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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.

Seaview Villa self catering Ventnor South Isle of WightSeaview Villa self catering Ventnor, South Isle of WightSeaview Villa self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor
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Sleeps 5 in 3 bedrooms + 1 extra bed; Children welcome
A traditional Victorian villa situated, on the south coast of the Isle of Wight, in the upper reaches of Ventnor. Within a 15 - 20 minute walk of the beach and with lovely sea views from the garden and several rooms. Equipped and furnished with care to provide very attractive accommodation. View Seaview Villa Ventnor Isle of Wight

Lavender Cottage self catering Godshill East Isle of WightLavender Cottage self catering Godshill, East Isle of WightLavender Cottage self catering Godshill, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Godshill
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Sleeps 4 in 2 bedrooms; Children welcome
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 cottages. View Lavender Cottage Godshill 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

Old Rock Cottage self catering Brighstone West Isle of WightOld Rock Cottage self catering Brighstone, West Isle of WightOld Rock Cottage self catering Brighstone, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brighstone
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Sleeps 5 in 3 bedrooms + 1 extra bed; Children welcome
This lovely thatched cottage dates back to 1701. It is full of character with exposed beams, inglenook fireplaces. It stands in ‘An Area of Outstanding Natural Beauty' with views of Brighstone Downs. The pretty village of Brighstone village with its tea rooms, public house and village shops is within a 15 minute stroll. The cottage is only a mile from the coast and here there are several quiet sandy coves. View Old Rock Cottage Brighstone Isle of Wight

St Catherines Cottage self catering Niton Undercliff South Isle of WightSt Catherines Cottage self catering Niton Undercliff, South Isle of WightSt Catherines Cottage self catering Niton Undercliff, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Niton Undercliff
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Sleeps 6 in 3 bedrooms; Children welcome
St Catherines Cottage has been in the same family for three generations and enjoys an exceptional position with views across the lovely garden to the sea. There are sea views from several of the rooms including the sitting room, dining room and two main bedrooms. View St Catherines Cottage Niton Undercliff Isle of Wight

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

Sea Whisper self catering Shanklin East Isle of WightSea Whisper self catering Shanklin, East Isle of WightSea Whisper 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
Sea Whisper is a semi detached property standing within a 7 minute walk of the sandy beach of Shanklin - a lovely bay with sand gently sloping into the water. The property is also within a 5 minute walk of the small shops, restaurants, public houses and entertainments of the resort and the pretty Old Village of Shanklin with its thatched cottages and beautiful Chine. Visitors can walk down to the sea or take a lift from the cliff top. There are views across the town with glimpses of the sea and Culver Cliffs from several of the rooms and from the charming balconies which can be accessed from the sitting room and twin bedroom. There is also a sunny terrace at the rear of the property with garden furniture so that meals can be enjoyed in the sunshine. The property has been furnished and equipped to a very high standard and offers delightful accommodation. View Sea Whisper Cottage Shanklin 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

The Barn self catering Wootton North Isle of WightThe Barn self catering Wootton, North Isle of WightThe Barn self catering Wootton, North Isle of Wight

Isle of Wight Cottages » Isle of Wight » North
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Sleeps 10 and a baby in 4 bedrooms + 1 extra bed; Children welcome
This lovely stone barn is attractively situated on the outer edge of Wootton adjoining delightful countryside and less than a mile from the coast. The sandy beaches of the seaside resort of Ryde are within a 10 minute drive. Wootton has several small shops, a hotel and three public houses, two of which have restaurants overlooking the attractive estuary. View The Barn Cottage Wootton Isle of Wight

Greystone Cottage self catering Brook West Isle of WightGreystone Cottage self catering Brook, West Isle of WightGreystone Cottage self catering Brook, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brook
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Sleeps 8 in 4 bedrooms + 2 extra beds; Children welcome
This lovely stone cottage is beautifully situated in a small hamlet, on the south west coast of the island, amidst a wonderful rural and coastal landscape. The cottage is within a 2 minute walk of the delightful beach at Brook where visitors can paddle and swim. This is ‘An Area of Outstanding Natural Beauty’ with much of the area protected by the National Trust. View Greystone Cottage Brook Isle of Wight

The Brew House self catering Merstone East Isle of WightThe Brew House self catering Merstone, East Isle of WightThe Brew House self catering Merstone, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Merstone (nr Godshill)
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Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
This lovely stone cottage nestles in beautiful countryside on an attractive farm on the East side of the Island. There are wonderful open views from the cottage and garden across fields towards the downs. The Brew House is at the end of a country lane with no passing traffic. This is a wonderful walking area with footpaths leading along the course of the River Yar and to the nearby picturesque village of Godshill. There is direct access across the fields to the cycle track which links Sandown to Newport and Cowes. The sandy beaches of Sandown, Shanklin and Ventnor are only a 15 minute drive away. Ferries can be booked for you at greatly discounted prices. View The Brew House Merstone Isle of Wight

The Clock Tower self catering Ventnor South Isle of WightThe Clock Tower self catering Ventnor, South Isle of WightThe Clock Tower self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor
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Sleeps 2 in 1 bedroom; not suitable for children
This attractive property overlooks the gardens of Ventor Park and is within a 10 minute walk of the beach at Ventnor and also of the town centre. This a beautiful coastal area and a pleasant walk through the gardens leads to the small esplanade of Ventnor, a small seaside resort. The quiet bay is ideal for swimming and paddling. Ferries booked at preferential prices. View The Clock Tower Cottage Ventnor 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

Dairy Cottage self catering Carisbrooke Central Isle of WightDairy Cottage self catering Carisbrooke, Central Isle of WightDairy Cottage self catering Carisbrooke, Central Isle of Wight

Isle of Wight Cottages » Isle of Wight » Central » Carisbrooke
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Sleeps 6 and a baby in 3 bedrooms; Children welcome
Dairy Cottage is an attractive stone cottage enjoying rural views and with glimpses of Carisbrooke Castle from the master bedroom. The castle is within a 15 minute walk. The cottage is located at the heart of the Isle of Wight and within a short drive of the coast in any direction. Local walks follow the top of the Downs as far as Freshwater and Alum Bay and enjoy wonderful views all along the way. View Dairy Cottage Carisbrooke Isle of Wight

Driftwood Cottage self catering Brighstone West Isle of WightDriftwood Cottage self catering Brighstone, West Isle of WightDriftwood 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
Driftwood is within a three minute walk of the beach at Brighstone on the south west coast of the Isle of Wight – a quiet beach where swimming and paddling can be enjoyed. This is “An Area of Outstanding Natural Beauty“ and a delightful walking area. Driftwood is attractively situated in a small courtyard of cottages. There are coastal or lovely downland views from most of the rooms. It has been furnished and equipped with care to provide lovely accommodation Wifi and telephone available. Ferries booked for preferential prices. View Driftwood Cottage Brighstone Isle of Wight

One Dores Hill Cottage self catering Wootton North Isle of WightOne Dores Hill Cottage self catering Wootton, North Isle of WightOne Dores Hill Cottage self catering Wootton, North Isle of Wight

Isle of Wight Cottages » Isle of Wight » North
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Sleeps 2 in 1 bedroom; not suitable for children
One of two traditional cottages in lovely countryside with views across fields to the coast. The cottage has been renovated to a very high standard with care to retain original features. It provides charming accommodation with a double bedroom with 'king size' bed and a bathroom with bath and overhead shower upstairs. On the ground floor there is a spacious living room with a beautiful fireplace and wood burning stove plus a well equipped fitted kitchen. The cottage has a fenced garden with garden furniture so that meals can be enjoyed in the sunshine. View One Dores Hill Cottage Wootton Isle of Wight

Squire Thatchers Barn self catering Newchurch East Isle of WightSquire Thatchers Barn self catering Newchurch, East Isle of WightSquire Thatchers Barn self catering Newchurch, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East
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Sleeps 6 in 3 bedrooms; Children welcome
This pretty stone cottage is situated on a lovely 12 acre farm, surrounded by beautiful open countryside. Delightful walks can be enjoyed directly from the cottage and footpaths can be followed to join the Bembridge Trail over the downs. Squire Thatcher's Barn has been carefully converted from an 18th Century Grade II Listed stone barn. View Squire Thatchers Barn Cottage Newchurch Isle of Wight

Strawberry Cottage self catering Brighstone West Isle of WightStrawberry Cottage self catering Brighstone, West Isle of WightStrawberry Cottage 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
Lovely detached bungalow, in a quiet lane, on the outskirts of the pretty village of Brighstone, on the south west side of the Isle of Wight. Wonderful walking and cycling area with bridleways and footpaths at the end of the lane leading up on to Brighstone Downs. From here the Tennyson Trail can be followed to The Needles on the western tip of the Island or inland to Carisbrooke with its medieval castle. The cottage is only 1/2 mile from the village centre with public house for meals, bistro/tea shop, excellent village shop with local produce. The quiet beaches of Brighstone Bay are also nearby. View Strawberry Cottage Brighstone Isle of Wight

Manor Stable Cottage self catering Merstone East Isle of WightManor Stable Cottage self catering Merstone, East Isle of WightManor Stable Cottage self catering Merstone, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Merstone (nr Godshill)
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Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
Manor Stable is situated on a lovely farm in beautiful South Wight countryside. It is a marvellous walking area with footpaths that can be followed directly from the cottage in most directions. There are particularly attractive walks along the course of the river Yar; to the picturesque village of Godshill and to the nearby village of Arreton which has a public house, farm shop and cafe for meals. The cottage is excellent for cyclists as there is access to a network of cycle paths directly from the farm and arrangements can be make for the storage of bikes. The sandy beaches of Sandown, Shanklin and Ventnor are all within a 15 minute drive. Ferry bookings can be made at greatly discounted prices. View Manor Stable Cottage Merstone Isle of Wight

Mokolodi Wight self catering Newchurch East Isle of WightMokolodi Wight self catering Newchurch, East Isle of WightMokolodi Wight self catering Newchurch, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East
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Sleeps 4 in 2 bedrooms; Children welcome
Lovely traditional cottage with beautiful rural views, across fields to nearby downs, from all of the main rooms in the cottage. It is delightfully situated on a small 12 acre farm which is home to horses. This is a wonderful walking and cycling area. Footpaths can be followed across beautiful countryside directly from the cottage and these is easy access to a cycle path which links the seaside resort of Sandown with the pretty villages of Newchurch and Godshill and then extends to the market town of Newport with its lovely medieval castle of Carisbrooke. The cottage is within a 10 minute drive of the sandy beaches of Sandown and Shanklin. The accommodation is all on one level and the cottage has been furnished and equipped to a high standard. A nearby public house serves excellent food. View Mokolodi Wight Cottage Newchurch Isle of Wight

Shalfleet Manor Farmhouse self catering Shalfleet West Isle of WightShalfleet Manor Farmhouse self catering Shalfleet, West Isle of WightShalfleet Manor Farmhouse self catering Shalfleet, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West
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Sleeps 8 in 4 bedrooms; Children welcome
This farmhouse is attractively situated on the edge of the pretty village of Shalfleet towards the West side of the Isle of Wight. The cottage adjoins the grounds of Shalfleet Manor House and has its own private entrance into a quiet lane which leads from the village to a footpath on Newtown Creek. This estuary, which is only a few minutes walk from the farmhouse, is part of a National Nature Reserve and is in an area of Outstanding Natural Beauty. Several secluded bays and beaches are within 10 minutes drive. View Shalfleet Manor Farmhouse Cottage Shalfleet Isle of Wight

Parlour Cottage self catering Merstone East Isle of WightParlour Cottage self catering Merstone, East Isle of WightParlour Cottage self catering Merstone, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Merstone (nr Godshill)
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Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
This lovely 17th century cottage is built of Island chalk and brick and enjoys beautiful views across nearby lakes and open countryside to Ventnor Downs. Parlour Cottage is situated on a lovely farm in beautiful South Wight countryside. It is a marvellous walking area with footpaths that can be followed directly from the cottage in most directions. There are particularly attractive walks along the course of the river Yar; to the picturesque village of Godshill and to the nearby village of Arreton which has a public house, farm shop and cafe for meals. The cottage is excellent for cyclists as there is access to a network of cycle paths directly from the farm and arrangements can be make for the storage of bikes. The sandy beaches of Sandown, Shanklin and Ventnor are all within a 15 minute drive.
View Parlour Cottage Merstone Isle of Wight

Stag Cottage self catering Godshill East Isle of WightStag Cottage self catering Godshill, East Isle of WightStag Cottage 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
This lovely stone cottage was originally a large and ancient stone barn at Sainham Farm. It is situated in the attractive courtyard and has marvellous open views from the rear across the fields to the downs. Stag Cottage is in one of the loveliest parts of the Island lying at the foot of Appuldurcome Down and above the picturesque village of Godshill in ‘An Area of Outstanding Natural Beauty'. Godshill can be reached by taking a pleasant stroll through the beech copse and across the fields. The village has a variety of tea shops and restaurants as well as two public houses. View Stag Cottage Godshill Isle of Wight

Castle Coach House self catering Ventnor South Isle of WightCastle Coach House self catering Ventnor, South Isle of WightCastle Coach House self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor
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Sleeps 2 in 1 bedroom; Children welcome
This pretty cottage is one of a small group of 5 cottages nestled in an attractive courtyard location adjacent to Ventnor Park Gardens and within a pleasant 10 minute stroll through the park to Ventnor esplanade with its lovely beach and bay. Castle Coach House has been converted from part of the original stables of Steephill Castle and has pretty leaded windows, a lovely bay window, a charming porch and many beams. View Castle Coach House Ventnor Isle of Wight

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