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.

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 » East » Shanklin
£556

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

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 » North » Cowes
£444

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

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 » East » Merstone (nr Godshill)
£525
Available from
Fri 23 Oct 2015

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. Manor Stable Cottage, Merstone, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Manor Stable Cottage Merstone, Isle of Wight

Dairymaid Cottage self catering Shanklin East Isle of WightDairymaid Cottage self catering Shanklin, East Isle of WightDairymaid Cottage self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin
£639

Sleeps 4 in 2 bedrooms; Children welcome
Built of Island Stone and the building dates back to 1695. It is one of a pair of cottages divided by an impressive central arch leading to an inner courtyard with pretty gardens and four additional cottages. The cottage is very pleasantly situated in a quiet hamlet in attractive countryside. Dairymaid Cottage, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Dairymaid Cottage Shanklin, Isle of Wight

Magnolia Cottage self catering Godshill East Isle of WightMagnolia Cottage self catering Godshill, East Isle of WightMagnolia Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£479

Sleeps 4 and a baby in 2 bedrooms; Children welcome
Magnolia 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. Magnolia Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Magnolia Cottage Godshill, Isle of Wight

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

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

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

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 » East » Godshill
£479

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

Briary Cottage self catering Cowes Area North Isle of WightBriary Cottage self catering Cowes Area, North Isle of WightBriary Cottage self catering Cowes Area, North Isle of Wight

Isle of Wight » North » Cowes
£639
Available from
Fri 23 Oct 2015

Sleeps 4 in 2 bedrooms; Children welcome
This lovely two bedroom cottage is very attractively situated on Egypt Esplanade, near Cowes and is within a one minute walk of the sea. There are open sea views from the living room, double bedroom and garden. Briary cottage has been furnished and equipped with great care to a very high standard. Cowes and Gurnard are both within a short walk along the sea front. Briary Cottage, Cowes, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Briary Cottage Cowes, Isle of Wight

Elm Cottage self catering Godshill East Isle of WightElm Cottage self catering Godshill, East Isle of WightElm Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£459
Available from
Fri 23 Oct 2015

Sleeps 6 in 3 bedrooms; Children welcome
Stone cottage in lovely peaceful Isle of Wight rural hamlet with large garden. Elm Cottage has a charming double bedroom, a bunk bedroom and a spacious single room which can accommodate an extra bed. It has a spacious sitting room with a wood burning stove, a separate dining room and a fitted kitchen equipped with a electric cooker and hob, microwave, fridge freezer and washing machine. There is a ground floor shower room with a w.c. and a bathroom with basin w.c. upstairs. Lovely large garden with garden furniture and a trampoline for children. Parking for one car. Elm Cottage, Roud, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Elm Cottage Roud, Isle of Wight

Upper Garden Lodge self catering Ventnor South Isle of WightUpper Garden Lodge self catering Ventnor, South Isle of WightUpper Garden Lodge self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor
£399

Sleeps 3 in 2 bedrooms; Children welcome
Delightful first floor apartment comprising the entire upper floor of a traditional stone built house adjacent to Ventnor Park Gardens and within a 10 minute walk of the esplanade of Ventnor with its beach and beautiful bay. Visitors can also walk through the gardens and along the coastal path for a short distance to Ventnor Botanical Garden and to Steephill Cove. The small shops and restaurants of Ventnor are also within a 10 minute walk. The property has been newly renovated and equipped to a high standard to provide very attractive accommodation with garden views and also glimpses of the sea from the smaller bedroom. Upper Garden Lodge, Ventnor, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Upper Garden Lodge Ventnor, 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

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 » East » Merstone (nr Godshill)
£525

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. It is situated on an attractive farm at Merstone. The picturesque village of Godshill is nearby and the sandy beaches of Sandown and Shanklin are within a 15 minute drive. This is a wonderful walking area. Footpaths can be followed from close to the cottage along the course of the river Yar towards Bembridge and Niton and into the village of Godshill. Parlour Cottage, Merstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Parlour Cottage Merstone, 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 » Central » Carisbrooke
£659

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

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

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

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

Monks Path self catering Brighstone West Isle of WightMonks Path self catering Brighstone, West Isle of WightMonks Path self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone
£1695
Available from
Fri 23 Oct 2015

Sleeps 11 in 5 bedrooms; Children welcome
A delightful detached house with a private heated swimming pool set in extensive private grounds and with coastal views from all the front facing rooms. It is very attractively situated in the small rural hamlet of Limerstone and is only 1.5 miles from the south west coast of the Isle of Wight. This is an area of outstanding natural beauty. There is access to a wonderful walking area with footpaths following the downs at the rear of Monkspath on the Worsley / Tennyson Trail towards the Needles. Monks Path, Brighstone, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Monks Path Limerstone, 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 » South » Ventnor
£349

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. Castle Coach House, Ventnor, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Castle Coach House Ventnor, Isle of Wight

Brook Lodge self catering Whitwell South Isle of WightBrook Lodge self catering Whitwell, South Isle of WightBrook Lodge self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell
£336

Sleeps 2 in 1 bedroom + 1 extra bed; Children 8+ yrs welcome
This attractive property is situated in the grounds of Brook Lodge in beautiful South Isle of Wight countryside on the outskirts of the rural village of Whitwell. The village centre with its attractive church and public house is only a 10 minute walk away. The sandy beach of the seaside town of Ventnor is within a 10 minute drive and there is also easy access to the small quiet coves on the south coast and on the West side of the Isle of Wight. Brook Lodge, Whitwell, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Brook Lodge Whitwell, 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

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

Apse Manor Forge Cottage self catering Shanklin East Isle of WightApse Manor Forge Cottage self catering Shanklin, East Isle of WightApse Manor Forge Cottage self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin
£469

Sleeps 4 and a baby in 2 bedrooms; Children welcome
This delightful cottage is very attractively situated in a peaceful rural hamlet in beautiful countryside but is only 1.5 miles from the lovely sandy beach of Shanklin, a small coastal town with a variety of restaurants and entertainments. The neighbouring seaside towns of Sandown and Ventnor are within an easy 10 minute drive. The cottage is in a good walking area with nearby footpaths leading to woodland and to the downs above Ventnor. Apse Manor Forge Cottage, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Apse Manor Forge Cottage Shanklin, 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 » East » Shanklin
£329

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

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

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

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 » East » Merstone (nr Godshill)
£495

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 Old 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. The Brew House, Merstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View The Brew House Merstone, 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 » Central » Carisbrooke
£655

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. Virginia Cottage, Carisbrooke, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Virginia Cottage Carisbrooke, 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 » East
£556

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. Squire Thatchers Barn, Newchurch, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Squire Thatchers Barn Newchurch, 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 » East
£525

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. Mokolodi Wight, Newchurch, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Mokolodi Wight Newchurch, 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 » East » Bembridge
£556

Sleeps 7 in 3 bedrooms; 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. Harbours Edge, Bembridge, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Harbours Edge St Helens, Isle of Wight

Pictou Cottage self catering Niton South Isle of WightPictou Cottage self catering Niton, South Isle of WightPictou Cottage self catering Niton, South Isle of Wight

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

Sleeps 6 in 3 bedrooms; Children welcome
This lovely stone cottage is nestled close to the centre of the attractive rural village of Niton on the south coast of the island. It is within one minutes walk of the excellent village general stores, post office, butchers, book shop, hairdressers and hardware shop. There is also a pleasant public house for meals and a beautiful 16th century church. The village of Niton is in 'An Area of Outstanding National Beauty' and is a wonderful walking area. Pictou Cottage, Niton, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Pictou Cottage Niton, Isle of Wight

Chine Side self catering Shanklin East Isle of WightChine Side self catering Shanklin, East Isle of WightChine Side self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin
£1149

Sleeps 8 in 4 bedrooms; Children welcome
This charming stone villa stands in the pretty old village of the coastal resort on Shanklin on the south east side of the Isle of Wight. The lovely garden of the property adjoins Shanklin Chine which provides a beautiful walk down to the sea. The delightful sandy beach of Shanklin is within a 5 minute walk. Here the sand gently slopes into the water - swimming, paddling and boating. can be enjoyed. Chine Side, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Chine Side Shanklin, Isle of Wight

Little Granville self catering Whitwell South Isle of WightLittle Granville self catering Whitwell, South Isle of WightLittle Granville self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell
£269
Available from
Fri 23 Oct 2015

Sleeps 2 in 1 bedroom; Children welcome
Little Granville enjoys views across beautiful countryside and is in a wonderful walking and cycling area with footpaths from close to the cottage. Within a 10 minute drive of the sandy beaches of Shanklin & Ventnor. Newly renovated cottage which has been furnished and equipped to a high standard. Little Granville, Whitwell, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Little Granville Whitwell, Isle of Wight

Honeymoon Cottage self catering Whitwell South Isle of WightHoneymoon Cottage self catering Whitwell, South Isle of WightHoneymoon Cottage self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell
£536

Sleeps 4 in 2 bedrooms; Children welcome
Honeymoon Cottage stands towards the end of a country lane beside a small farm. It is in an ‘Area of Outstanding Natural Beauty' on the edge of the rural village of Whitwell close to the south coast of the Island. This is a wonderful walking area with footpaths leading directly from the cottage into the beautiful countryside and on to the downs. Honeymoon Cottage, Whitwell, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Honeymoon Cottage Whitwell, 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
£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 Saturday 24th October to Saturday 31st October 2015. View Beaulieu Cottage Borthwood, 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 » South » Ventnor » Bonchurch
£1225

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. Sea Shells by the Beach, Bonchurch, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Sea Shells by the Beach Bonchurch, 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

Stable Cottage self catering Brighstone West Isle of WightStable Cottage self catering Brighstone, West Isle of WightStable Cottage self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone
£335

Sleeps 2 in 1 bedroom; not suitable for children
This pretty thatched cottage is attractively situated in the grounds of Gillmans House, close to the centre of Brighstone - a charming village with many thatched cottages, an ancient church, post office, public house and National Trust shop. The village is surrounded by beautiful West Wight countryside and is less than a mile from the beach and National Trust coastline. Behind the village are the Brighstone Downs. Footpaths can be followed from here that lead to the renowned Tennyson Downs and The Needles. The spectacular coastal views from these downs are breathtaking. Stable Cottage, Brighstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Stable Cottage Brighstone, Isle of Wight

Cottage Compare Suggestions: Sea Whisper, Byre Cottage and Medham Farm CottageDairymaid Cottage, Magnolia Cottage and Bay View


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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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