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

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The Old Dairy

The Old Dairy

Gatcombe, Isle of Wight

2

This converted old dairy is situated in the heart of the Isle of Wight, amongst stunning scenery on the outskirts of Gatcombe, just four miles from Newport. This cosy cottage is ideal for a couples or friends, wanting to enjoy the delights of this beautiful island. The…

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Weekly from £365
Bungalow in Whitwell, Isle of Wight

Bungalow In Whitwell, Isle Of Wight

Whitwell, Isle Of Wight

2

This lovely cottage offers views across beautiful countryside and is perfectly positioned in a wonderful walking and cycling area with footpaths from close to the cottage which will lead to the nearby downs and the picturesque villages of Godshill and Whitwell, which has a…

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Weekly from £361
Little Osney

Little Osney

Bembridge, Isle of Wight

2

Resting within the harbour village of Bembridge, Isle of Wight is Little Osney, a delightful studio-style annexe, offering self-catered accommodation for two guests. Just paces away from local eateries and shops, whilst enjoying a coastal position, Little Osney delivers a chic…

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Weekly from £360
Willow Cabin

Willow Cabin

Cowes, Isle of Wight

5

Located on the outskirts of Cowes, a bustling seaport town in the Isle of Wight, rests this lovely single-storey cottage, Willow Cabin. Perfectly located for relaxing and adventurous trips alike, Willow Cabin sleeps five guests and is ideal for a break away with friends. Pulling…

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Weekly from £359
Fieldside

Fieldside

Totland, Isle of Wight

5

Totland 1 mile. A lovely, welcoming semi-detached holiday cottage between the beaches of Totland Bay and Freshwater Bay on the west coast of the Isle of Wight. This lovely cottage is perfectly located, in a semi-rural location, for a fun-packed traditional coastal holiday for…

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Weekly from £357
Bay View

Bay View

Hillway Near Bembridge, Isle of Wight

4

Bembridge 1.8 miles. Bay View is a lovely, single-storey lodge settled into the coast of Hillway, near Bembridge. This holiday site offers sea views and a tranquil base for a family, friends, or a couple looking to explore the Isle of Wight. Park off-road and be welcomed into an…

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Weekly from £356
Seas The Day

Seas The Day

Ventnor, Isle of Wight

4

Idyllically positioned on the grounds of the Westfield Bungalows complex, on the outskirts of the charming Victorian seaside resort of Ventor, on the Isle of Wight, rests this quaint holiday home, Seas The Day. Set moments from the glistening waters of Wheelers Bay, as well as…

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Weekly from £353
Nanny's Little House

Nanny's Little House

Sandown, Isle of Wight

5

Nanny's Little House is a charming single-storey chalet situated on the Sandown Holiday Park in the seaside town of Sandown, Isle of Wight. Well-equipped with open-plan living and just a short walk from the beach, Nanny’s Little House is a charming escape for a family looking…

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Weekly from £353
The Shingles

The Shingles

Sandown, Isle of Wight

4

The Shingles is a two-bedroom property situated in the seaside resort of Sandown, Isle of Wight. Enjoying an excellent location, close to amenities and the beach, this traditional abode welcomes families for a stay on the Isle of Wight. After a day of exploring, look forward to…

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Weekly from £353
North West Sea View No. 3

North West Sea View No. 3

Yarmouth, Isle of Wight

4

This delightful beachfront Yarmouth coastal cottage apartment offers light and spacious open plan living accommodation with stunning panoramic coastal views across the Solent towards Lymington. Formerly a boathouse, this cottage in Yarmouth now consists of a loft-style bedroom,…

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Weekly from £352
The Deck Studio

The Deck Studio

Ventnor, Isle of Wight

2

The Deck Studio is an immaculately-presented, south-facing, studio apartment, excellently located in an elevated position above the delightful Victorian seaside town of Ventnor, on the Isle of Wight. This self-catering apartment boasts panoramic views across the English Channel…

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Weekly from £351
West Sea View No 4

West Sea View No 4

Yarmouth, Isle of Wight

3

This charming beachfront Yarmouth coastal cottage apartment offers a warm rustic open plan living accommodation with fantastic panoramic coastal views across the Solent towards the mainland from the upper floor. This Yarmouth cottage is a converted old boathouse, and now…

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Weekly from £343
Drake Cottage

Drake Cottage

Seaview, Isle of Wight

4

On the delightful shores of the Isle of Wight in the Edwardian resort village of Seaview, Drake Cottage offers a charming escape for a family of four. Enjoy open-plan living, being within a stone's throw of the sea, and being close to all the amenities you need, Drake Cottage is…

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Weekly from £343
Sail Loft

Sail Loft

Yarmouth, Isle of Wight

4

A delightful, first floor open plan apartment set in the eaves of a lovely building, constructed on the site of a converted boathouse, on the shingle beach and coastal path, within walking distance of the town of Yarmouth. This Yarmouth self-catering apartment has been well…

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Weekly from £341
Roebeck Retreat

Roebeck Retreat

Ryde, Isle of Wight

4

A delightful detached bungalow, situated within a peaceful area of Upton, Isle of Wight. Located amongst a lodge park, this property brings a scenic feel, immaculately presented with harmonising views. An ideal retreat for families or friends. Walking inside, an inviting hallway…

Weekly from £341
Kitty's Loft

Kitty's Loft

Great Appleford Near Godshill, Isle of Wight

4

Kitty's loft was announced as a winner of the 2018 Rose Award from VisitEngland. This pretty and well-presented cottage adjoins the owner's home and is nestled perfectly at the foot of St Catherine's Down within a quiet hamlet of privately-owned barn conversions. Thoughtfully…

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Weekly from £337
Culver View

Culver View

Sandown, Isle of Wight

5

Culver View is a delightful single-storey property perched above Yaverland Beach in the Sandown area of the Isle of Wight. It is situated on a quiet holiday park with direct access to the coastal path providing lovely cliff walks and views. The open-plan layout of this holiday…

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Weekly from £332
Tower Hut

Tower Hut

Ryde, Isle of Wight

2

Tower Hut is a charming shepherd's hut nestled close to the beach in the vibrant town of Ryde, Isle of Wight. Perfect for couples, this inviting retreat offers a delightful base for a seaside escape with everything you need just a stone's throw away. You can access the hut using…

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Weekly from £330
1 The Stables

1 The Stables

Ryde, Isle of Wight

4

This ground floor cottage has two bedrooms and a spacious open plan living area, with a fitted kitchen, dining area and sitting area, as well as patio doors opening onto a private patio area. Note: This property can be booked with refs 12934 and 12935 and together they…

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Weekly from £327
The Carthouse

The Carthouse

Shorwell, Isle of Wight

4

This thoughtfully-converted old cart house is superbly located on a mixed working farm, within an Area of Outstanding Natural Beauty, on the edge of the delightful village of Shorwell on the Isle of Wight. Caringly appointed throughout to provide spacious, comfortable…

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Weekly from £326

We've found 846 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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