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 23rd October 2017.

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

Isle of Wight » North » Cowes
Available from
Fri 20 Oct 2017

Sleeps 4 in 2 bedrooms; Children welcome
This is a wonderful retreat standing amidst a large garden, adjacent to woodland and the wonderful estate of Osborne House – the Island palace of Queen Victoria. The Indian Summer House has a fascinating history. From the cottage quiet lanes and footpaths can be followed to the sea which is only a quarter of a mile away. There is easy access to Cowes which is built astride the River Medina - a small chain ferry links the two parts. The Indian Summer House Osborne Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View The Indian Summer House Osborne, Isle of Wight

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

Isle of Wight » South » Ventnor
Available from
Sat 21 Oct 2017

Sleeps 6 and a baby in 3 bedrooms; Children welcome
This lovely stone and flint house stands within a 10 minute walk of the centre of the charming seaside resort of Ventnor. It enjoys sea views from the upper 3 floors. It has been furnished and equipped with care to provide attactive and comfortable accommodation for 6 people in 3 bedrooms. Huish House Ventnor Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Huish House Ventnor, 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
Available from
Fri 20 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Romany Cottage Totland Bay, 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)
Available from
Sat 21 Oct 2017

Sleeps 4 in 2 bedrooms + 1 on extra bed; Children welcome
This lovely stone cottage nestles in beautiful countryside on an attractive farm on the East side of the Island. There are wonderful open views from the cottage and garden across fields towards the downs. The Brew House is at the end of a country lane with no passing traffic. This is a wonderful walking area with footpaths leading along the course of the River Yar and to the nearby picturesque village of Godshill. There is direct access across the fields to the cycle track which links Sandown to Newport and Cowes. The sandy beaches of Sandown, Shanklin and Ventnor are only a 15 minute drive away. Ferries can be booked for you at greatly discounted prices. The Brew House Merstone Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View The Brew House Merstone, Isle of Wight

Driftwood Cottage self catering Brighstone West Isle of WightDriftwood Cottage self catering Brighstone, West Isle of WightDriftwood Cottage self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone
Available from
Fri 20 Oct 2017

Sleeps 6 in 3 bedrooms + 1 on extra bed; Children welcome
Driftwood is within a three minute walk of the beach at Brighstone on the south west coast of the Isle of Wight – a quiet beach where swimming and paddling can be enjoyed. This is “An Area of Outstanding Natural Beauty“ and a delightful walking area. Driftwood is attractively situated in a small courtyard of cottages. There are coastal or lovely downland views from most of the rooms. It has been furnished and equipped with care to provide lovely accommodation Wifi and telephone available. Ferries booked for preferential prices. Driftwood Cottage Brighstone Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Driftwood Cottage Brighstone, Isle of Wight

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

Isle of Wight » North
Available from
Fri 20 Oct 2017

Sleeps 2 in 1 bedroom; not suitable for children
One of two traditional cottages in lovely countryside with views across fields to the coast. The cottage has been renovated to a very high standard with care to retain original features. It provides charming accommodation with a double bedroom with 'king size' bed and a bathroom with bath and overhead shower upstairs. On the ground floor there is a spacious living room with a beautiful fireplace and wood burning stove plus a well equipped fitted kitchen. The cottage has a fenced garden with garden furniture so that meals can be enjoyed in the sunshine. One Dores Hill Cottage Wootton Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View One Dores Hill Cottage Wootton, Isle of Wight

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

Isle of Wight » East
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Squire Thatchers Barn Newchurch, 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)
Available from
Fri 20 Oct 2017

Sleeps 4 in 2 bedrooms + 1 on extra bed; Children welcome
Manor Stable is situated on a lovely farm in beautiful South Wight countryside. It is a marvellous walking area with footpaths that can be followed directly from the cottage in most directions. There are particularly attractive walks along the course of the river Yar; to the picturesque village of Godshill and to the nearby village of Arreton which has a public house, farm shop and cafe for meals. The cottage is excellent for cyclists as there is access to a network of cycle paths directly from the farm and arrangements can be make for the storage of bikes. The sandy beaches of Sandown, Shanklin and Ventnor are all within a 15 minute drive. Ferry bookings can be made at greatly discounted prices. Manor Stable Cottage Merstone Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Manor Stable Cottage Merstone, 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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Castle Coach House Ventnor, 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
Available from
Fri 20 Oct 2017
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View The Barn Whitwell Whitwell, 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
Available from
Fri 20 Oct 2017

Sleeps 4 in 2 bedrooms; Children welcome
This delightful detached stone cottage is located on a 400 acre arable farm which is also home to a small number of cattle and sheep. It is located on the south east side of the island within a 5 minute drive of the beach. This is a wonderful walking and cycling area with footpaths leading from the cottage across the farm and joining a network of routes including the renowned Stenbury Trail which links Ventnor with the central market town of Newport and its dramatic castle of Carisbrooke. The larger sandy beaches of Ventnor and Shanklin are within a 10 minute drive. The Blacksmiths Shop Whitwell Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View The Blacksmiths Shop Whitwell, 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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Shalfleet Manor Barn Shalfleet, Isle of Wight

Britannias self catering Ventnor South Isle of WightBritannias self catering Ventnor, South Isle of WightBritannias self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor
Available from
Fri 20 Oct 2017

Sleeps 5 in 3 bedrooms; Children welcome
A wonderful beach front property beautifully situated on Ventnor Esplanade within a few steps of the beach where paddling, swimming, boating and fishing can be enjoyed. There are open sea views from the main rooms and a delightful large balcony overlooking the sea. Britannias Ventnor Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Britannias Ventnor, 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
Available from
Sat 21 Oct 2017

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 between 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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Shiloh Cottage Whitwell, 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
Available from
Sat 21 Oct 2017

Sleeps 2 in 1 bedroom + 1 on 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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Medham Farm Cottage Cowes, 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
Available from
Sat 21 Oct 2017

Sleeps 4 in 2 bedrooms + 1 on 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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Apple House Totland Bay, 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
Available from
Fri 20 Oct 2017

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. It is situated in a wonderful walking area with easy access to the a spectacular area of coastal path which extends from Niton to the Needles on the western tip of the Isle of Wight. Puckaster Wing Niton Undercliff Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Puckaster Wing Niton Undercliff, Isle of Wight

Apse Wood Cottage self catering Shanklin East Isle of WightApse Wood Cottage self catering Shanklin, East Isle of WightApse Wood Cottage self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin
Available from
Fri 20 Oct 2017

Sleeps 9 in 4 bedrooms; Children welcome
This charming, Grade II listed cottage, is only a short drive from the sandy beach of Shanklin. It is peacefully situated in a quiet leafy hamlet in beautiful countryside, only 1.5 miles from the centre of the small seaside resort of Shanklin, on the east coast of the Isle of Wight. Shanklin has a lovely sandy beach which gently slopes into the water, a variety of restaurants, small shops and traditional seaside entertainments. The cottage has a lovely large sunny garden and is in a wonderful cycling and walking area. Footpaths and bridleways lead from close to the cottage to the coast at Shanklin and there is a particularly delightful walk across fields and downs to Ventnor offering panoramic views across Sandown Bay. The pretty village of Godshill is within a 5 minute drive and here there is good public house for meals, teashops and a hill top church. Apse Wood Cottage Shanklin Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Apse Wood Cottage Shanklin, Isle of Wight

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

Isle of Wight » West » Brighstone
Available from
Sat 21 Oct 2017

Sleeps 6 in 3 bedrooms + 1 on extra bed; Children welcome
Lovely traditional thatched cottage situated within a few minutes walk of the centre of the lovely village of Brighstone on the south west side of the Isle of Wight. The village is renowned for its pretty centre with several thatched stone cottages. There is also a public house and a small bistro/tea shop. The beach at Brighstone is within a pleasant 15 minute walk. This is also a wonderful walking and cycling area with easy access to the coastal path plus the beautiful downs which link Carisbrooke and The Needles on the western tip of the Isle of Wight. Appletree Cottage Brighstone Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Appletree Cottage Brighstone, 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
Available from
Fri 20 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View The Coach House Godshill, 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
Available from
Sat 21 Oct 2017

Sleeps 6 in 3 bedrooms + 1 on extra bed; Children welcome
Very attractively situated, beside the water, with beautiful open views to the sea across Bembridge Harbour. It is one of a small number of properties on a causeway, between the harbour and the water meadows, linking the seaside villages of St Helens and Bembridge. The centre of St. Helens, with its attractive village green, public house, shop and restaurants, is within a 5 minute walk. Harbours Edge Bembridge Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Harbours Edge St Helens, 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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Brighstone Brew House Brighstone, Isle of Wight

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

Isle of Wight » West
Available from
Sat 21 Oct 2017

Sleeps 2 in 1 bedroom; Children welcome
This pretty detached cottage is attractively situated in the beautiful gardens of Shalfleet Manor House. The Manor house is built of Island stone and dates back to the 1600's. It is close to the centre of the village and surrounded by several acres of garden. In the gardens is a beautifully secluded heated swimming pool which visitors are welcome to use. Shalfleet Manor Cottage Shalfleet Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Shalfleet Manor Cottage Shalfleet, Isle of Wight

Dunsbury Farm Cottage self catering Brook West Isle of WightDunsbury Farm Cottage self catering Brook, West Isle of WightDunsbury Farm Cottage self catering Brook, West Isle of Wight

Isle of Wight » West » Brook
Available from
Sat 21 Oct 2017

Sleeps 4 in 2 bedrooms; Children welcome
Lovely stone cottage within an Area of Outstanding Natural Beauty and only a 15 minute walk from the beach at Brook on the West Coast of the Isle of Wight. This is a wonderful walking and cycling area and there are spectacular views of the sea and the white cliffs of Tennyson Down from the farm. Dunsbury Farm Cottage Brook Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Dunsbury Farm Cottage Brook, 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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Apse Manor Forge 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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Magnolia Cottage Godshill, 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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Upper Garden Lodge Ventnor, Isle of Wight

Sea Whistle self catering Ryde North Isle of WightSea Whistle self catering Ryde, North Isle of WightSea Whistle self catering Ryde, North Isle of Wight

Isle of Wight » North
Available from
Fri 20 Oct 2017

Sleeps 6 in 4 bedrooms; Children welcome
Lovely detached house, in a quiet lane, within a 3 minute walk of the beach and Ryde Esplanade with swimming pool and boating lake. The renowned sandy beach of Appley is also only a 5 minute walk away. Sea Whistle has been furnished and equipped with care to provide very attractive and comfortable accommodation. It has an enclosed south facing garden and off road parking. Sea Whistle Ryde Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Sea Whistle Ryde, Isle of Wight

Lavender & Lace self catering Arreton East Isle of WightLavender & Lace self catering Arreton, East Isle of WightLavender & Lace self catering Arreton, East Isle of Wight

Isle of Wight » East
Available from
Fri 20 Oct 2017
Available from
Sat 21 Oct 2017

Sleeps 5 in 3 bedrooms; Children welcome
Delightful detached stone cottage situated in a quiet lane in the village of Arreton on the East side of the Isle of Wight. The cottage dates back to the 1700's and has delightful beams in most of the rooms. The cottage has been furnished and equipped to a high standard. There is easy access from the cottage to Arreton Barns where there are local skilled artisans, small shops with home and interior accessories, a farm shop and a public house which is good for meals. This is a wonderful walking and cycling area with direct access to footpaths leading to beautiful downland walks and the Bembridge Trail which links with the coast. Ferries can be booked for you at greatly discounted prices. Lavender & Lace Arreton Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Lavender & Lace Arreton, 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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Stable Cottage Brighstone, Isle of Wight

Cottage Compare Suggestions: The Indian Summer House, Huish House and Romany CottageOne Dores Hill Cottage, Squire Thatchers Barn and Manor Stable Cottage


Displaying 30 cottages of the 46 available cottages for October Half Term.

Please refine this selection by size or location using the selection refinement options.

Email to FriendEmailPost on FacebookFacebookPost on FacebookTwitterGoogle PlusMore Sharing OptionsShare

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

Cottage Availability Search Holiday Dates:
Nights: People:
Location: