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Short Breaks are typically available for 3 night weekend breaks or 4 night midweek breaks between late October to early March. Occasional short breaks are available all year round. View more information about Isle of Wight Short Break Holiday Cottages.

Bramble Cottage self catering Bowcombe Central Isle of WightBramble Cottage self catering Bowcombe, Central Isle of WightBramble Cottage self catering Bowcombe, Central Isle of Wight

Isle of Wight Cottages » Isle of Wight » Central
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Sleeps 7 in 4 bedrooms; Children welcome
This lovely stone cottage is situated in the small rural hamlet of Bowcombe which stands between the pretty village of Shorwell and Carisbrooke with its medieval castle. Shorwell and Carisbrooke are both within a 5 minute drive and have public houses which are good for meals. The cottage offers easy access to the small bays and coves on the south west side of the Isle of Wight. Brighstone beach is within a 10 minute drive and the larger sandy beaches of Ventnor and Shanklin are within a 20 minute drive. View Bramble Cottage Bowcombe Isle of Wight

4 Star Self Catering Holiday Cottage
Tennysons View self catering West Tip Isle of Wight West Isle of WightTennysons View self catering West Tip Isle of Wight, West Isle of WightTennysons View self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Freshwater
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Sleeps 2 and a baby in 1 bedroom; Children welcome
Tennyson's View stands within a 2 minute walk of the beach at Freshwater Bay in an Area of Outstanding Natural Beauty. Lovely views of Tennyson Down from the property which has accommodation which is all on one level. Private balcony and communal gardens. Wonderful walking and cycling area close to coastal path and downland walks with spectacular views. Public House, tea shop and 10 hole golf course within 5 minutes walk. View Tennysons View Cottage Freshwater Isle of Wight

Rosemary Cottage self catering Godshill East Isle of WightRosemary Cottage self catering Godshill, East Isle of WightRosemary Cottage self catering Godshill, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Godshill
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Sleeps 4 and a baby in 2 bedrooms; Children welcome
Rosemary Cottage is situated on a delightful farm in one of the loveliest parts of the Isle of Wight lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill in an Area of Outstanding Natural Beauty. A pleasant ten-minute stroll through the beech copse and across the fields leads to the centre of Godshill. This village is renowned for its church and pretty thatched cottage. View Rosemary Cottage Godshill Isle of Wight

Caustons self catering Bembridge East Isle of WightCaustons self catering Bembridge, East Isle of WightCaustons self catering Bembridge, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Bembridge
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Sleeps 8 in 4 bedrooms; Children welcome
Stunning cottage near the sea at Bembridge on the East of the Isle of Wight. This family sized cottage is perfect for seaside holidays with the whole family and is within a short walk of the centre of Bembridge with a variety of excellent places to eat and drink. Caustons has been beautifully decorated and has been equipped with comfort and convenience in mind. View Caustons Cottage Bembridge Isle of Wight

Appletree Cottage self catering Brighstone West Isle of WightAppletree Cottage self catering Brighstone, West Isle of WightAppletree Cottage self catering Brighstone, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brighstone
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Sleeps 6 in 3 bedrooms + 1 extra bed; Children welcome
Lovely traditional thatched cottage situated within a few minutes walk of the centre of the lovely village of Brighstone on the south west side of the Isle of Wight. The village is renowned for its pretty centre with several thatched stone cottages. There is also a public house and a small bistro/tea shop. The beach at Brighstone is within a pleasant 15 minute walk. This is also a wonderful walking and cycling area with easy access to the coastal path plus the beautiful downs which link Carisbrooke and The Needles on the western tip of the Isle of Wight. View Appletree Cottage Brighstone Isle of Wight

The Sea Terrace self catering Shanklin East Isle of WightThe Sea Terrace self catering Shanklin, East Isle of WightThe Sea Terrace self catering Shanklin, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Shanklin
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Sleeps 6 in 3 bedrooms; Children welcome
Beautiful seafront self catering cottage at Shanklin beach. A spacious family sized cottage with views of the sea and in a wonderful position on the East of the Isle of Wight. View The Sea Terrace Cottage Shanklin Isle of Wight

Virginia Cottage self catering Carisbrooke Central Isle of WightVirginia Cottage self catering Carisbrooke, Central Isle of WightVirginia Cottage self catering Carisbrooke, Central Isle of Wight

Isle of Wight Cottages » Isle of Wight » Central » Carisbrooke
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Sleeps 7 in 4 bedrooms; Children welcome
This picturesque Grade II listed cottage dates back to 1676 and is attractively situated at the end of a quiet lane with a lovely ford and footpath leading to the nearby medieval castle of Carisbrooke. Located in the oldest part of Carisbrooke village which is a conservation area lying within an Area of Outstanding Natural Beauty. The castle is only 5 minutes walk away and can be glimpsed from the garden and main bedrooms. This is a wonderful walking area as within 5 minutes walk of the cottage visitors can join the famous Tennyson Trail which follows the downs westerly towards The Needles. View Virginia Cottage Carisbrooke Isle of Wight

The Indian Summer House self catering Cowes Area North Isle of WightThe Indian Summer House self catering Cowes Area, North Isle of WightThe Indian Summer House self catering Cowes Area, North Isle of Wight

Isle of Wight Cottages » Isle of Wight » North » Cowes
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Sleeps 4 in 2 bedrooms; Children welcome
This is a wonderful retreat standing amidst a large garden, adjacent to woodland and the wonderful estate of Osborne House – the Island palace of Queen Victoria. The Indian Summer House has a fascinating history. From the cottage quiet lanes and footpaths can be followed to the sea which is only a quarter of a mile away. There is easy access to Cowes which is built astride the River Medina - a small chain ferry links the two parts. View The Indian Summer House Osborne Isle of Wight

Huish House self catering Ventnor South Isle of WightHuish House self catering Ventnor, South Isle of WightHuish House self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor
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Sleeps 6 and a baby in 3 bedrooms; Children welcome
This lovely stone and flint house stands within a 10 minute walk of the centre of the charming seaside resort of Ventnor. It enjoys sea views from the upper 3 floors. It has been furnished and equipped with care to provide attactive and comfortable accommodation for 6 people in 3 bedrooms. View Huish House Ventnor Isle of Wight

Western Lines self catering Ventnor South Isle of WightWestern Lines self catering Ventnor, South Isle of WightWestern Lines self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor » St Lawrence
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Sleeps 8 in 4 bedrooms; Children welcome
Beautifully situated with panoramic coastal views from almost every room and with direct access from the garden to a coastal path accessing the beach - less than a 5 minute walk away. It is in an ‘Area of Outstanding Natural Beauty’ on the south east coast of the Island, an area renowned for its mild climate. The house stands just above the charming small fishing village of Steep Hill Cove. View Western Lines Cottage Ventnor Isle of Wight

Dunnose Field Cottage self catering Shanklin East Isle of WightDunnose Field Cottage self catering Shanklin, East Isle of WightDunnose Field Cottage self catering Shanklin, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Shanklin
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Sleeps 2 in 1 bedroom; Children welcome
This small coastal cottage stands adjacent to the coastal path in the picturesque area of Luccombe on the south east coast of the Isle of Wight. It offers a wonderful peaceful retreat for 2 people with a fenced garden, double bedroom, sitting room, fitted kitchen and separate shower room. The small seaside village of Bonchurch and the larger resort of Shanklin are both within a delightful 20 to 25 minute walk. The foot paths go through some beautiful woodland and offer views of the sea at various points. The cottage overlooks an open field and is a superb spot for watching a variety of wild life including Red Squirrels, badgers and birds. View Dunnose Field Cottage Luccombe Isle of Wight

Sea Shells by the Beach self catering Ventnor South Isle of WightSea Shells by the Beach self catering Ventnor, South Isle of WightSea Shells by the Beach self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor » Bonchurch
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Sleeps 6 in 3 bedrooms + 1 extra bed; Children welcome
A wonderfully spacious and welcoming seaside holiday cottage within a few paces of the beach at Bonchurch and located on the coastal path to nearby Ventnor. Sea Shells on the Beach has 3 beautiful bedrooms decorated with a luxurious seaside theme. Within a short walk is the centre of the village of Bonchurch where there is a village pond and excellent local restaurant. The beach at nearby Ventnor is a popular holiday attraction. View Sea Shells by the Beach Cottage Bonchurch Isle of Wight

Medham Farm Cottage self catering Cowes Area North Isle of WightMedham Farm Cottage self catering Cowes Area, North Isle of WightMedham Farm Cottage self catering Cowes Area, North Isle of Wight

Isle of Wight Cottages » Isle of Wight » North » Cowes
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Sleeps 2 in 1 bedroom + 1 extra bed; Children welcome
This lovely detached cottage is beautifully situated in delightful countryside, with the most wonderful open views across rolling lawns and fields to the valley of the River Medina which gently meanders into the distance. It is a peaceful location on the 35 acre Medham Farm and visitors have open access to the private meadow, lake and beautiful woodland of the farm. This is an area rich in wildlife with frogs, newts and ducks in the pond the garden overlooks. View Medham Farm Cottage Cowes Isle of Wight

Harbours Edge self catering Bembridge East Isle of WightHarbours Edge self catering Bembridge, East Isle of WightHarbours Edge self catering Bembridge, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Bembridge
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Sleeps 6 in 3 bedrooms + 1 extra bed; Children welcome
Very attractively situated, beside the water, with beautiful open views to the sea across Bembridge Harbour. It is one of a small number of properties on a causeway, between the harbour and the water meadows, linking the seaside villages of St Helens and Bembridge. The centre of St. Helens, with its attractive village green, public house, shop and restaurants, is within a 5 minute walk. View Harbours Edge Cottage St Helens Isle of Wight

Wagtails self catering Brighstone West Isle of WightWagtails self catering Brighstone, West Isle of WightWagtails self catering Brighstone, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brighstone
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Sleeps 4 in 2 bedrooms; Children welcome
Wagtails is situated in a quiet country lane on the outskirts of the pretty village of Brighstone. This lovely detached bungalow has recently been refurbished to a very high standard with meticulous attention to detail. It provides very attractive and comfortable facilities for four people with two bedrooms and two bath/shower rooms. The property has attractive front and rear garden areas with care having been taken to provide guests with a variety of areas for relaxation, including a cosy summerhouse. In addition, a stunning raised terrace provides the perfect sunny setting for al fresco dining. View Wagtails Cottage Brighstone Isle of Wight

Dove Cottage self catering Calbourne West Isle of WightDove Cottage self catering Calbourne, West Isle of WightDove Cottage self catering Calbourne, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West
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Sleeps 6 in 3 bedrooms; Children welcome
A pretty thatched cottage in an Area of Outstanding Natural Beauty, close to Winkle Street, in the village of Calbourne. It provides very attractive accommodation with a large garden for 6 people in 3 bedrooms. An ideal base for touring the Isle of Wight. The cottage is in a wonderful walking area with footpaths leading from close to the cottage. The south west coast of the Island, with its many quiet bays, is within a 10 minute drive and the market town of Newport, with its medieval castle, is also nearby. Ferries can be booked at greatly reduced prices. View Dove Cottage Calbourne Isle of Wight

Apple House self catering West Tip Isle of Wight West Isle of WightApple House self catering West Tip Isle of Wight, West Isle of WightApple House self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Totland
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Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
Apple House is situated on the west side of the island, within a 10 minute walk of the beach at Colwell Bay. Here swimming, paddling, fishing and boating can be enjoyed. Totland Bay is also within easy walking distance. The coastal path from this area can be followed westward to Alum Bay, Tennyson Down and The Needles - a wonderful walking area with panoramic sea views. The centre of Freshwater is also within a 10 minute walk. View Apple House Totland Bay Isle of Wight

Milton Stables self catering West Tip Isle of Wight West Isle of WightMilton Stables self catering West Tip Isle of Wight, West Isle of WightMilton Stables self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Freshwater
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Sleeps 4 in 2 bedrooms; Children welcome
Milton Stables is situated on the south west side of the Isle of Wight within a 5 minute walk of Freshwater Bay, Tennyson Down and the coastal path which is particularly dramatic on its route westwards to The Needles. It is a detached property which has been converted from original stables - renovated with care to provide spacious, light and comfortable accommodation for 4 people with a large plan open plan living room with doors opening onto the courtyard garden; a fitted kitchen, and wet room. There is a ground floor twin room and upstairs there is a double bedroom with en-suite bathroom and a small sitting room. The cottage has an enclosed courtyard which is fenced and gated. View Milton Stables Cottage Freshwater Bay Isle of Wight

The Blacksmiths Shop self catering Whitwell South Isle of WightThe Blacksmiths Shop self catering Whitwell, South Isle of WightThe Blacksmiths Shop self catering Whitwell, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Whitwell
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Sleeps 4 in 2 bedrooms; Children welcome
This delightful detached stone cottage is located on a 400 acre arable farm which is also home to a small number of cattle and sheep. It is located on the south east side of the island within a 5 minute drive of the beach. This is a wonderful walking and cycling area with footpaths leading from the cottage across the farm and joining a network of routes including the renowned Stenbury Trail which links Ventnor with the central market town of Newport and its dramatic castle of Carisbrooke. The larger sandy beaches of Ventnor and Shanklin are within a 10 minute drive. View The Blacksmiths Shop Cottage Whitwell Isle of Wight

The Old Chapel self catering Brighstone West Isle of WightThe Old Chapel self catering Brighstone, West Isle of WightThe Old Chapel self catering Brighstone, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brighstone
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Sleeps 4 and a baby in 2 bedrooms; Children welcome
The delightful Methodist chapel was built in the 1800’s and has been converted into a wonderful cottage. It stands on the outskirts of the pretty village of Brighstone on the south west coast of the island. The village is renowned for its lovely church, thatched cottages, village shops, National Trust shop, public house and teashop. Visitors can walk directly from the cottage and join footpaths to the beach at Chilton Chine (2 miles). View The Old Chapel Brighstone Isle of Wight

Romany Cottage self catering West Tip Isle of Wight West Isle of WightRomany Cottage self catering West Tip Isle of Wight, West Isle of WightRomany Cottage self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Totland
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Sleeps 6 in 3 bedrooms; Children 12+ yrs welcome
Delightful self catering cottage at Totland within a 12 minute walk of the sandy beaches of Colwell Bay and Totland Bay. This west side of the island is a wonderful walking area with easy access to the coastal path to The Needles and marvellous downland walks and bike rides. The centre of the small market town of Freshwater is within a 15 minute walk and this offers a good range of shops, public houses and restaurants plus a sports centre with indoor pool and a golf course with panoramic views. Romany Cottage is furnished and equipped to a high standard and an open fire in the sitting room and a wood burning stove in the dining area. These fires provide a lovely central focus in colder weather. In the warmth of summer three sets of french doors can be opened from the ground floor rooms into the garden giving the cottage a lovely open feel - the garden is a delightful protected spot to enjoy a barbecue and drinks in the sunshine. View Romany Cottage Totland Bay Isle of Wight

Honeysuckle House self catering Godshill East Isle of WightHoneysuckle House self catering Godshill, East Isle of WightHoneysuckle House self catering Godshill, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Godshill
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Sleeps 6 in 3 bedrooms; Children welcome
Honeysuckle House is situated within a 5 minute walk of the centre of the pretty village of Godshill and is within a 10 minute drive of the sandy beaches of the small resorts of Shanklin and Ventnor. It is also in a good walking area with a nearby network of footpaths over the downs and easy access to cycle routes. This is a semi detached property on an estate of similar properties. It is centrally heated and has been furnished and equipped with care. It has 3 bedrooms - a double, a twin and a bunk bedroom plus a bathroom with bath, built in shower basin and w.c. On the ground floor there is an open plan sitting room and dining area with patio doors opening into the garden. The fitted kitchen is equipped with a electric cooker, gas hob, microwave, refrigerator with icebox and washing machine. At the rear there is a fenced garden with patio and garden furniture. View Honeysuckle House Godshill Isle of Wight

Byre Cottage self catering Shanklin East Isle of WightByre Cottage self catering Shanklin, East Isle of WightByre Cottage self catering Shanklin, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Shanklin
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Sleeps 6 in 3 bedrooms + 1 extra bed; Children welcome
This lovely stone cottage is built of Isle of Wight Stone and has been converted from an ancient stone barn. Byre Cottage is situated in a small country lane in attractive countryside. This is a lovely walking area and footpaths lead from close to the cottage to the beautiful downs above Ventnor. Byre Cottage is only 1.5 miles from the centre of the seaside town of Shanklin with its wonderful sandy beach which is popular for swimming and paddling. The neighbouring seaside towns of Sandown and Ventnor are within a 10 minute drive. View Byre Cottage Shanklin Isle of Wight

The Retreat self catering Ventnor South Isle of WightThe Retreat self catering Ventnor, South Isle of WightThe Retreat self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor » Bonchurch
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Sleeps 8 in 4 bedrooms; Children welcome
The Retreat is a lovely stone cottage beautifully situated in the coastal village of Bonchurch on the south coast of the Isle of Wight. There are sea views from the two main double bedrooms and a swimming pool in the garden. It is a spacious house with a large garden and private drive offering parking for 3 cars. Good public house for meals within a 4 minute walk. Almost direct access to the the coastal path which leads eastwards to the resort of Shanklin or westwards to Ventnor and Steep Hill Cove. Centrally heated, wood burning stove, complimentary WiFi and 'smart' television. View The Retreat Cottage Bonchurch Isle of Wight

Upper Dolcoppice Farmhouse self catering Whitwell South Isle of WightUpper Dolcoppice Farmhouse self catering Whitwell, South Isle of WightUpper Dolcoppice Farmhouse self catering Whitwell, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Whitwell
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Sleeps 8 in 4 bedrooms + 1 extra bed; Children welcome
This beautiful farmhouse, set within its own 35 acres of farmland, is in an idyllic rural location offering privacy and tranquility. There are lovely open views across the garden and surrounding fields from almost every room. It is a light and spacious 4 bedroom property with 2 'king size' double bedrooms and two twin bedrooms plus a family bathroom, an en-suite bathroom, an en-suite shower room and a cloakroom with a w.c. and basin. There is a lovely open plan fitted kitchen which is extremely well equipped with beautiful wooden units and a delightful breakfast area beside French doors opening into the garden; a utility/boot room; a lovely large sitting room with a wood burning stove, comfortable seating and a flat screen television/Freeview; a charming dining room. Upstairs there are 4 charming bedrooms including a master double room with an en-suite and views across fields to Godshill. The farmhouse if surrounded by open lawns and there is a terrace with garden furniture so that meals can be enjoyed in the sunshine. View Upper Dolcoppice Farmhouse Cottage Whitwell Isle of Wight

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