October Half Term Cottages

October Half Term Isle of Wight self catering holiday cottages available for the Autumn Half Term Holiday week.

The Autumn Half Term in October runs from 26th October.

3 Star Self Catering Holiday Cottage
Bay View self catering Seaview East Isle of WightBay View self catering Seaview, East Isle of WightBay View self catering Seaview, East Isle of Wight

Isle of Wight » East » Seaview
£1225
Available from
Fri 23 Oct 2015

Sleeps 7 in 4 bedrooms + 1 extra bed; Children welcome
Bay View is beautifully situated beside the beach with panoramic sea views from most of the main rooms. It is in a peaceful location with the beach of Seagrove Bay only half a minute's walk away. Here swimming, paddling and boating can be enjoyed. There is also a footpath directly from the house to the beautiful sandy Priory Bay - a 5 minute walk away. The atmospheric village centre of Seaview, with its small shops, sailing club and restaurants is within a 7 minute stroll. Bay View, Seaview, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Bay View Seaview, Isle of Wight

Fodder Stable self catering Merstone East Isle of WightFodder Stable self catering Merstone, East Isle of WightFodder Stable self catering Merstone, East Isle of Wight

Isle of Wight » East » Merstone (nr Godshill)
£399

Sleeps 2 in 1 bedroom + 2 extra beds; Children welcome
Fodder Stable is on a lovely farm in beautiful countryside. From the cottage there are views across the fields to the downs of Ventnor in the distance. This is a wonderful walking area with footpaths leading from close to the cottage towards the picturesque village of Godshill or the coastal village of Niton. There is also easy access to the cycle route which crosses the Island. The sandy beaches of Sandown, Shanklin and Ventnor are all within a 15 minute drive. Fodder Stable, Merstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Fodder Stable Merstone, Isle of Wight

East Wing Clatterford House self catering Carisbrooke Central Isle of WightEast Wing Clatterford House self catering Carisbrooke, Central Isle of WightEast Wing Clatterford House self catering Carisbrooke, Central Isle of Wight

Isle of Wight » Central » Carisbrooke
£712
Available from
Fri 23 Oct 2015

Sleeps 7 in 5 bedrooms + 1 extra bed; Children welcome
This spacious self-contained wing of Clatterford House - a Grade II listed house, within the hamlet of Clatterford, occupies a lovely position, on high ground, overlooking the beautiful valley of Bowcombe. This is a wonderful walking and cycling area with country lanes and footpaths leading to the nearby castle of Carisbrooke and to the downs which join the Tennyson Trail to the Needles. Public house, italian restaurant and general stores with a 10 minute walk. Good central position makes it ideal for touring the island. East Wing Clatterford House, Carisbrooke, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View East Wing Clatterford House Carisbrooke, Isle of Wight

Harvest Cottage self catering Shanklin East Isle of WightHarvest Cottage self catering Shanklin, East Isle of WightHarvest Cottage self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin
£475

Sleeps 4 and a baby in 2 bedrooms; Children welcome
This lovely Grade II listed stone cottage is attractively situated in a courtyard of 5 cottages in a delightful rural hamlet only 1.5 miles from the centre of shanklin, a seaside resort with a large sandy beach which gently slopes to the water and is ideal for swimming and paddling. Harvest Cottage, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Harvest Cottage Shanklin, Isle of Wight

1 Multi Week Discount for this Holiday
Therles Cottage self catering Brook, Isle of Wight
£38 Multi Week Discount

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Moonfleet self catering West Tip Isle of Wight West Isle of WightMoonfleet self catering West Tip Isle of Wight, West Isle of WightMoonfleet self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight » West » Freshwater
£366

Sleeps 2 in 1 bedroom; Children 16+ yrs welcome
This charming cottage is beautifully sited on the cliff top above Freshwater Bay in ‘An area of Outstanding Natural Beauty’. There are wonderful sea views of the bay and South coast from the cottage and garden as well as fine views of Tennyson Down. Visitors can walk down for a swim, in Freshwater Bay, in less than 5 minutes. Moonfleet, Freshwater, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Moonfleet Freshwater, Isle of Wight

Rose Cottage self catering Shorwell West Isle of WightRose Cottage self catering Shorwell, West Isle of WightRose Cottage self catering Shorwell, West Isle of Wight

Isle of Wight » West » Shorwell
£305
Available from
Fri 23 Oct 2015

Sleeps 6 in 3 bedrooms; Children welcome
This pretty stone cottage is nestled close to the centre of the rural village of Shorwell. This is an attractive village with a good public house for meals and a village shop. The village is set amidst wonderful countryside and is a marvelous walking area with footpaths leading up onto the downs and to the coast. The beach at Brighstone is within a 5 minute drive. Rose Cottage, Shorwell, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Rose Cottage Shorwell, Isle of Wight

Milk Parlour Cottage self catering Godshill East Isle of WightMilk Parlour Cottage self catering Godshill, East Isle of WightMilk Parlour Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£439

Sleeps 3 in 2 bedrooms; Children welcome
This cottage is situated in a quiet country lane on the outskirts of Godshill. It was originally the milking parlour of Lower Yard Farm. The surrounding fields are home to horses which belong to a small nearby riding school. Here you are in lovely countryside but the centre of the picturesque village of Godshill, with its pretty thatched cottages, restaurants and tea shops is only 3/4 mile away. Milk Parlour Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Milk Parlour Cottage Godshill, 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 » East » Godshill
£479

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. Rosemary Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Rosemary Cottage Godshill, 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 » Central
£669

Sleeps 6 in 4 bedrooms + 1 extra bed; 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. The larger sandy beaches of Ventnor and Shanklin are within a 20 minute drive. Bramble Cottage, Bowcombe, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Bramble Cottage Bowcombe, Isle of Wight

4 Star Self Catering Holiday Cottage
Therles Cottage self catering Brook West Isle of WightTherles Cottage self catering Brook, West Isle of WightTherles Cottage self catering Brook, West Isle of Wight

Isle of Wight » West » Brook
£525

Sleeps 5 in 3 bedrooms + 1 extra bed; Children welcome
This lovely stone cottage dates back to the 1700's. It is beautifully situated on the south west coast of the Island – only a two minute walk from the beach. This part of the coastline is renowned for its fossils and is completely unspoilt. Brook Green is a pretty coastal hamlet with a small group of attractive stone cottages. The pretty villages of Brook and Brighstone are nearby. The sandy coves of Colwell Bay and Totland are within a 10 – 15 minute drive. Therles Cottage, Brook, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Therles Cottage Brook, Isle of Wight

Paper Barn self catering Newchurch East Isle of WightPaper Barn self catering Newchurch, East Isle of WightPaper Barn self catering Newchurch, East Isle of Wight

Isle of Wight » East
£435

Sleeps 4 in 2 bedrooms; Children welcome
The cottage occupies a delightful position on a lovely 12-acre farm, where horses are kept. The farm is surrounded by beautiful open countryside. It is a delightful walking area and visitors can follow footpaths over the Downs from close to the cottage. Great location for exploring the East of the Isle of Wight and only a short drive from Seaview or Shanklin. A nearby public house serves excellent food. Paper Barn, Newchurch, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Paper Barn Newchurch, Isle of Wight

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

Isle of Wight » West
£699

Sleeps 6 in 3 bedrooms; Children welcome
Situated within a few minutes walk of the centre of the pretty village of Shalfleet on the west side of the Isle of Wight. The village has a lovely 12th century church, its own village shop and a public house which is extremely good for meals. There is a tennis court which visitors are welcome to use and also an attractive heated swimming pool. Shalfleet Manor Barn, Shalfleet, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Shalfleet Manor Barn Shalfleet, Isle of Wight

Little Dormers self catering Cowes Area North Isle of WightLittle Dormers self catering Cowes Area, North Isle of WightLittle Dormers self catering Cowes Area, North Isle of Wight

Isle of Wight » North » Cowes
£335

Sleeps 2 and a baby in 1 bedroom; Babies under 6 months & Children 16+ yrs welcome
Little Dormers is the wing of a lovely detached property with a large garden. It is attractively situated in a quiet close with beautiful sea views and is within a 12 minute walk of a quiet beach where swimming, paddling and boating can be enjoyed. Here there is also a public house and a pleasant cafe providing refreshments. An easy 20 minute stroll beside the sea takes you into the centre of Cowes. Osborne house, the former island home of Queen Victoria is also nearby. Little Dormers, Cowes, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Little Dormers Cowes, Isle of Wight

Brighstone Brew House self catering Brighstone West Isle of WightBrighstone Brew House self catering Brighstone, West Isle of WightBrighstone Brew House self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone
£489

Sleeps 4 in 2 bedrooms; Children 4+ yrs welcome
This charming stone cottage is situated on a lovely farm close to the picturesque village of Brighstone, on the west side of the Island. The cottage is only a mile from the coast and it is a pleasant walk across the fields to the sea. Here there is a beach where visitors can enjoy swimming, fishing and paddling. The sandy coves of Colwell Bay and Totland Bay are a short drive away. Brighstone Brew House, Brighstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Brighstone Brew House Brighstone, Isle of Wight

The Hideaway self catering Island Harbour North Isle of WightThe Hideaway self catering Island Harbour, North Isle of WightThe Hideaway self catering Island Harbour, North Isle of Wight

Isle of Wight » North
£485
Available from
Fri 23 Oct 2015

Sleeps 4 in 2 bedrooms; Babies under 6 months & Children 5+ yrs welcome
This charming two bedroom cottage has been furnished and equipped to a high standard. It has two bedrooms with en-suite bath/shower rooms and a lovely fitted kitchen. The cottage is on a small development beside the River Medina. The river is within a two minute walk of the cottage. Here there is a marina with a variety of sailing boats and motor launches plus a bistro style restaurant with a bar. There are lovely walks along the river towards the market town of Newport or northwards towards Cowes. The Hideaway is in a good central location for visiting most parts of the island. The sandy beaches of Ryde and Appley are within a 15 minute drive. Osborne House, the island home of Queen Victoria is only a 5 minute drive away. The Hideaway, Island Harbour, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View The Hideaway Island Harbour, Isle of Wight

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

Isle of Wight » East » Shanklin
£1479

Sleeps 8 in 4 bedrooms + 1 extra bed; Children welcome
Dunnose Magna Cottage is a substantial, Grade II listed, thatched property magnificently situated, close to the coastal path, amidst 2 acres of beautiful gardens and within a pleasant stroll of Bonchurch. The property is surrounded by wonderful National Trust countryside and enjoys splendid views across the surrounding fields to the downs in ‘An Area of Outstanding Natural Beauty’. The wonderful beaches of Ventnor and Shanklin are within a few minutes drive. Dunnose Magna Cottage, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Dunnose Magna Cottage Luccombe, Isle of Wight

4 Star Self Catering Holiday Cottage
Park Lodge self catering Ventnor South Isle of WightPark Lodge self catering Ventnor, South Isle of WightPark Lodge self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor
£629

Sleeps 6 in 3 bedrooms; Children welcome
This pretty Swiss style cottage is situated in the lovely gardens of Ventnor Park. These gardens have sheltered lawns, well kept paths and excellent 18 hole putting green. Nearby footpaths lead up to high ground from where there are beautiful sea views. The sandy beach of Ventnor can be reached by taking a pleasant 5 minute stroll through the gardens and down to the esplanade. Footpaths also lead directly from the cottage to the quiet cove of Steephill and the Botanical Gardens. Park Lodge, Ventnor, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Park Lodge Ventnor, 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 » West » Totland
£475

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 Apple House, Totland Bay, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Apple House Totland Bay, Isle of Wight

Dylan Wing self catering West Tip Isle of Wight West Isle of WightDylan Wing self catering West Tip Isle of Wight, West Isle of WightDylan Wing self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight » West
£499

Sleeps 4 in 2 bedrooms; Children welcome
This property is beautifully situated with open coastal views across the surrounding countryside. It stands in ‘An Area of Outstanding Natural Beauty’. It is also a wonderful walking area with Tennyson Down only a few minutes walk away. The beach at Alum Bay is within a 25 minute walk - this is renowned for its coloured sands and from here there are boat trips to The Needles. Dylan Wing, Alum Bay, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Dylan Wing Alum Bay, Isle of Wight

Seabreeze self catering Brighstone West Isle of WightSeabreeze self catering Brighstone, West Isle of WightSeabreeze self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone
£629

Sleeps 6 in 3 bedrooms; Children welcome
Within a 2 minute walk of an attractive beach on the beautiful south west coast of the Isle of Wight. Here visitors can enjoy swimming, fishing and paddling. The cottage stands on high ground and there are sea and coastal views from the property. Visitors can relax in the sitting room or on the balcony and watch the sailing boats pass by. Seabreeze, Brighstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Seabreeze Brighstone, Isle of Wight

Barn End self catering Whitwell South Isle of WightBarn End self catering Whitwell, South Isle of WightBarn End self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell
£536
Available from
Fri 23 Oct 2015

Sleeps 4 and a baby in 2 bedrooms; Children 2+ yrs welcome
This pretty thatched cottage stands, close to the centre of the small rural village of Whitwell, only two miles from the south coast. Here there are the quiet coves of St Lawrence and within 10 minutes drive is the small seaside resort of Ventnor. Ventnor and St Lawrence are renowned for their mild climate and beautiful botanical gardens. The larger sandy beaches of Shanklin and Sandown are within a 15 minute drive. Barn End, Whitwell, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Barn End Whitwell, Isle of Wight

Groom Cottage self catering Shanklin East Isle of WightGroom Cottage self catering Shanklin, East Isle of WightGroom Cottage self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin
£639

Sleeps 4 in 2 bedrooms; Children 5+ yrs welcome
This delightful Grade II listed stone cottage has been sympathetically converted from the former stables of the nearby Apse Manor. Groom Cottage is a large property with thick stone walls, wooden beams and an attractive appearance with four gables. It nestles within an enclosed courtyard approached through a lovely arched entrance. The original building dates back to 1695, and period stone door surrounds and lintels can be seen on its south elevation. Parking available adjacent to the cottage. Groom Cottage, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Groom Cottage Shanklin, Isle of Wight

The Coach House self catering Godshill East Isle of WightThe Coach House self catering Godshill, East Isle of WightThe Coach House self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£339
Available from
Fri 23 Oct 2015

Sleeps 2 and a baby in 1 bedroom; Children welcome
Situated on the South East side of the Island in an attractive farm courtyard with ancient Grade 11 listed barns and a traditional farmhouse which dates back to the 17th Century. Sainham Farm occupies a delightful position, lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill, in an Area of Outstanding Natural Beauty. This village is renowned for its church and pretty thatched cottages. The sandy beaches of Shanklin, Sandown and Ventnor are only a ten minute drive away. The Coach House, Godshill, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View The Coach House Godshill, 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 » South » Niton Undercliff
£659

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. St Catherines Cottage, Niton Undercliff, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View St Catherines Cottage Niton Undercliff, 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 » West » Totland
£499
Available from
Fri 23 Oct 2015

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. Romany Cottage, Totland Bay, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Romany Cottage Totland Bay, 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 » South » Ventnor
£349

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. The Clock Tower, Ventnor, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View The Clock Tower Ventnor, Isle of Wight

Apple Tree Lodge self catering Shanklin East Isle of WightApple Tree Lodge self catering Shanklin, East Isle of WightApple Tree Lodge self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin
£475
Available from
Sun 25 Oct 2015

Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
Within 3 minutes of Shanklin's sandy beach - ideal for paddling and swimming. It is only a 2 minute walk from the lodge to the cliff path for beautiful views across Sandown Bay to the white cliff of Culver. Shanklin is a pleasant small resort on the south east coast of the Island with its own small theatre and a variety of interesting shops and restaurants. The Old Village of Shanklin has pretty thatched cottages, tea shops and public houses plus a beautiful chine, floodlit in the evening. Apple Tree Lodge, Shanklin, Isle of Wight is available for 7 nights from Sunday 25th October to Sunday 1st November 2015. View Apple Tree Lodge Shanklin, Isle of Wight

House of Om self catering Godshill East Isle of WightHouse of Om self catering Godshill, East Isle of WightHouse of Om self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£639

Sleeps 6 in 3 bedrooms + 1 extra bed; Children welcome
This delightful stone cottage is situated in the centre of the picturesque village of Godshill, on the East side of the Isle of Wight, within a 10 minute drive of the sandy beaches of Shanklin, Sandown and Ventnor. This is also a delightful walking area with various footpaths and trails close to House of Om. The cottage has been furnished and equipped with great sensitivity to provide delightful accommodation.There are furnishings and artefacts from around the world combined with a wonderful use of colour. Restaurant, tea shops, public house and small shops with a few minutes walk. House of Om, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View House of Om Godshill, Isle of Wight

The Hayloft self catering Godshill East Isle of WightThe Hayloft self catering Godshill, East Isle of WightThe Hayloft self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£535

Sleeps 5 in 3 bedrooms + 1 extra bed; Children welcome
This lovely stone cottage occupies an attractive position in a quiet country lane, on the outskirts of Godshill. It has been converted from the original milking parlour of Lower Yard Farm and the building is thought to date back to the 1700 ‘s. A small riding stables is within a few minutes walk and most of the surrounding fields are home to horses. The centre of the picturesque village of Godshill, with its pretty thatched cottages, restaurants and tea shops is only 3/4 mile away. The Hayloft, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View The Hayloft Godshill, Isle of Wight

Redway Granary self catering Merstone East Isle of WightRedway Granary self catering Merstone, East Isle of WightRedway Granary self catering Merstone, East Isle of Wight

Isle of Wight » East » Merstone (nr Godshill)
£659

Sleeps 6 in 3 bedrooms; Children welcome
This wonderful property is situated on a lovely farm in beautiful countryside. It has recently been converted from a large old granary, the foundations of which date back to the 1700s. A fire in 1889 resulted in much of it being rebuilt. Redway Manor Granary has been renovated with the greatest care and wherever possible original features have been retained. There are beautiful views across the fields and nearby lakes to the downs. The sandy beaches of Sandown and Shanklin are within a 15 minute drive. Redway Granary, Merstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Redway Granary 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 » East » Godshill
£595

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. Stag Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Stag Cottage Godshill, 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 » South » Ventnor » St Lawrence
£749

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. Western Lines, St Lawrence, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Western Lines Ventnor, 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 » North
£1095
Available from
Fri 23 Oct 2015

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. The Barn, Wootton, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View The Barn Wootton, 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 » West » Freshwater
£339
Available from
Fri 23 Oct 2015

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. Tennysons View, Freshwater, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Tennysons View Freshwater, Isle of Wight

Beaulieu Cottage self catering Borthwood East Isle of WightBeaulieu Cottage self catering Borthwood, East Isle of WightBeaulieu Cottage self catering Borthwood, East Isle of Wight

Isle of Wight » East
£435 / £459

Sleeps 5 in 3 bedrooms; Children welcome
This charming cottage is nestled in the beautiful East Isle of Wight countryside, adjoining National Trust woodland, renowned for its carpets of bluebells; abundance of red squirrels and rabbits. The cottage commands wonderful views towards the sea and Culver Cliffs as well as of the Ventnor Down. Visitors have the freedom to enjoy over three acres of garden and private woodland. The sandy beach of Sandown is within a seven-minute drive. Beaulieu Cottage, Borthwood, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Beaulieu Cottage Borthwood, 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 » East » Shanklin
£739

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. Byre Cottage, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Byre Cottage Shanklin, Isle of Wight

Hadfield Cottage self catering Ventnor South Isle of WightHadfield Cottage self catering Ventnor, South Isle of WightHadfield Cottage self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor » Bonchurch
£825

Sleeps 8 in 4 bedrooms; Children welcome
Hadfield Cottage is situated in the picturesque coastal village of Bonchurch and is less than 3 minutes walk from the sea. Bonchurch has an air of tranquillity with its lovely village pond, traditional style cottages and 11th century church. Restaurants and a public house are within easy walking distance. There is also a pleasant coastal walk to the nearby seaside resort of Ventnor. Hadfield Cottage, Bonchurch, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Hadfield Cottage Bonchurch, Isle of Wight

Clatterford Coach House self catering Carisbrooke Central Isle of WightClatterford Coach House self catering Carisbrooke, Central Isle of WightClatterford Coach House self catering Carisbrooke, Central Isle of Wight

Isle of Wight » Central » Carisbrooke
£445

Sleeps 5 in 3 bedrooms; Children welcome
Situated in a small courtyard in the grounds of Clatterford House – a Grade II listed country house dating back to 1756. It stands in a peaceful rural hamlet, in the beautiful valley of Bowcombe, on the outer edge of Carisbrooke. This is a marvellous walking and cycling area with footpaths and quiet lanes leading to the castle and to nearby downs to join the Worsley Trail and the Tennyson Trail which extends to The Needles on the western tip of the Isle of Wight. Clatterford Coach House, Carisbrooke, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Clatterford Coach House Carisbrooke, Isle of Wight

The Barn Whitwell self catering Whitwell South Isle of WightThe Barn Whitwell self catering Whitwell, South Isle of WightThe Barn Whitwell self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell
£556
Available from
Fri 23 Oct 2015

Sleeps 6 in 4 bedrooms; Children welcome
Lovely thatched cottage close to village centre in attractive rural area within 5 minutes drive of the coast where there are small attractive coves and the seaside resort of Ventnor. In wonderful walking and cycling area. Attractive fenced garden. Public house within 5 minutes walk. The Barn Whitwell, Whitwell, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View The Barn Whitwell Whitwell, Isle of Wight

Tennyson Wing self catering West Tip Isle of Wight West Isle of WightTennyson Wing self catering West Tip Isle of Wight, West Isle of WightTennyson Wing self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight » West
£499

Sleeps 4 in 2 bedrooms; Children welcome
Tennyson Wing is beautifully situated in a lovely rural location above Alum Bay and enjoys panoramic views of the nearby downs and across fields to the sea. This is a wonderful walking area within a two minute walk of Tennyson Down and a nearby footpath leads to the coastal path. Tennyson Wing is the first floor south west wing of a large detached property with a wonderful large terrace where meals can be enjoyed. It has two bedrooms - a twin room and a double bedroom with a king size bed and en-suite shower room; family bathroom; fitted kitchen; charming sitting room and dining area. Sea views from most main rooms. Only a short drive from several sandy coves on the west side of the island. Tennyson Wing, Alum Bay, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Tennyson Wing Alum Bay, Isle of Wight

One Mead Cottage self catering Alverstone East Isle of WightOne Mead Cottage self catering Alverstone, East Isle of WightOne Mead Cottage self catering Alverstone, East Isle of Wight

Isle of Wight » East
£479

Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
Mead Cottage is attractively situated on a 12 acre farm on the edge of the small rural hamlet of Alverstone in “An Area of Outstanding Natural Beauty”. This is a wonderful position for outdoor pursuits, walking, cycling, fishing and golf. In the village there are lovely water meadows and fishing ponds with hides for bird and red squirrel watching. There are many footpaths leading up on to the downs and towards the coast. One Mead Cottage, Alverstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View One Mead Cottage Alverstone, Isle of Wight

Bridgecourt Manor Cottage self catering Godshill East Isle of WightBridgecourt Manor Cottage self catering Godshill, East Isle of WightBridgecourt Manor Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£479

Sleeps 5 in 3 bedrooms; Children welcome
Located in the grounds of an old manor house in beautiful South Wight countryside near the picturesque village of Godshill. The Manor House is surrounded by lovely gardens which the cottage overlooks. Bridgecourt Manor Cottage is a stone cottage, converted from an ancient forge which dates back to the 1600’s. It provides attractive and comfortable accommodation for 5 people in 3 bedrooms. Bridgecourt Manor Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Bridgecourt Manor Cottage Godshill, Isle of Wight

Knighton Gorges self catering Newchurch East Isle of WightKnighton Gorges self catering Newchurch, East Isle of WightKnighton Gorges self catering Newchurch, East Isle of Wight

Isle of Wight » East
£1095
Available from
Fri 23 Oct 2015

Sleeps 10 in 5 bedrooms; Children welcome
Knighton Gorges occupies a wonderful position nestled in lovely East Wight countryside, in ‘An Area of Outstanding Natural Beauty’. It has uninterrupted views across the beautiful Yar Valley to the Ventnor Downs. The house offers an oasis of peace, being a detached property with its own two acres of grounds and no near neighbours. The property dates back to the 17th century and used to form part of the buildings of the famous Manor House which once occupied the site. Knighton Gorges, Newchurch, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Knighton Gorges Newchurch, Isle of Wight

Meadow End Wing self catering Alverstone East Isle of WightMeadow End Wing self catering Alverstone, East Isle of WightMeadow End Wing self catering Alverstone, East Isle of Wight

Isle of Wight » East
£475

Sleeps 4 in 2 bedrooms; Children welcome
Situated in beautiful East Wight countryside on the outskirts of the attractive hamlet of Alverstone and within an easy 10 minute drive of the sandy beaches of Sandown and Shanklin. The property enjoys beautiful views across open countryside towards Culver Cliffs and the sea can be glimpsed in the distance. Meadow End Wing, Alverstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Meadow End Wing Alverstone, Isle of Wight

High Rising self catering Cowes Area North Isle of WightHigh Rising self catering Cowes Area, North Isle of WightHigh Rising self catering Cowes Area, North Isle of Wight

Isle of Wight » North » Cowes
£895

Sleeps 6 in 3 bedrooms; Children welcome
High Rising is situated within a few minutes walk of the sea at Gurnard. Here there is a quiet beach where visitors can enjoy paddling swimming and boating. A pleasant café and nearby public house provide refreshments. There is easy access to the west side of the Island with its quiet sandy coves and the nearby National Nature reserve of Newtown – an area of outstanding Natural Beauty and a wonderful area for walking and bird watching. High Rising, Gurnard, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View High Rising Gurnard, Isle of Wight

Cottage Compare Suggestions: Bay View, Fodder Stable and East Wing Clatterford HouseRose Cottage, Milk Parlour Cottage and Rosemary Cottage


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The Autumn Half Term remains a popular week for holidays on the Isle of Wight. Walking and exploring the natural beauty of the Island is high on visitors agenda as well as spending some time on the beach.

Cycle rides around the Isle of Wight's extensive cycle network is a great Autumn Half Term activity as they often pass through some the Isle of Wight's most attractive woodland which always looks spectacular as the leaves start to turn golden and red.

You may also wish to view Isle of Purbeck October Half Term Holiday Cottages »

Holiday Attractions & Activities

Blackgang Chine
Niton, Isle of Wight / Chale, Isle of Wight
Blackgang Chine Isle of Wight

Blackgang Chine is a popular theme park with rides, games and a maze to keep the whole family entertained.

Blackgang Chine is also thought to be the longest running theme park in the world and many generations of visitors remember it for the adventure and excitement it offers. Located just outside of Niton on the South of the Isle of Wight www.blackgangchine.com/

Seaview Wildlife Encounter
Seaview, Isle of Wight
Seaview Wildlife Encounter Isle of Wight

Leading the way with interactive wildlife adventures this multi-award winning park really stands out from the crowd! Tucked away on the NE Coast of the Island this hidden gem is a full day out for all the family packed with fun, hands-on wildlife activities and special V.I.P. Encounters. seaviewwildlife.com

Good Leaf Tree Climbing
North East, Isle of Wight
Good Leaf Tree Climbing Isle of Wight

A chance to climb into the canopy as part of a fun day out on the Isle of Wight. This family friendly activity is very safe and extremely popular with children and adults alike. For more information visit www.goodleaf.co.uk

Isle of Wight Adventure Activities
Freshwater, Isle of Wight
Isle of Wight Adventure Activities

A wide range of organised outdoor and indoor activities including kayaking, indoor climbing, coasteering, archery and paddleboarding. isleofwightadventureactivities.co.uk

Isle of Wight Steam Railway
Havenstreet near Wootton, Isle of Wight
Isle of Wight Steam Railway

A wonderful day out for the family with a step back in time to the age of steam. The Isle of Wight Steam Railway offers a chance to learn about the trains and travel part of the Isle of Wight by train. For more information visit www.iwsteamrailway.co.uk

Osborne House
North Isle of Wight
Isle of Wight Steam Railway

Wootton is a short drive away from Osborne House which was the summer residence of Queen Victoria. The house and grounds have been opened to the public by English Heritage. Osborne House

Isle of Wight Donkey Sanctuary
Godshill / Shanklin, Isle of Wight
Isle of Wight Donkey Sanctuary

The IOW Donkey sanctuary is a registered charity rescuing donkeys in need. Over 80 donkeys enjoy a happy and secure home in 50 acres. Open from Easter until the end of October. Free admission. iwdonkey-sanctuary.com

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