton. With ample amenities and plenty of local attractions, this property is ideal for a couple, friends, or a family looking for a getaway to the Isle of…

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Weekly from £881
Orchard Leigh Villa

Orchard Leigh Villa

Ventnor, Isle of Wight

10

Located in beautiful Bonchurch on the south side of the Isle of Wight, only steps away from the pretty village pond which is fed by a spring, and a short stroll from the beach, a stay at Orchard Leigh Villa is certainly a special experience. The heart of the spacious…

Weekly from £867
Cottage in Ventnor, Isle of Wight

Cottage In Ventnor, Isle Of Wight

Ventnor, Isle Of Wight

6

This perfect family bolthole is set in a peaceful location on the fringes of the pretty village of Niton. Situated in an Area of Outstanding Natural Beauty and with a network of routes leading directly from the property, this is the ideal base for days spent rambling or cycling.…

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Weekly from £828
19 Clatterford Shute

19 Clatterford Shute

Carisbrooke, Isle of Wight

8

Sitting on the outskirts of Carisbrooke, Isle of Wight is this thatched, detached cottage of 19 Clatterford Shute. Resting behind the iconic Carisbrooke Castle, this medieval cottage is a charming base for a family of eight's Isle of Wight break, with rustic beams and original…

  • Pets Allowed
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Weekly from £821
Hillside Farm Retreat

Hillside Farm Retreat

Niton, Isle of Wight

2

Benefitting from the tranquillity of Isle of Wight’s countryside in Niton is the wonderful Hillside Farm Retreat. This dog-friendly, single-storey holiday home boasts a welcoming interior completed by a sumptuous double bedroom, enclosed garden with furniture and barbecue and…

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  • Baby Friendly
  • Internet
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Weekly from £817
Cottage in Newport, Isle of Wight

Cottage In Newport, Isle Of Wight

Newport, Isle Of Wight

7

This stylish character period property is a home from home and provides guests with a mix of country, coast, and the town of Newport just 2 miles away. The famous cycle path which runs from Sandown to Cowes is easily accessible from your doorstep and is perfect for walkers,…

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Weekly from £810
Topsails

Topsails

Totland Bay, Isle of Wight

8

Topsails is a splendid, detached property set in an enviable location in the village of Freshwater, Isle of Wight. Just a moment’s stroll from the beautiful Colwell Bay and the famous Hut Restaurant, this dog-friendly cottage is a fantastic retreat for a family looking to…

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Weekly from £803
Cottage in Newchurch, Isle of Wight

Cottage In Newchurch, Isle Of Wight

Newchurch, Isle Of Wight

10

Nestling in an Area of Outstanding Natural Beauty in the East Wight countryside, this fantastic property offers uninterrupted views across the Yar Valley to the Ventnor Downs. This is a haven for wild life, with an abundance of rabbits, pheasants and numerous other birds. Red…

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Weekly from £796

We've found 831 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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