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.

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

Isle of Wight » West
£765

Sleeps 8 in 4 bedrooms; Children welcome
This farmhouse is attractively situated on the edge of the pretty village of Shalfleet towards the West side of the Isle of Wight. The cottage adjoins the grounds of Shalfleet Manor House and has its own private entrance into a quiet lane which leads from the village to a footpath on Newtown Creek. This estuary, which is only a few minutes walk from the farmhouse, is part of a National Nature Reserve and is in an area of Outstanding Natural Beauty. Several secluded bays and beaches are within 10 minutes drive. Shalfleet Manor Farmhouse, Shalfleet, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Shalfleet Manor Farmhouse Shalfleet, Isle of Wight

Malthouse Cottage self catering Shalfleet West Isle of WightMalthouse Cottage self catering Shalfleet, West Isle of WightMalthouse Cottage self catering Shalfleet, West Isle of Wight

Isle of Wight » West
£335

Sleeps 2 in 1 bedroom; Children welcome
This stone cottage with attractive garden and small brook running past is in a fantastic location, on the west side of the Isle of Wight, perfect for exploring the nearby coastline, historic towns and villages, and beautiful West Wight countryside. The Malthouse Cottage has an open plan kitchen with dining and sitting room areas on the ground floor. French doors opens onto a patio and garden. Upstairs is a double bedroom and newly equipped shower room. Malthouse Cottage, Shalfleet, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Malthouse Cottage Shalfleet, Isle of Wight

The Brew House self catering Merstone East Isle of WightThe Brew House self catering Merstone, East Isle of WightThe Brew House self catering Merstone, East Isle of Wight

Isle of Wight » East » Merstone (nr Godshill)
£495

Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
This lovely stone cottage nestles in beautiful countryside on an attractive farm on the East side of the Island. There are wonderful open views from the cottage and garden across fields towards the downs. The Old Brew House is at the end of a country lane with no passing traffic. This is a wonderful walking area with footpaths leading along the course of the River Yar and to the nearby picturesque village of Godshill. There is direct access across the fields to the cycle track which links Sandown to Newport and Cowes. The sandy beaches of Sandown, Shanklin and Ventnor are only a 15 minute drive away. The Brew House, Merstone, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View The Brew House Merstone, Isle of Wight

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

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

Isle of Wight » West » Freshwater
£366

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

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

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

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

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

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

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

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

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

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

Isle of Wight » East » Godshill
£479

Sleeps 4 and a baby in 2 bedrooms; Children welcome
Magnolia Cottage is situated on a delightful farm in one of the loveliest parts of the Isle of Wight lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill in an Area of Outstanding Natural Beauty. A pleasant ten-minute stroll through the beech copse and across the fields leads to the centre of Godshill. This village is renowned for its church and pretty thatched cottage. Magnolia Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Magnolia Cottage Godshill, Isle of Wight

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

Bonny Blink self catering Seaview East Isle of WightBonny Blink self catering Seaview, East Isle of WightBonny Blink self catering Seaview, East Isle of Wight

Isle of Wight » East » Seaview
£2750
Available from
Fri 23 Oct 2015

Sleeps 8 and 2 babies in 4 bedrooms; Children welcome
This spacious house is splendidly situated immediately beside the sea. A stroll across the lawn leads to the beach where swimming, beach sports and boating can be enjoyed. A yacht can also be privately moored. There are spectacular, and panoramic sea views from the main rooms in the house and from the garden. Bonny Blink is in the quiet seaside village of Seaview on the east side of the Isle of Wight, commanding views across the Solent and the open sea. The pleasant village centre is less than a five minute walk away. Bonny Blink, Seaview, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Bonny Blink Seaview, Isle of Wight

Stag Cottage self catering Godshill East Isle of WightStag Cottage self catering Godshill, East Isle of WightStag Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£595

Sleeps 6 in 3 bedrooms; Children welcome
This lovely stone cottage was originally a large and ancient stone barn at Sainham Farm. It is situated in the attractive courtyard and has marvellous open views from the rear across the fields to the downs. Stag Cottage is in one of the loveliest parts of the Island lying at the foot of Appuldurcome Down and above the picturesque village of Godshill in ‘An Area of Outstanding Natural Beauty'. Godshill can be reached by taking a pleasant stroll through the beech copse and across the fields. The village has a variety of tea shops and restaurants as well as two public houses. Stag Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Stag Cottage Godshill, Isle of Wight

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

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

Isle of Wight » East » Shanklin
£639

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

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

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

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

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

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

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

The Cottage Stone Farm self catering Blackwater Central Isle of WightThe Cottage Stone Farm self catering Blackwater, Central Isle of WightThe Cottage Stone Farm self catering Blackwater, Central Isle of Wight

Isle of Wight » Central
£459

Sleeps 5 in 2 bedrooms; Children welcome
This lovely character cottage, situated on a small 40-acre farm with horses at Blackwater, enjoys a central position on the Island. It provides an ideal base in both winter and summer for touring. It is within a two minute ride of a network of cycle paths offering easy access to Sandown, Cowes and a variety of small pretty villages such as Godshill and Newchurch. Nearby is Newport, the main market town on the Island with its medieval castle and shopping centre. The seaside towns and sandy beaches of Sandown, Shanklin and Ventnor are only a 10 - 15 minute drive away. The Cottage Stone Farm, Blackwater, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View The Cottage Stone Farm Newport, Isle of Wight

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

Isle of Wight » West » Shorwell
£549
Available from
Fri 23 Oct 2015

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

4 Star Self Catering Holiday Cottage
Jasmine Cottage self catering Godshill East Isle of WightJasmine Cottage self catering Godshill, East Isle of WightJasmine Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£335

Sleeps 2 in 1 bedroom + 1 extra bed; Children welcome
This pretty cottage is situated very close to the centre of Godshill. - a picturesque village renowned for its beautiful church, thatched cottages, and teashops, Within a few minutes walk there is a restaurant, two public houses, a small village shop with a post office, chocolate shop, model village and a variety of gift shops. Jasmine Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Jasmine 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

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

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

Mokolodi Wight self catering Newchurch East Isle of WightMokolodi Wight self catering Newchurch, East Isle of WightMokolodi Wight self catering Newchurch, East Isle of Wight

Isle of Wight » East
£525

Sleeps 4 in 2 bedrooms; Children welcome
Lovely traditional cottage with beautiful rural views, across fields to nearby downs, from all of the main rooms in the cottage. It is delightfully situated on a small 12 acre farm which is home to horses. This is a wonderful walking and cycling area. Footpaths can be followed across beautiful countryside directly from the cottage and these is easy access to a cycle path which links the seaside resort of Sandown with the pretty villages of Newchurch and Godshill and then extends to the market town of Newport with its lovely medieval castle of Carisbrooke. The cottage is within a 10 minute drive of the sandy beaches of Sandown and Shanklin. The accommodation is all on one level and the cottage has been furnished and equipped to a high standard. A nearby public house serves excellent food. Mokolodi Wight, Newchurch, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Mokolodi Wight Newchurch, Isle of Wight

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

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 Barn self catering Wootton North Isle of WightThe Barn self catering Wootton, North Isle of WightThe Barn self catering Wootton, North Isle of Wight

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

Sleeps 10 and a baby in 4 bedrooms + 1 extra bed; Children welcome
This lovely stone barn is attractively situated on the outer edge of Wootton adjoining delightful countryside and less than a mile from the coast. The sandy beaches of the seaside resort of Ryde are within a 10 minute drive. Wootton has several small shops, a hotel and three public houses, two of which have restaurants overlooking the attractive estuary. The Barn, Wootton, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View The Barn Wootton, Isle of Wight

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

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

Isle of Wight » East » Shanklin
£1449

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

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

Mill Cottage self catering Whitwell South Isle of WightMill Cottage self catering Whitwell, South Isle of WightMill Cottage self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell
£535 / £535

Sleeps 5 in 3 bedrooms + 1 extra bed; Children welcome
This lovely stone cottage, with its large garden, stands beside a small stream in a hamlet on the outskirts of the village of Whitwell. The cottage is within a 10 minute drive of the south coast of the Isle of Wight where there are small beaches such as Steephill Cove and also the resort of Ventnor with its beautiful bay, restaurants and entertainments. This is a wonderful walking area with a footpath following the course of the nearby River Yar from the south coast at Niton to Bembridge on the East coast. Footpaths and bridleways also lead up onto nearby downs and offer wonderful areas to walk and cycle with beautiful views. Mill Cottage, Whitwell, Isle of Wight is available for 7 nights from Friday 23rd October to Friday 30th October 2015. View Mill Cottage Whitwell, Isle of Wight

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

Isle of Wight » East
£479

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

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

Isle of Wight » East » Godshill
£479

Sleeps 4 and a baby in 2 bedrooms; Children welcome
Rosemary Cottage is situated on a delightful farm in one of the loveliest parts of the Isle of Wight lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill in an Area of Outstanding Natural Beauty. A pleasant ten-minute stroll through the beech copse and across the fields leads to the centre of Godshill. This village is renowned for its church and pretty thatched cottage. Rosemary Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Rosemary Cottage Godshill, Isle of Wight

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

Isle of Wight » West
£699

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

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

Lavender Cottage self catering Godshill East Isle of WightLavender Cottage self catering Godshill, East Isle of WightLavender Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill
£479

Sleeps 4 in 2 bedrooms; Children welcome
Situated on a delightful farm in one of the loveliest parts of the Isle of Wight lying at the foot of Appuldurcombe Down and above the picturesque village of Godshill in an Area of Outstanding Natural Beauty. A pleasant ten-minute stroll through the beech copse and across the fields leads to the centre of Godshill. This village is renowned for its church and pretty thatched cottages. Lavender Cottage, Godshill, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Lavender Cottage Godshill, Isle of Wight

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

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

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

Isle of Wight » East » Shanklin
£329

Sleeps 2 in 1 bedroom; Children welcome
This small coastal cottage stands adjacent to the coastal path in the picturesque area of Luccombe on the south east coast of the Isle of Wight. It offers a wonderful peaceful retreat for 2 people with a fenced garden, double bedroom, sitting room, fitted kitchen and separate shower room. The small seaside village of Bonchurch and the larger resort of Shanklin are both within a delightful 20 to 25 minute walk. The foot paths go through some beautiful woodland and offer views of the sea at various points. The cottage overlooks an open field and is a superb spot for watching a variety of wild life including Red Squirrels, badgers and birds. Dunnose Field Cottage, Shanklin, Isle of Wight is available for 7 nights from Saturday 24th October to Saturday 31st October 2015. View Dunnose Field Cottage Luccombe, Isle of Wight

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

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: Shalfleet Manor Farmhouse, Malthouse Cottage and The Brew HouseMedham Farm Cottage, The Barn Whitwell and Apple Tree Lodge


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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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