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.

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

Priestley Wing self catering West Tip Isle of Wight West Isle of WightPriestley Wing self catering West Tip Isle of Wight, West Isle of WightPriestley Wing self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight » West
£539
Available from
Fri 23 Oct 2015

Sleeps 6 and a baby in 3 bedrooms; Children welcome
Alum Bay House is nestled in beautiful West Wight countryside and most of the main rooms enjoy spectacular views across fields to the sea. It is in an Area of Outstanding Natural Beauty and a footpath leads directly from the property across a field onto the nearby Tennyson Down. Here visitors can easily join the coastal path leading to The Needles and to the attractive bays of Freshwater, Totland and Colwell. Priestley Wing, Alum Bay, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Priestley Wing Alum Bay, Isle of Wight

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

Isle of Wight » South » Whitwell
£595
Available from
Fri 23 Oct 2015

Sleeps 4 in 2 bedrooms; Children welcome
This delightful stone cottage is located on a 400 acre arable farm which is also home to a small number of cattle, sheep and free range chickens. It is located on the south east side of the island within a 5 minute drive of the beach. This is a wonderful walking and cycling area with footpaths leading from the cottage across the farm and joining a network of routes including the renowned Stenbury Trail which links Ventnor with the central market town of Newport and its dramatic castle of Carisbrooke. The larger sandy beaches of Ventnor and Shanklin are within a 10 minute drive. The Blacksmiths Shop, Whitwell, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View The Blacksmiths Shop Whitwell, Isle of Wight

4 Star Self Catering Holiday Cottage
Puckaster Wing self catering Niton Undercliff South Isle of WightPuckaster Wing self catering Niton Undercliff, South Isle of WightPuckaster Wing self catering Niton Undercliff, South Isle of Wight

Isle of Wight » South » Niton Undercliff
£479
Available from
Fri 23 Oct 2015

Sleeps 4 in 2 bedrooms; Children welcome
Puckaster House is beautifully situated; surrounded by its own six acres of garden and with lovely lawns going down towards the sea. Visitors have the rare opportunity to stay in a wing of this beautiful 'Cottage Ornee style house that dates back to the 17th Century. Puckaster Wing, Niton Undercliff, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Puckaster Wing Niton Undercliff, Isle of Wight

Woodland Court self catering Ventnor South Isle of WightWoodland Court self catering Ventnor, South Isle of WightWoodland Court self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor » St Lawrence
£595

Sleeps 6 in 3 bedrooms; Children welcome
Woodland Court is a beautiful seaside holiday cottage at St Lawrence near Ventnor on the South East of the Isle of Wight. It is within a 5 minute walk of the beach at Steephill Cove and only 2 minutes from the coastal path which extends eastwards to the lovely seaside resort of Ventnor and onwards to Bonchurch and Shanklin. The property enjoys glimpses of the sea and is in a very attractive location with a large garden. Furnished and equipped to a high standard. Woodland Court, St Lawrence, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Woodland Court St Lawrence, Isle of wight

4 Star Self Catering Holiday Cottage
Baltija self catering Ventnor South Isle of WightBaltija self catering Ventnor, South Isle of WightBaltija self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor » St Lawrence
£556
Available from
Fri 23 Oct 2015

Sleeps 6 and a baby in 4 bedrooms; Children welcome
Baltija is beautifully situated in the wonderful semi rural coastal area of St Lawrence on the south of the Island. St Lawrence is renowned for it mild climate and is an ‘Area of Outstanding Natural Beauty’. Lanes and footpaths can be followed directly from the property to the sea at Woody Bay which is a ten to fifteen minute walk away. Baltija, St Lawrence, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Baltija St Lawrence, 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

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

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

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

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

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

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

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

Isle of Wight » West » Brighstone
£499

Sleeps 4 in 2 bedrooms; Children welcome
Wagtails is situated in a quiet country lane on the outskirts of the pretty village of Brighstone. This lovely detached bungalow has recently been refurbished to a very high standard with meticulous attention to detail. It provides very attractive and comfortable facilities for four people with two bedrooms and two bath/shower rooms. The property has attractive front and rear garden areas with care having been taken to provide guests with a variety of areas for relaxation, including a cosy summerhouse. In addition, a stunning raised terrace provides the perfect sunny setting for al fresco dining. Wagtails, Brighstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Wagtails Brighstone, Isle of Wight

Castle Cottage self catering Ventnor South Isle of WightCastle Cottage self catering Ventnor, South Isle of WightCastle Cottage self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor
£399

Sleeps 2 in 2 bedrooms + 1 extra bed; Babies under 6 months & Children 4+ yrs welcome
Castle Cottage is very attractively situated within a pleasant ten minute stroll of the sandy beach of Ventnor and the quiet cove of Steephill. At the rear of the cottage is Ventnor Park and paths lead through these lovely gardens to the Esplanade. These gardens also adjoin the Botanical Garden of Ventnor which is renowned for its mild climate and rare plants. Castle Cottage, Ventnor, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Castle Cottage Ventnor, 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 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

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

Laurel Cottage self catering Newbridge West Isle of WightLaurel Cottage self catering Newbridge, West Isle of WightLaurel Cottage self catering Newbridge, West Isle of Wight

Isle of Wight » West
£435

Sleeps 4 in 2 bedrooms; Children welcome
This is a picturesque thatched cottage in the peaceful village of Newbridge, at the heart of rural West Wight. It is situated in a country lane leading to a farm track and there is little passing traffic. Local footpaths lead to Shalfleet Creek and to the Tennyson Trail, from which there are spectacular views across the Solent and the South Coast. Laurel Cottage, Newbridge, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Laurel Cottage Newbridge, 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

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

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

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

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

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

Isle of Wight » West » Freshwater
£475
Available from
Fri 23 Oct 2015

Sleeps 4 in 2 bedrooms; Children welcome
Milton Stables is situated on the south west side of the Isle of Wight within a 5 minute walk of Freshwater Bay, Tennyson Down and the coastal path which is particularly dramatic on its route westwards to The Needles. It is a detached property which has been converted from original stables - renovated with care to provide spacious, light and comfortable accommodation for 4 people with a large open plan fitted kitchen, dining area, separate sitting room and wet room. Upstairs there are two bedrooms - one twin room and a double bedroom with en-suite bathroom The cottage has an enclosed courtyard at the front of the cottage which is fenced and gated. Milton Stables, Freshwater, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Milton Stables Freshwater Bay, Isle of Wight

Yafford Mill Barn self catering Shorwell West Isle of WightYafford Mill Barn self catering Shorwell, West Isle of WightYafford Mill Barn self catering Shorwell, West Isle of Wight

Isle of Wight » West » Shorwell
£915

Sleeps 6 in 3 bedrooms; Children welcome
This wonderful property occupies a delightful location set amidst the beautiful countryside of the coastal area of south west wight. This is ‘An Area of Outstanding Natural Beauty’. The quiet and unspoilt beaches of Brighstone and Brook are within a 5 minute drive. The cottage is equipped to a very high standard and all the accommodation is on one level with easy access. Yafford Mill Barn, Shorwell, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Yafford Mill Barn Yafford, 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

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

Westview self catering Shorwell West Isle of WightWestview self catering Shorwell, West Isle of WightWestview self catering Shorwell, West Isle of Wight

Isle of Wight » West » Shorwell
£725

Sleeps 8 and a baby in 4 bedrooms; Children welcome
In the centre of the small rural village of Shorwell on the south west of the island and is only a 5 minute drive from a quiet beach at Brighstone. The cottage stands adjacent to a beautiful 11th century church. A pleasant old public house with a large duck pond is within a 1 minute walk and Shorwell still has its own village shop. There are a variety of small sandy coves within a short drive where visitors can enjoy swimming, paddling, boating and fishing. Westview, Shorwell, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Westview Shorwell, 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

Puckaster Cottage self catering Niton Undercliff South Isle of WightPuckaster Cottage self catering Niton Undercliff, South Isle of WightPuckaster Cottage self catering Niton Undercliff, South Isle of Wight

Isle of Wight » South » Niton Undercliff
£489
Available from
Fri 23 Oct 2015

Sleeps 4 in 2 bedrooms; Children welcome
Puckaster Cottage is a lovely cottage in an attractive courtyard within the grounds of Puckaster House . The main house is surrounded by six acres of garden with lovely lawns going down towards the sea. There are sea glimpses from some of the upper rooms of the cottage and open sea views from the larger gardens. The sea is within a 10 minute walk and there is easy access to the wonderful coastal path which extends from the village of Niton to The Needles on the western tip of the Isle of Wight. The small resort of Ventnor is within a 15 minute drive and there is easy access to a number of small quiet bays on the south west side of the Island. Puckaster Cottage, Niton Undercliff, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Puckaster Cottage Niton Undercliff, Isle of Wight

Shiloh Cottage self catering Whitwell South Isle of WightShiloh Cottage self catering Whitwell, South Isle of WightShiloh Cottage self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell
£495

Sleeps 5 in 2 bedrooms; Children welcome
Shiloh is a Grade II listed barn which has been converted into a lovely 2 bedroom, single storey, cottage. It is situated in delightful countryside beween the villages of Godshill and Whitwell and is only a 5 minute drive from the coast. The seaside resort of Ventnor is 5 km away and the sandy beaches of Shankllin and Ventnor are within a 10 to 15 minute drive. This is a wonderful walking and cycling area with direct access to a network of footpaths including a wonderful walk along the River Yar which extends from its source in Niton on the south coast to Bembridge, with its beautiful wetland area in the east. The cottage has a secure fenced garden and is well equipped. Shiloh Cottage, Whitwell, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Shiloh Cottage Whitwell, Isle of Wight

Sweetwater Lodge self catering Calbourne West Isle of WightSweetwater Lodge self catering Calbourne, West Isle of WightSweetwater Lodge self catering Calbourne, West Isle of Wight

Isle of Wight » West
£525

Sleeps 4 in 2 bedrooms; Children welcome
This pretty thatched cottage, with leaded light windows, stands in beautiful countryside, only a few minutes walk from Calbourne Water Mill. The cottage was designed by John Nash as a lodge for Westover Manor and is a Grade II listed building with wonderful grounds of 3.5 acres. This is a lovely walking area with footpaths very close to the cottage leading to Newbridge, Calbourne and to the downs above Brighstone, linking with the renowned Tennyson trail to Freshwater Bay. Sweetwater Lodge, Calbourne, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Sweetwater Lodge Calbourne, 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 marvelous 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

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

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 » West » Brighstone
£785

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

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

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

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

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

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

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

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

Isle of Wight » West » Brighstone
£489
Available from
Fri 23 Oct 2015

Sleeps 4 and a baby in 2 bedrooms; Children welcome
The delightful Methodist chapel was built in the 1800’s and has been converted into a wonderful cottage. It stands on the outskirts of the pretty village of Brighstone on the south west coast of the island. The village is renowned for its lovely church, thatched cottages, village shops, National Trust shop, public house and teashop. Visitors can walk directly from the cottage and join footpaths to the beach at Chilton Chine (2 miles). The Old Chapel, Brighstone, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View The Old Chapel Brighstone, Isle of Wight

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

Isle of Wight » 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

Cottage Compare Suggestions: Pictou Cottage, Priestley Wing and The Blacksmiths ShopBaltija, Castle Coach House and Milk Parlour 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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