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

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Cottage in Seaview, Isle of Wight

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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Weekly from £740
Seaview House

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

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

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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Weekly from £717
House in East Cowes, Isle of Wight

House In East Cowes, Isle Of Wight

East Cowes, Isle Of Wight

8

This property sits in the calm surroundings of a beautiful harbour where water flows in from the River Medina. This home from home provides guests with easy access to some of the island's most popular attractions; it is close to the historic Osborne House (3.5 miles) where you…

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Weekly from £709
Yachtsman's

Yachtsman's

St Helens Near Bembridge, Isle of Wight

6

Bembridge 1.7 miles. Enjoying one of the finest positions on the Isle of Wight is this terrace holiday accommodation, boasting views over Bembridge harbour on one side and over the RSPB Bembridge Marshes Nature Reserve on the other. Yachtsman's enjoys four floors of contemporary…

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Weekly from £702
Little Haven

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…

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Weekly from £702
House in Bembridge, Isle of Wight

House In Bembridge, Isle Of Wight

Bembridge, Isle Of Wight

6

This beautiful holiday home has been recently renovated in 2022, giving it a beautifully stylish and fresh feel. This cottage is set in the famous harbour town of Bembridge which offers local shops, pubs and a lovely beaches all within a mile. For outdoor lovers, there are…

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Weekly from £700
Cottage in Sandown, Isle of Wight

Cottage In Sandown, Isle Of Wight

Sandown, Isle Of Wight

4

This stylish apartment boasting panoramic sea views is perfectly situated on the cliff top with the beach and the town centre close enough allowing you to either take a stroll down to the esplanade where the kids will be in their element with arcades and attractions or head to…

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Weekly from £670
The Wash House

The Wash House

Bembridge, Isle of Wight

6

A picture perfect detached cottage resting in the popular and highly-regarded village of Bembridge on the Isle of Wight, The Wash House is a wonderful retreat for six guests. Offering comforts including a woodburning stove and ground-floor living, The Wash House is perfect for a…

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Weekly from £664
West View

West View

Shorwell, Isle of Wight

8

Set at the heart of Shorwell, a charming village just a short drive from the coast on the Isle of Wight rests the delightful, Grade II listed cottage of West View. Thoughtfully-preserved and maintaining much of its original charm, this historic property enjoys its own furnished…

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Weekly from £663
Bay Cottage

Bay Cottage

Brook, Isle of Wight

6

Centrally located on the South Wight Jurassic Coastline lies the small hamlet of Brook, home to Brook Farmhouse Cottages. Beautiful Bay Cottage, part of a former stable block, has been sensitively renovated, superbly designed and furnished to an impeccable standard to create a…

Weekly from £655
Bishops Retreat

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…

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Weekly from £652
Chantries

Chantries

Bembridge, Isle of Wight

6

Chantries is an inviting, detached cottage tucked away in the picturesque village of Bembridge, Isle of Wight. There is space to park two cars in the driveway, with additional space outside the property, adjacent to the front garden wall. With a lovely spot just shy of the coast…

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Weekly from £652
Cottage in Ventnor, Isle of Wight

Cottage In Ventnor, Isle Of Wight

Ventnor, Isle Of Wight

8

This property is located in one of the Isle of Wight s most beautiful hidden gems: the pretty seaside hamlet of Steephill Cove, just over a mile outside the popular town of Ventnor. The nearby beach at Steephill Cove is accessible only on foot, and therefore offers a tranquil…

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Weekly from £650
House in Freshwater Bay, Isle of Wight

House In Freshwater Bay, Isle Of Wight

Freshwater Bay, Isle Of Wight

6

Lovingly renovated by the current owner, it s a wonderful base for all the family to stay and enjoy what there is to do on the island, even your four legged friends will love it here. From the historic and scenic Tennyson downs to the water sports at Freshwater Bay, there is…

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Weekly from £643
Amarone

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…

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  • Eco-Friendly
Weekly from £642
Champagne

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,…

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  • Eco-Friendly
Weekly from £642
5 The Mall

5 The Mall

Sandown, Isle of Wight

8

Set in an enviable position on the outskirts of Sandown seaside resort on the Isle of Wight is this delightful detached house. Ideal for families or groups of friends of all ages, this charming property offers spectacular views from a beautifully furnished house. This property…

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Weekly from £634
The Coach House

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…

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Weekly from £628

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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