Holiday Cottages & Apartments in Isle of Wight, England

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Listing 101-150 of 435 Self-Catering holiday rentals
Photo of Fernlee

Fernlee Bembridge, England

This delightful semi-detached holiday cottage offers comfortable and well presented accommodation, with its own enclosed lawned rear garden. It is conveniently located only 100 yards from the centre of the quaint village of Bembridge with various shops,
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Photo of Shoreline Cottage

Shoreline Cottage Sandown, England

From €446 weekly
Shoreline Cottage is a charming Victorian former navy coastguard cottage, situated along the sea front overlooking Sandown’s popular wide sandy beach. This delightful terraced, three-bedroom cottage retains some features such as an exposed brick fire su
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Photo of On the Beach

On the Beach Ventnor, England

Located 20 yards from Ventnor’s popular sandy and shingle beach, this comfortably furnished first floor holiday apartment is set along the esplanade, where the marina, many pubs/cafes and restaurants, tourist shops and crab and lobster huts can be found
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Photo of Five Bells Cottage

Five Bells Cottage Shorwell, nr. Newport, England

This beautifully appointed, period cottage retains many original features and offers an exceptional rural bolt-hole escape combined with contemporary home comforts. One of a pair, this delightful holiday cottage is set in tranquil surroundings, in
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Photo of Roseland Cottage

Roseland Cottage Calbourne, England

This delightful, thatched holiday cottage lies along a country lane, and dates back to the early 18th century. Lovingly and sympathetically restored, it offers a wealth of charm and character throughout, with flagstone/quarry tiled floor, plentiful low
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Photo of Westside Farmhouse

Westside Farmhouse Chale, England

From €1634 weekly
This superb period country house is peacefully located along a quiet country lane next to a farm, and stands gracefully within its own lawned gardens. Surrounded by countryside, distant views of St Catherine’s Oratory and the sea can be viewed from the
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Photo of Totland

Totland Wootton Bridge, England

With uninterrupted views over Wootton Creek, this attractive holiday property is set at the forefront of a waterside holiday development. Creek Gardens is ideally situated near to the Portsmouth to Fishbourne car/foot ferry port. For those preferring a
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Photo of Camden

Camden Cowes, England

This detached holiday home is just a short walk to the waterfront, where you can walk along to the heart of Cowes with its shops, boutiques and gift shops, inns, restaurants and marina. The beach at Gurnard is 5 minutes’ drive which also has a popular c
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Photo of Kew Lodge

Kew Lodge Sandown, England

From €327 weekly
This light and spacious, ground floor apartment is attached to the owners’ home. Fully refurbished throughout, it offers tastefully furnished holiday accommodation incorporating traditional period features, notably a wide bay window. Very convenient for
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Photo of Debourne Lodge

Debourne Lodge Cowes, England

This attractive listed property has been modernised yet retains many character features such as exposed stone walls, wooden floor, beams and an open fire. Detached, the house stands in its own enclosed garden and also benefits from an outdoor heated swi
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Photo of Barnside

Barnside Havenstreet, England

This detached holiday home sits in the pretty village of Havenstreet, 2 miles from Ryde. The village is home to the Isle of Wight Steam Railway and the station is a 5-minute walk from the property. Ryde is noted for its large expanse of sandy beach, esp
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Photo of Cockerwell

Cockerwell Newchurch, England

From €953 weekly
This attractive and spacious single storey holiday home offers stunning panoramic views over the countryside and downs. Located within the grounds of a peaceful caravan site in the delightful village of Newchurch which has a renowned pub and the famous
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Photo of Willow View Cottage

Willow View Cottage Cowes, England

This delightfully airy and contemporary holiday cottage, located on a complex with similar properties, offers a peaceful escape ideal for walkers, cyclists and families alike. Nestling on the edge of lovely, David Bellamy gold award-winning woodland and
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Photo of Sandrock

Sandrock Brighstone, England

Peacefully located along a quiet rural lane, this spacious detached family home enjoys a lawned garden and superb far reaching views over local countryside and fields. It is only half a mile from the picturesque village of Brighstone with its thatched
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Photo of Brambles Lodge

Brambles Lodge Freshwater, England

This semi-detached, single-storey holiday lodge is light, airy and spacious, and benefits from being in a superb location with beautiful countryside. There are stunning sea views and dramatic coastal scenery to be enjoyed. The Needles, with its ch
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Photo of Seacliff

Seacliff Ventnor, England

This beautifully appointed, ground floor apartment, within a Victorian seaside villa, has its own sun terrace looking directly out to sea. It makes a perfect haven for a great seaside holiday. An enclosed, private and secluded courtyard lies to the rear
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Photo of The Reef Apartment

The Reef Apartment Sandown, England

From €535 weekly
These beautiful third and fourth floor apartments (refs 29356 and 30851) take full advantage of their impressive position, with panoramic, direct sea views across Sandown bay, with its miles of golden sand. Sandown is a truly traditional beach resort an
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Photo of Dory

Dory Sandown, England

These beautiful third and fourth floor apartments (refs 29356 and 30851) take full advantage of their impressive position, with panoramic, direct sea views across Sandown bay, with its miles of golden sand. Sandown is a truly traditional beach resort an
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Photo of Claremont House - Suite 3

Claremont House - Suite 3 Sandown, England

From €291 weekly
These beautifully appointed holiday suites (refs 30984, 30985, 30986, 30987, 30988 and 30989) offer contemporary interiors and facilities in the Victorian Claremont House, and they benefit from some exceptional extras, including a fully equipped gym and
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Photo of Pixie Cottage

Pixie Cottage Newbridge, England

From €470 weekly
Peacefully set in the village of Newbridge this attractive and comfortable single-storey, semi-detached cottage enjoys lovely far reaching views to Brighstone Forest. Adjoining the owner’s home it lies just 5 miles from the picturesque town of Yarmouth,
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Photo of Claremont House - Suite

Claremont House - Suite Sandown, England

From €322 weekly
These beautifully appointed holiday suites (refs 30984, 30985, 30986, 30987, 30988 and 30989) offer contemporary interiors and facilities in the Victorian Claremont House, and they benefit from some exceptional extras, including a fully equipped gym and
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Photo of Apple Tree Cottage

Apple Tree Cottage Sandown, England

From €264 weekly
This cosy detached holiday chalet, adjacent to the owner’s home, sits in its own garden, in a fabulous elevated position literally on the island’s coastal path and a 10-minute walk from the sea, next to Lake Cliff Garden, which has stunning cliff
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Photo of Pigeon Coo Farmhouse

Pigeon Coo Farmhouse Hamstead, England

From €1030 weekly
This delightful period farmhouse, one of a pair, nestles peacefully in the Hamstead Heritage Coast – an Area of Outstanding Natural Beauty, rich in wildlife and birds. In a stunning conservation area, the holiday property is a short walk to the historic
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Photo of Venice Lodge

Venice Lodge Ryde, England

This beautifully presented, elegant, Georgian seaside villa combines quintessential English charm and period features with vintage-inspired contemporary living, and is ideally situated only 500 yards from Ryde’s long stretch of golden sandy beach
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Photo of Osborne Apartment

Osborne Apartment Ventnor, England

These immaculately presented holiday apartments (refs PSSL, PSSM, PSSN and PSSO) combine the very best of contemporary living perfectly in balance with the properties’ traditional period features and heritage. They lie opposite the award-winning Ventnor
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Photo of Surf Cottage

Surf Cottage Ventnor, England

Surf Cottage is an end terrace, traditional fisherman’s cottage which is centrally located, and offers a perfect holiday base for the beach and cosmopolitan town of Ventnor, just a 2-minute walk away. The property has a wealth of features, includi
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Photo of Downsview

Downsview Ventnor, England

With a fantastic outlook onto St Boniface Shute, this centrally located, 3-storey, semi-detached holiday property is located in a quiet residential area. It is the perfect base for the beach and the cosmopolitan town of Ventnor, which is just a fi
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Photo of Seaside Escape

Seaside Escape Sandown, England

From €388 weekly
Seaside Escape is a very well presented, end of terrace holiday home which offers lovely accommodation and is centrally located close to local shops. It is just a 2-minute walk to the beautiful beach and seafront of Sandown Bay, with its miles of
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Photo of Property

Property Upton, England

These delightful holiday cottages with far-reaching countryside views, are set in a 16-acre country park with a carp fishing lake, and are ideally situated for visiting the town of Ryde, with its good selection of individual shops, restaurants, bars and
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Photo of Property 3

Property 3 Upton, England

These delightful holiday cottages with far-reaching countryside views, are set in a 16-acre country park with a carp fishing lake, and are ideally situated for visiting the town of Ryde, with its good selection of individual shops, restaurants, bars and
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Photo of Property

Property Ventnor, England

Nestled in the beautiful countryside and set in a small courtyard, these holiday properties combine period features with home comforts to offer extremely comfortable accommodation. The complex also offers stunning uninterrupted countryside views perfect
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Photo of Captain Cook's Cottage

Captain Cook's Cottage Seaview, England

These attractive and comfortable holiday cottages (refs 29292 and 30300 are 2-storey detached, and refs 29290, 29291, 29293 and 29294 are single-storey semi-detached) are set within a family-friendly development of holiday properties near to the s
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Photo of Devonia Holiday Homes - Grove Cottage

Devonia Holiday Homes - Grove Cottage Newchurch, England

From €670 weekly
Situated in the delightful village of Newchurch, these detached holiday homes (refs 24595 and 28101) offer ideal family accommodation, each peacefully located with an enclosed garden. They lie in the charming village of Newchurch, surrounded by countrys
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Photo of Sea Reach

Sea Reach Gurnard, England

This detached holiday bungalow, adjacent to the owners’ home, is in the quiet area of Gurnard, just a short walk from the esplanade which leads all the way along to Cowes. Gurnard beach has a popular café and is just a stroll away. Cowes is famed for it
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Photo of Elgin House

Elgin House Seaview, England

Located in the coastal village of Seaview and only 5 minutes’ walk to the shops, pubs and beach, this period holiday home forms the front part of a converted semi-detached house. The open plan living/dining/kitchen has been tastefully refurbished offeri
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Photo of Property 2

Property 2 Upton, England

These delightful holiday cottages with far-reaching countryside views, are set in a 16-acre country park with a carp fishing lake, and are ideally situated for visiting the town of Ryde, with its good selection of individual shops, restaurants, bars and
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Photo of Property 1

Property 1 Upton, England

These delightful holiday cottages with far-reaching countryside views, are set in a 16-acre country park with a carp fishing lake, and are ideally situated for visiting the town of Ryde, with its good selection of individual shops, restaurants, bars and
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Photo of Windward

Windward Newport, England

Set in Island Harbour, this traditional yachtsman’s cottage offers an ideal holiday property, set over three floors. The end one of a row, it is 50 yards from the water’s edge and surrounded by countryside. An ideal base for discovering the many tourist
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Photo of Cliff End

Cliff End Freshwater, England

This semi-detached holiday bungalow is located in a lovely area of West Wight in a quiet position within a small coastal development of privately owned holiday homes. The bungalow itself is set on high ground with beautiful uninterrupted views over the
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Photo of Lyndhurst Apartment

Lyndhurst Apartment Sandown, England

From €407 weekly
This modern, single-storey holiday apartment is an extension of the owner’s popular guest house, located in a quiet residential area and only a 5-minute walk to a sandy beach. The open plan living room and kitchen leads to a sunny conservatory-style din
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Photo of Westgate Cottage

Westgate Cottage St Lawrence, England

Westgate Cottage is a charming 17th century stone built holiday cottage located in the picturesque village of St Lawrence, at the southernmost tip of the island. This delightful detached home, awarded four stars by Visit Britain, nestles in a peaceful l
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Photo of Trevessa

Trevessa Upper Bonchurch, England

This charming traditional fisherman’s cottage, built in 1852, enjoys panoramic sea views from all living rooms and bedrooms, and has everything you need for a great seaside holiday, with the beach and town just a few minutes’ walk or drive away, w
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Photo of Stoneplace Cottage

Stoneplace Cottage Shorwell nr. Brighstone, England

Stoneplace Cottage sits in the pretty village of Shorwell, which has a pub, church and post office all within a 5-minute walk. In an AONB part of West Wight and 2½ miles from the coastline and the beach. This detached holiday cottage is Grade II listed
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Photo of Solent Cottage

Solent Cottage Yarmouth, England

From €491 weekly
Solent Cottage is set in the coastal town of Yarmouth just a few hundred yards from the sea. This smart holiday home is Grade ll listed dating back to the 1700s. The town, famed for it sailing and fishing history, still retains its olde worlde charm, wi
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Photo of Central Cottage

Central Cottage Ventnor, England

This centrally located, comfortable end-terraced house is a few moments’ walk from the heart of the cosmopolitan town of Ventnor with its cafes, restaurants and unique shops, and benefits from private parking with additional parking locally. Ventnor’s p
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Photo of Needles And Winds

Needles And Winds Freshwater, England

This traditionally furnished, semi-detached holiday bungalow benefits from superb, extensive panoramic sea views across the Solent to the mainland and out to The Needles. Its elevated position offers a peaceful escape and offers a fabulous vantage
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Photo of The Hideaway

The Hideaway Niton, England

This lovely compact chalet is tucked away towards the end of a row of similar holiday properties with wildlife and sea views. The Hideaway has been tastefully furnished to provide a comfortable and cosy retreat. The area is renowned for its scenic walks
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Photo of Ramblers Rest

Ramblers Rest Niton, England

Surrounded by woodland and attractive gardens in a secluded peaceful setting, these small, comfortable and well-equipped lodge-style bungalows (refs 17019 and 29165) enjoy views of the sea. An ideal holiday base to take in the spectacular seascapes with
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Photo of The Mill House

The Mill House Brighstone, England

This beautiful detached Georgian house dates back to the 1700s and stands elegantly within its own well maintained gardens. Peacefully located along a quiet rural lane country lane, The Mill House offers spectacular far reaching views across fields to t
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Photo of The Old School House

The Old School House Shanklin, England

This superb period holiday property, formerly the library of a converted girls school, stands elegantly along the road leading to Old Shanklin. Offering extremely spacious accommodation, this well presented, tastefully furnished property has wonderful p
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