May Half Term Cottages Isle of Wight

May Half Term Isle of Wight self catering holiday cottages available for the Summer Half Term Holiday week.

The Summer half term runs from 28th May to the 4th June 2017

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

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 Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Harbours Edge St Helens, 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
Available from
Fri 26 May 2017

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. Barn End Cottage Whitwell Isle of Wight is available for the Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Barn End Cottage Whitwell, 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 26 May 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 Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Romany Cottage Totland 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. Hackney Stable Cottage Merstone Isle of Wight is available for the Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Hackney Stable Cottage 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 26 May 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. Driftwood Cottage Brighstone Isle of Wight is available for the Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Driftwood Cottage Brighstone, 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. Fodder Stable Merstone Isle of Wight is available for the Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Fodder Stable 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
Available from
Fri 26 May 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 Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Puckaster Wing Niton Undercliff, Isle of Wight

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

Isle of Wight » North » Cowes

Sleeps 8 and a baby in 4 bedrooms; Children welcome
This wonderful detached property stands in a superb position beside the sea, close to the centre of Cowes. It enjoys panoramic sea views from almost every room. The glass walls, balconies and large open terraces of the house enable visitors to relax, enjoy meals and awake to the sight of the sea. The Glass House is literally a stones throw from the sea and the centre of the small town of Cowes is within a 5 minute walk. The Glass House Cowes Isle of Wight is available for the Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View The Glass House Cowes, Isle of Wight

Winkle Street Cottage self catering Calbourne West Isle of WightWinkle Street Cottage self catering Calbourne, West Isle of WightWinkle Street Cottage self catering Calbourne, West Isle of Wight

Isle of Wight » West
Available from
Fri 26 May 2017

Sleeps 4 in 2 bedrooms; Children welcome
This cottage is beautifully situated in Winkle Street – renowned for being one of the prettiest spots on the island with its lovely stone cottages overlooking a stream. The cottage is in a wonderful walking area with footpaths leading from close to the cottage. The south west coast of the Island, with its many quiet bays, is within a 10 minute drive and the market town of Newport, with its medieval castle, is also nearby. A lovely central location for exploring the Island. Winkle Street Cottage Calbourne Isle of Wight is available for the Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Winkle Street Cottage Calbourne, Isle of Wight

Virginia Cottage self catering Carisbrooke Central Isle of WightVirginia Cottage self catering Carisbrooke, Central Isle of WightVirginia Cottage self catering Carisbrooke, Central Isle of Wight

Isle of Wight » Central » Carisbrooke

Sleeps 7 in 4 bedrooms; Children welcome
This picturesque Grade II listed cottage dates back to 1676 and is attractively situated at the end of a quiet lane with a lovely ford and footpath leading to the nearby medieval castle of Carisbrooke. Located in the oldest part of Carisbrooke village which is a conservation area lying within ‘An area of Outstanding Natural Beauty'. The castle is only 5 minutes walk away and can be glimpsed from the garden and main bedrooms. This is a wonderful walking area as within 5 minutes walk of the cottage visitors can join the famous Tennyson Trail which follows the downs westerly towards The Needles. Virginia Cottage Carisbrooke Isle of Wight is available for the Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Virginia Cottage Carisbrooke, 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 26 May 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. Manor Stable Cottage Merstone Isle of Wight is available for the Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Manor Stable Cottage Merstone, 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. Little Dormers Cowes Isle of Wight is available for the Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Little Dormers Cowes, 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

Sleeps 2 in 2 bedrooms + 1 on extra bed; 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 the Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Castle Cottage Ventnor, 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 26 May 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 Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View One Dores Hill Cottage Wootton, Isle of Wight

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
Available from
Fri 26 May 2017

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. Marvel Cottage Blackwater Isle of Wight is available for the Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Marvel Cottage Blackwater, 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 26 May 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 Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Laurel Cottage Newbridge, 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. Mokolodi Wight Newchurch Isle of Wight is available for the Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Mokolodi Wight Newchurch, 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

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 Summer Half Term for 7 nights from Saturday 27th May to Saturday 3rd June 2017. View Upper Garden Lodge Ventnor, Isle of Wight

Monks Path self catering Brighstone West Isle of WightMonks Path self catering Brighstone, West Isle of WightMonks Path self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone
Available from
Fri 26 May 2017

Sleeps 11 in 5 bedrooms; Children welcome
A delightful detached house with a private heated swimming pool set in extensive private grounds and with coastal views from all the front facing rooms. It is very attractively situated in the small rural hamlet of Limerstone and is only 1.5 miles from the south west coast of the Isle of Wight. This is an area of outstanding natural beauty. There is access to a wonderful walking area with footpaths following the downs at the rear of Monkspath on the Worsley / Tennyson Trail towards the Needles. Monks Path Brighstone Isle of Wight is available for the Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Monks Path Limerstone, 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
Available from
Fri 26 May 2017

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. Puckaster Cottage Niton Undercliff Isle of Wight is available for the Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View Puckaster Cottage Niton Undercliff, Isle of Wight

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 26 May 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 Summer Half Term for 7 nights from Friday 26th May to Friday 2nd June 2017. View The Indian Summer House Osborne, Isle of Wight

Cottage Compare Suggestions: Harbours Edge, Barn End Cottage and Romany CottageFodder Stable, Puckaster Wing and The Glass House


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May Half Term on the Isle of Wight

The Isle of Wight welcomes the arrival of families for this first of the summer holidays by providing a wide range of activities, children's events and by opening up all the family friendly experiences that the Island has to offer.

The summer half term is also a great time to visit the beaches and those on the East Coast of the Isle of Wight, including Seaview, Shanklin and Ventnor will have all been carefully prepared for your arrival.

Walking and cycling are also popular during this holiday period and many of the hills on the West of the Isle of Wight are at their most beautiful at this time of year with plenty of wild flowers and the chirrups of song birds.

You may also wish to view Isle of Purbeck May 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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