Long Let Isle of Wight Self Catering Cottages

Long Let Isle of Wight self catering holiday cottages available for the long lets and winter lets.

Winter long lets usually run from October or November. To talk to us about long lets and winter lets call us on 01983 403377.

Marvel Cottage self catering Blackwater Central Isle of WightMarvel Cottage self catering Blackwater, Central Isle of WightMarvel Cottage self catering Blackwater, Central Isle of Wight

Isle of Wight » Central

Sleeps 4 in 2 bedrooms; Children welcome
Lovely farm cottage with delightful rural views across lakes to the downs beyond. The picturesque farm is in a wonderful cycling and walking area with direct access to a network of cycle paths, footpaths and bridleways, and private access to the Stenbury Trail which ultimately extends from Cowes to the coast at Ventnor. The Tennyson Trail extending to the western tip of the island is also easily reached. The cottage has been furnished and equipped with care to a high standard and offers charming accommodation in beautiful surroundings with ducks, swans and a huge variety of other wildlife including red squirrels as constant visitors. Horses are kept on the farm and trout fishing can be arranged. The central location of the cottage makes it an ideal base for touring the island. View Marvel Cottage Blackwater, 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

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 plan open plan living room with doors opening onto the courtyard garden; a fitted kitchen, and wet room. There is a ground floor twin room and upstairs there is a double bedroom with en-suite bathroom and a small sitting room. The cottage has an enclosed courtyard which is fenced and gated. View Milton Stables Freshwater Bay, Isle of Wight

Hackney Stable Cottage self catering Merstone East Isle of WightHackney Stable Cottage self catering Merstone, East Isle of WightHackney Stable Cottage self catering Merstone, East Isle of Wight

Isle of Wight » East » Merstone (nr Godshill)

Sleeps 6 in 3 bedrooms + 1 on extra bed; Children welcome
This delightful stone cottage which dates back to 1761 is built of Isle of Wight chalk and brick. It is situated in lovely countryside 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. View Hackney Stable Cottage Merstone, 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

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. View Squire Thatchers Barn Newchurch, Isle of Wight

Tennyson Wing self catering West Tip Isle of Wight West Isle of WightTennyson Wing self catering West Tip Isle of Wight, West Isle of WightTennyson Wing self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight » West

Sleeps 4 in 2 bedrooms; Children welcome
Tennyson Wing is beautifully situated in a lovely rural location above Alum Bay and enjoys panoramic views of the nearby downs and across fields to the sea. This is a wonderful walking area within a two minute walk of Tennyson Down and a nearby footpath leads to the coastal path. Tennyson Wing is the first floor south west wing of a large detached property with a wonderful large terrace where meals can be enjoyed. It has two bedrooms - a twin room and a double bedroom with a king size bed and en-suite shower room; family bathroom; fitted kitchen; charming sitting room and dining area. Sea views from most main rooms. Only a short drive from several sandy coves on the west side of the island. View Tennyson Wing Alum Bay, 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

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. View Medham Farm Cottage Cowes, Isle of Wight

4 Star Self Catering Holiday Cottage
Park Lodge self catering Ventnor South Isle of WightPark Lodge self catering Ventnor, South Isle of WightPark Lodge self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor

Sleeps 6 in 3 bedrooms; Children welcome
This pretty Swiss style cottage is situated in the lovely gardens of Ventnor Park. These gardens have sheltered lawns, well kept paths and excellent 18 hole putting green. Nearby footpaths lead up to high ground from where there are beautiful sea views. The sandy beach of Ventnor can be reached by taking a pleasant 5 minute stroll through the gardens and down to the esplanade. Footpaths also lead directly from the cottage to the quiet cove of Steephill and the Botanical Gardens. View Park Lodge Ventnor, Isle of Wight

Little Dormers self catering Cowes Area North Isle of WightLittle Dormers self catering Cowes Area, North Isle of WightLittle Dormers self catering Cowes Area, North Isle of Wight

Isle of Wight » North » Cowes

Sleeps 2 and a baby in 1 bedroom; Children 16+ yrs welcome
Little Dormers is the wing of a lovely detached property with a large garden. It is attractively situated in a quiet close with beautiful sea views and is within a 12 minute walk of a quiet beach where swimming, paddling and boating can be enjoyed. Here there is also a public house and a pleasant cafe providing refreshments. An easy 20 minute stroll beside the sea takes you into the centre of Cowes. Osborne house, the former island home of Queen Victoria is also nearby. View Little Dormers Cowes, Isle of Wight

Paper Barn self catering Newchurch East Isle of WightPaper Barn self catering Newchurch, East Isle of WightPaper Barn self catering Newchurch, East Isle of Wight

Isle of Wight » East

Sleeps 4 in 2 bedrooms; Children welcome
The cottage occupies a delightful position on a lovely 12-acre farm, where horses are kept. The farm is surrounded by beautiful open countryside. It is a delightful walking area and visitors can follow footpaths over the Downs from close to the cottage. Great location for exploring the East of the Isle of Wight and only a short drive from Seaview or Shanklin. A nearby public house serves excellent food. View Paper Barn Newchurch, Isle of Wight

Redway Granary self catering Merstone East Isle of WightRedway Granary self catering Merstone, East Isle of WightRedway Granary self catering Merstone, East Isle of Wight

Isle of Wight » East » Merstone (nr Godshill)

Sleeps 6 in 3 bedrooms + 1 on extra bed; Children welcome
This wonderful property is situated on a lovely farm in beautiful countryside. It has recently been converted from a large old granary, the foundations of which date back to the 1700s. A fire in 1889 resulted in much of it being rebuilt. Redway Manor Granary has been renovated with the greatest care and wherever possible original features have been retained. There are beautiful views across the fields and nearby lakes to the downs. The sandy beaches of Sandown and Shanklin are within a 15 minute drive. View Redway Granary Merstone, 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

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. View Puckaster Wing Niton Undercliff, 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)

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. View Manor Stable Cottage Merstone, Isle of Wight

Honeysuckle House self catering Godshill East Isle of WightHoneysuckle House self catering Godshill, East Isle of WightHoneysuckle House self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill

Sleeps 6 in 3 bedrooms; Children welcome
Honeysuckle House is situated within a 5 minute walk of the centre of the pretty village of Godshill and is within a 10 minute drive of the sandy beaches of the small resorts of Shanklin and Ventnor. It is also in a good walking area with a nearby network of footpaths over the downs and easy access to cycle routes. This is a semi detached property on an estate of similar properties. It is centrally heated and has been furnished and equipped with care. It has 3 bedrooms - a double, a twin and a bunk bedroom plus a bathroom with bath, built in shower basin and w.c. On the ground floor there is an open plan sitting room and dining area with patio doors opening into the garden. The fitted kitchen is equipped with a electric cooker, gas hob, microwave, refrigerator with icebox and washing machine. At the rear there is a fenced garden with patio and garden furniture. View Honeysuckle House Godshill, Isle of Wight

Sea Haze self catering West Tip Isle of Wight West Isle of WightSea Haze self catering West Tip Isle of Wight, West Isle of WightSea Haze self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight » West » Totland

Sleeps 6 in 3 bedrooms; Children welcome
Sea Haze is a lovely detached bungalow situated on the outskirts of Freshwater with a large garden and sea views from the garden and kitchen. It is in a secluded area with individual well spaced properties and on a quiet unmade road. Sea Haze is 1/3 of mile from the sandy bays of Colwell and Totland.This west side of the island is renowned for its beautiful countryside, pretty villages and small sandy bays. View Sea Haze Totland Bay, 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

Sleeps 4 in 2 bedrooms + 1 on 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. View Apple Tree Lodge Shanklin, Isle of Wight

Barn End Cottage self catering Whitwell South Isle of WightBarn End Cottage self catering Whitwell, South Isle of WightBarn End Cottage self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell

Sleeps 4 in 2 bedrooms; Children 12+ yrs welcome

Pretty 'chocolate box' thatched cottage with beams in the rural village of Whitwell - only 2 miles from the south coast of the Isle of Wight and 10 minutes drive from the beach at Ventnor. Attractively furnished with care. Beautiful traditional cottage garden with summer house and garden furniture. Wonderful walking and cycling area. Nearby fishing lakes. Public house with meals 3 minutes walk. View Barn End Cottage Whitwell, Isle of Wight

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

Isle of Wight » South » Whitwell

Sleeps 2 in 1 bedroom; not suitable for children
Little Granville enjoys views across beautiful countryside and is in a wonderful walking and cycling area with footpaths from close to the cottage. Within a 10 minute drive of the sandy beaches of Shanklin & Ventnor. Newly renovated cottage which has been furnished and equipped to a high standard. View Little Granville Whitwell, 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

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. View Castle Coach House Ventnor, 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

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. View Mokolodi Wight Newchurch, Isle of Wight

3 Star Self Catering Holiday Cottage
Willow Cottage self catering Langton Matravers Isle of PurbeckWillow Cottage self catering Langton Matravers, Isle of PurbeckWillow Cottage self catering Langton Matravers, Isle of Purbeck

Dorset » Purbeck » Langton Matravers ← Alternative Location

Sleeps 5 in 3 bedrooms + 1 on extra bed; Children welcome
Willow Cottage is attractively situated in Langton Matravers - a small village amidst the beautiful Purbeck Hills. This is a wonderful walking and cycling area with easy access to the World Heritage coastline. Footpaths lead almost directly from the cottage to the coast near Dancing Ledge. Visitors also have direct access across National Trust fields to nearby woodland and can follow footpaths along the valley to the pretty village of Corfe Castle. View Willow Cottage Langton Matravers, Dorset

Fowlsdown Barn End self catering Shanklin East Isle of WightFowlsdown Barn End self catering Shanklin, East Isle of WightFowlsdown Barn End self catering Shanklin, East Isle of Wight

Isle of Wight » East » Shanklin

Sleeps 2 in 1 bedroom; Children welcome
This lovely wing of Fowlsdown Farmhouse is completely self contained and offers very attractive accommodation of a high standard. The accommodation is largely open plan with an attractive sitting room area with a sofa, arm chair, flat screen television with freeview; a lovely dining area beside a window; a fitted kitchen with a tiled floor, an electric cooker and hob, microwave, refrigerator and small freezer (24 hour washing service available); a charming bedroom with a king size bed and fitted wardrobe with curtains to separate it from the living area; a well equipped tiled bathroom with a bath, over head shower, basin and WC. At the rear of the cottage is a small sunny fenced courtyard with garden furniture so that meals can be enjoyed outside. The property is within a 5 minute drive of the coastal resort of Shanklin with its lovely sandy beach. The picturesque village of Godshill is also nearby - with its thatched cottages, lovely church, tea shops, public houses and restaurant. This is also a wonderful walking and cycling area. View Fowlsdown Barn End Shanklin, 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

Sleeps 5 in 3 bedrooms + 1 on extra bed; 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. View Elm Cottage Roud, Isle of Wight

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

Isle of Wight » South » Niton Undercliff

Sleeps 6 in 3 bedrooms; Children welcome
Puckaster Cottage is a lovely cottage in an attractive courtyard within the grounds of Puckaster House . The main house is surrounded by six acres of garden with lovely lawns going down towards the sea. There are sea glimpses from some of the upper rooms of the cottage and open sea views from the larger gardens. The sea is within a 15 minute walk and there is easy access to the wonderful coastal path which extends from the village of Niton to The Needles on the western tip of the Isle of Wight. The small resort of Ventnor is within a 15 minute drive and there is easy access to a number of small quiet bays on the south west side of the Island. View Puckaster Cottage Niton Undercliff, 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)

Sleeps 4 in 2 bedrooms + 1 on 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. View Parlour Cottage Merstone, Isle of Wight

Christmas Cottage self catering Godshill East Isle of WightChristmas Cottage self catering Godshill, East Isle of WightChristmas Cottage self catering Godshill, East Isle of Wight

Isle of Wight » East » Godshill

Sleeps 8 in 4 bedrooms; 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 Christmas Cottage. 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. View Christmas Cottage Godshill, 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)

Sleeps 2 in 1 bedroom + 2 on 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. View Fodder Stable 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

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. View Driftwood Cottage Brighstone, Isle of Wight


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In the winter months a number of cottages are available for longer lets. These winter let holiday cottages are available for monthly rental from the end of October and often up until March.

If you need more information on any of these properties or are looking for general information regarding longer term rentals on the Isle of Wight please contact us on 01983 403377 or email us on mail@islandcottageholidays.com.

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