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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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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
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Weekly from £1171

House In Seaview, Isle Of Wight

Seaview, Isle Of Wight

8

This captivating home sits in a commanding position with stunning sea views. The village has its own sand and pebble beaches and the best crabbing pools on the Isle of Wight! There is a well stocked community shop and several cafés and restaurants. Take the short three mile…

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Weekly from £1054

Altair

Colwell Bay Near Freshwater, Isle of Wight

8

Freshwater 0.8 miles. Nestled in the idyllic location of Colwell Bay, near Freshwater, Isle of Wight is this delightful four-bedroom abode, Altair. Just paces to Colwell Bay beach, this lovely property boasts a gated private driveway for two cars, an enclosed garden, and close…

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Weekly from £1050

Low Tide Loft

Colwell Bay Near Freshwater, Isle of Wight

8

Freshwater 1.3 miles. Low Tide Loft is a charming retreat situated in the picturesque Colwell Bay, Isle of Wight. Just a stroll from the beach and a short drive to Freshwater town, this family-friendly haven offers off-road parking for two cars and welcomes one well-behaved pet.…

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Weekly from £1040

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

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

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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  • Sky TV
Weekly from £948

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

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

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…

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Weekly from £821

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 Ningwood, Isle Of Wight

Ningwood, Isle Of Wight

8

Located a few miles inland, the village of Shalfleet is a quiet haven in the West Wight countryside. There is a welcoming pub in the village, as well as a handy village store, and a farm shop offering fresh local produce. Four miles to the west of the village, the town of…

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Weekly from £792

House In Shanklin, Isle Of Wight

Shanklin, Isle Of Wight

8

A spacious Edwardian property containing period features with its high ceilings, this wonderful family home is in the one of the most popular holiday destinations on the Isle of Wight, Shanklin. There is so much to do and see here, whether you are holidaying as a family or a…

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Weekly from £778

Cottage In Whitwell, Isle Of Wight

Whitwell, Isle Of Wight

8

Set in the heart of Whitwell and 3 miles north west of Ventnor, this area is a great choice for cyclists and walkers with fantastic routes to be explored, many boasting panoramic views and a wealth of wildlife. Within the village you will find the oldest pub on the island,…

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Weekly from £778

Byewater

Ryde, Isle of Wight

8

Ryde 2.9 miles. Nestled on the water's edge, Byewater in Fishbourne, near Ryde, on the Isle of Wight is the perfect spot for a peaceful getaway nd beautiful Creek views. This pet-friendly bungalow offers a truly unique experience, with a deck under oak trees where you can spot…

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Weekly from £764

Cottage In Cowes, Isle Of Wight

Cowes, Isle Of Wight

8

This converted barn is situated in a rural yet central location on the Isle of Wight, the perfect spot from which to explore a whole range of the island s beautiful attractions at ease. Enjoy the crackle of twigs under feet through various woodland walks, or glide on a bike…

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  • Open Fire
Weekly from £760

Cottage In Seaview, Isle Of Wight

Seaview, Isle Of Wight

8

This delightful detached New England style house is just a short walk from the tranquil and sandy beaches of Priory Bay and Seagrove Bay where you can enjoy swimming, paddling, rock pooling or playing in the sand. This is a beautiful coastal area and the nearby coastal path can…

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  • Open Fire
Weekly from £740

Seaview House

Ventnor, Isle of Wight

8

A lovely terraced Victorian townhouse situated in the town of Ventnor on the Isle of Wight. This is a perfect location for families or a group of friends wishing to explore this delightful island. This beautiful Victorian townhouse was newly refurbished in 2015, whilst still…

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Weekly from £737

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…

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  • Internet
Weekly from £717

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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