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.

Caustons self catering Bembridge East Isle of WightCaustons self catering Bembridge, East Isle of WightCaustons self catering Bembridge, East Isle of Wight

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

Sleeps 8 in 4 bedrooms; Children welcome
Stunning cottage near the sea at Bembridge on the East of the Isle of Wight. This family sized cottage is perfect for seaside holidays with the whole family and is within a short walk of the centre of Bembridge with a variety of excellent places to eat and drink. Caustons has been beautifully decorated and has been equipped with comfort and convenience in mind. Caustons Bembridge Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Caustons Bembridge, 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

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

Larkspur House self catering Bembridge East Isle of WightLarkspur House self catering Bembridge, East Isle of WightLarkspur House self catering Bembridge, East Isle of Wight

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

Sleeps 9 in 4 bedrooms + 1 on extra bed; Children welcome
Lovely detached house is in the coastal village of Bembridge, on the East coast of the Isle of Wight. It provides very attractive, well equipped accommodation of a high standard with a large fenced garden with hot tub. Village centre with restaurants and small shops within 5 minutes walk. Sea and beach within 15 minutes walk. Bembridge is renowned for its quiet beaches, small sailing harbour, fish restaurants and specialist food shops. Larkspur House Bembridge Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Larkspur House Bembridge, 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 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

Two Dores Hill Cottage self catering Wootton North Isle of WightTwo Dores Hill Cottage self catering Wootton, North Isle of WightTwo 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 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 a lovely summer house where visitors can relax and also enjoy rural and coastal views. Two 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 Two Dores Hill Cottage Wootton, Isle of Wight

Rosemary Cottage self catering Godshill East Isle of WightRosemary Cottage self catering Godshill, East Isle of WightRosemary Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
Available from
Sat 21 Oct 2017

Sleeps 4 and a baby in 2 bedrooms; Children welcome
Rosemary Cottage is situated on a delightful farm in one of the loveliest parts of the Isle of Wight lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill in an Area of Outstanding Natural Beauty. A pleasant ten-minute stroll through the beech copse and across the fields leads to the centre of Godshill. This village is renowned for its church and pretty thatched cottage. Rosemary Cottage Godshill Isle of Wight is available for the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Rosemary Cottage Godshill, 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

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

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
Available from
Sat 21 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Saturday 21st October to Saturday 28th October 2017. View Milk Parlour Cottage Godshill, 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
Available from
Fri 20 Oct 2017

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 the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Laurel Cottage Newbridge, Isle of Wight

Bats Wing Cottage self catering Godshill East Isle of WightBats Wing Cottage self catering Godshill, East Isle of WightBats Wing Cottage self catering Godshill, East Isle of Wight

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

Sleeps 3 in 2 bedrooms + 1 on extra bed; Children welcome

This charming 16th century thatched property stands in a quiet lane in the centre of Godshill, It has its own external entrance from the rear and comprises the entire upper floor of the property. Below is a charming tea shop and small gift shop. The Bats Wing has been furnished with care to provide very attractive accommodation in a wonderful central location. Within a few minutes walk there is a restaurant, an excellent public house for meals, various tea shops,the model village and the beautiful church on the hill. The accommodation is made up as follows: a lovely double bedroom; a single bedroom with a trundle bed beneath which can be used as a second single bed or locked into place to form a super king double bed; a bathroom with a bath, wc and basin, a charming sitting room with leather sofas and arm chairs, flat screen television with Freeview; a spacious dining room where meals can be enjoyed; a fitted kitchen equipped with an electric oven and hob, microwave, refrigeration with ice box plus washer dryer. The is shared use of a garden which stands just above the cottage. During the day this may be used by guests of the tearooms. It has garden furniture and views across the village. Central heating and electric heaters. Bats Wing Cottage 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 Bats Wing 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
Available from
Fri 20 Oct 2017

Sleeps 7 in 4 bedrooms + 1 on 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 the Autumn Half Term holiday for 7 nights from Friday 20th October to Friday 27th October 2017. View Bay View Seaview, 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

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

Cottage Compare Suggestions: Caustons, Puckaster Wing and Shalfleet Manor CottageApse Wood Cottage, Two Dores Hill Cottage and Rosemary Cottage


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: