May Bank Holiday Cottages

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

The May Bank Holiday in early May is on Monday 1st May and holidays run from the 29th April to 8th May 2017.

Looking for Late May Bank Holiday availability? Visit May Half Term Holidays.

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 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Virginia Cottage Carisbrooke, Isle of Wight

Wagtails self catering Brighstone West Isle of WightWagtails self catering Brighstone, West Isle of WightWagtails self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone

Sleeps 4 in 2 bedrooms; Children welcome
Wagtails is situated in a quiet country lane on the outskirts of the pretty village of Brighstone. This lovely detached bungalow has recently been refurbished to a very high standard with meticulous attention to detail. It provides very attractive and comfortable facilities for four people with two bedrooms and two bath/shower rooms. The property has attractive front and rear garden areas with care having been taken to provide guests with a variety of areas for relaxation, including a cosy summerhouse. In addition, a stunning raised terrace provides the perfect sunny setting for al fresco dining. Wagtails Brighstone Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Wagtails Brighstone, Isle of Wight

Brook Lodge self catering Whitwell South Isle of WightBrook Lodge self catering Whitwell, South Isle of WightBrook Lodge self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell

Sleeps 2 in 1 bedroom + 1 on extra bed; Children 8+ yrs welcome
This attractive property is situated in the grounds of Brook Lodge in beautiful South Isle of Wight countryside on the outskirts of the rural village of Whitwell. The village centre with its attractive church and public house is only a 10 minute walk away. The sandy beach of the seaside town of Ventnor is within a 10 minute drive and there is also easy access to the small quiet coves on the south coast and on the West side of the Isle of Wight. Brook Lodge Whitwell Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Brook Lodge Whitwell, 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

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 26th May to Saturday 2nd June 2018. View Western Lines Ventnor, 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

Sleeps 4 in 2 bedrooms + 1 on 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 26th May to Saturday 2nd June 2018. View One Mead Cottage Alverstone, 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 25 May 2018

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. Ferry can be booked at greatly discounted prices. Winkle Street Cottage Calbourne Isle of Wight is available for 7 nights from Friday 25th May to Friday 1st June 2018. View Winkle Street Cottage Calbourne, Isle of Wight

Brighstone Brew House self catering Brighstone West Isle of WightBrighstone Brew House self catering Brighstone, West Isle of WightBrighstone Brew House self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone

Sleeps 4 in 2 bedrooms; Children 4+ yrs welcome
This charming stone cottage is situated on a lovely farm close to the picturesque village of Brighstone, on the west side of the Island. The cottage is only a mile from the coast and it is a pleasant walk across the fields to the sea. Here there is a beach where visitors can enjoy swimming, fishing and paddling. The sandy coves of Colwell Bay and Totland Bay are a short drive away. Brighstone Brew House Brighstone Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Brighstone Brew House Brighstone, Isle of Wight

Two Mead Cottage self catering Alverstone East Isle of WightTwo Mead Cottage self catering Alverstone, East Isle of WightTwo Mead Cottage self catering Alverstone, East Isle of Wight

Isle of Wight » East

Sleeps 4 in 2 bedrooms + 1 on extra bed; Children welcome
Two Mead Cottage is one of a pair of cottages which stand in the attractive rural hamlet of Alverstone and is less than a 5 minute drive from the lovely sandy beaches of Sandown on the east coast of the Island. The cottage is located on a small 12 acre farm which is home to horses, cows and a few free range chickens. The farm is in “An Area of Outstanding Natural Beauty” and has a charming large pond which attracts ducks, moorhens and the occassional heron. Two Mead Cottage Alverstone Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Two Mead Cottage Alverstone, Isle of Wight

Westview self catering Shorwell West Isle of WightWestview self catering Shorwell, West Isle of WightWestview self catering Shorwell, West Isle of Wight

Isle of Wight » West » Shorwell

Sleeps 8 and a baby in 4 bedrooms; Children welcome
In the centre of the small rural village of Shorwell on the south west of the island and is only a 5 minute drive from a quiet beach at Brighstone. The cottage stands adjacent to a beautiful 11th century church. A pleasant old public house with a large duck pond is within a 1 minute walk and Shorwell still has its own village shop. There are a variety of small sandy coves within a short drive where visitors can enjoy swimming, paddling, boating and fishing. Westview Shorwell Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Westview Shorwell, 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

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 26th May to Saturday 2nd June 2018. View Apse Manor Forge Cottage Shanklin, Isle of Wight

Field Cottage self catering Ningwood West Isle of WightField Cottage self catering Ningwood, West Isle of WightField Cottage self catering Ningwood, West Isle of Wight

Isle of Wight » West
Available from
Fri 25 May 2018

Sleeps 8 in 4 bedrooms + 1 on extra bed; Children welcome
Charming detached cottage attractively situated in beautiful west Wight countryside. It is in a delightful walking area with easy access to Brighstone Forest and wonderful coastal walks plus the Tennyson Trail. The harbour of Yarmouth, with is sailing boats and excellent restaurants, is within a 10 minute drive. Also nearby are the sandy bays of Totland and Colwell. The cottage has 4 bedrooms (one on the ground floor) - two of the bedrooms have en-suite shower rooms and there is a family bathroom plus a cloakroom with WC and basin. The cottage has been furnished and equipped to a high standard and has a lovely large enclosed garden. Field Cottage Ningwood Isle of Wight is available for 7 nights from Friday 25th May to Friday 1st June 2018. View Field Cottage Ningwood, Isle of Wight

Bay View self catering Seaview East Isle of WightBay View self catering Seaview, East Isle of WightBay View self catering Seaview, East Isle of Wight

Isle of Wight » East » Seaview
Available from
Fri 25 May 2018

Sleeps 7 in 4 bedrooms + 1 on extra bed; Children welcome
Bay View is beautifully situated beside the beach with panoramic sea views from most of the main rooms. It is in a peaceful location with the beach of Seagrove Bay only half a minute's walk away. Here swimming, paddling and boating can be enjoyed. There is also a footpath directly from the house to the beautiful sandy Priory Bay - a 5 minute walk away. The atmospheric village centre of Seaview, with its small shops, sailing club and restaurants is within a 7 minute stroll. Bay View Seaview Isle of Wight is available for 7 nights from Friday 25th May to Friday 1st June 2018. View Bay View Seaview, Isle of Wight

Little Orchard self catering Ventnor South Isle of WightLittle Orchard self catering Ventnor, South Isle of WightLittle Orchard self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor » Bonchurch
Available from
Fri 25 May 2018

Sleeps 9 in 5 bedrooms + 1 on extra bed; Children welcome
This beautiful traditional villa dates back to 1830 and stands within a 10 minute walk of the sea in the delightful small coastal village of Bonchurch. The beach of the larger seaside resort of Ventnor is within walking distance. The property has a wonderful country house feel with a delightful sitting room with open fire and french doors opening on to a veranda. There is also a lovely dining room with french doors opening on to the terrace; a well equipped fitted kitchen; a separate utility area; 5 delightful bedrooms - two double bedrooms, a twin room, a single room and a bunk bedroom; a family bathroom with bath basin and WC; a family shower room with walk in shower, basin and WC plus a cloakroom with WC and basin on the ground floor. Beautiful south facing secluded garden, with large lawn and terrace. Garden furniture so that meals can be enjoyed outside. Trampoline in a corner of garden. In line parking in drive for 2-3 cars. Little Orchard Bonchurch Isle of Wight is available for 7 nights from Friday 25th May to Friday 1st June 2018. View Little Orchard Bonchurch, Isle of Wight

Seahaze Villa self catering Ventnor South Isle of WightSeahaze Villa self catering Ventnor, South Isle of WightSeahaze Villa self catering Ventnor, South Isle of Wight

Isle of Wight » South » Ventnor
Available from
Sun 27 May 2018

Sleeps 7 in 3 bedrooms + 2 on extra beds; Children welcome
Beautiful Ventnor seaside holiday cottage. This elegant Victorian villa stands on elevated ground within a one minute walk of the sea at Wheelers Bay. There are wonderful sea views from most of the rooms of the house and a five minute walk along the promenade leads to the lovely beach of the small resort of Ventnor. Seahaze Villa Ventnor Isle of Wight is available for 7 nights from Sunday 27th May to Sunday 3rd June 2018. View Seahaze Villa Ventnor, Isle of Wight

High Rising self catering Cowes Area North Isle of WightHigh Rising self catering Cowes Area, North Isle of WightHigh Rising self catering Cowes Area, North Isle of Wight

Isle of Wight » North » Cowes

Sleeps 6 in 3 bedrooms + 1 on extra bed; Children welcome
High Rising is situated within a few minutes walk of the sea at Gurnard. Here there is a quiet beach where visitors can enjoy paddling swimming and boating. A pleasant café and nearby public house provide refreshments. There is easy access to the west side of the Island with its quiet sandy coves and the nearby National Nature reserve of Newtown – an area of outstanding Natural Beauty and a wonderful area for walking and bird watching. High Rising Gurnard Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View High Rising Gurnard, Isle of Wight

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

Isle of Wight » East » Bembridge
Available from
Fri 25 May 2018

Sleeps 8 in 4 bedrooms; Children welcome
Stunning cottage near the sea at Bembridge on the East of the Isle of Wight. This family sized cottage is perfect for seaside holidays with the whole family and is within a short walk of the centre of Bembridge with a variety of excellent places to eat and drink. Caustons has been beautifully decorated and has been equipped with comfort and convenience in mind. Caustons Bembridge Isle of Wight is available for 7 nights from Friday 25th May to Friday 1st June 2018. View Caustons Bembridge, 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. Christmas Cottage Godshill Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Christmas Cottage Godshill, Isle of Wight

Driftwood Cottage at Forelands self catering Bembridge East Isle of WightDriftwood Cottage at Forelands self catering Bembridge, East Isle of WightDriftwood Cottage at Forelands self catering Bembridge, East Isle of Wight

Isle of Wight » East » Bembridge

Sleeps 6 in 2 bedrooms; Children welcome
This lovely detached cottage is within a 1 minute walk of the sea. It is in a wonderful walking area with the coastal path on your door step. A tea shop/bistro here offers a delightful spot to relax and enjoy the wonderful views of the sea and coastline and a public house, renowned for its lobster is also within a short walk. The cottage has been renovated to a high standard and provides very attractive accommodation for 4 with a ground floor bedroom and shower room offering easy access. Driftwood Cottage at Forelands Bembridge Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Driftwood Cottage at Forelands Bembridge, Isle of Wight

Seabreeze self catering Brighstone West Isle of WightSeabreeze self catering Brighstone, West Isle of WightSeabreeze self catering Brighstone, West Isle of Wight

Isle of Wight » West » Brighstone

Sleeps 6 in 3 bedrooms; Children welcome
Within a 2 minute walk of an attractive beach on the beautiful south west coast of the Isle of Wight. Here visitors can enjoy swimming, fishing and paddling. The cottage stands on high ground and there are sea and coastal views from the property. Visitors can relax in the sitting room or on the balcony and watch the sailing boats pass by. Seabreeze Brighstone Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Seabreeze Brighstone, Isle of Wight

Upper Dolcoppice Farmhouse self catering Whitwell South Isle of WightUpper Dolcoppice Farmhouse self catering Whitwell, South Isle of WightUpper Dolcoppice Farmhouse self catering Whitwell, South Isle of Wight

Isle of Wight » South » Whitwell

Sleeps 8 in 4 bedrooms + 1 on extra bed; Children welcome
This beautiful farmhouse, set within its own 35 acres of farmland, is in an idyllic rural location offering privacy and tranquility. There are lovely open views across the garden and surrounding fields from almost every room. It is a light and spacious 4 bedroom property with 2 'king size' double bedrooms and two twin bedrooms plus a family bathroom, an en-suite bathroom and a cloakroom with a w.c. and basin. There is a lovely open plan fitted kitchen which is extremely well equipped with beautiful wooden units and a delightful breakfast area beside French doors opening into the garden; a utility/boot room; a lovely large sitting room with a wood burning stove, comfortable seating and a flat screen television/Freeview; a charming dining room. Upstairs there are 4 charming bedrooms including a master double room with an en-suite and views across fields to Godshill. The farmhouse if surrounded by open lawns and there is a terrace with garden furniture so that meals can be enjoyed in the sunshine. Upper Dolcoppice Farmhouse Whitwell Isle of Wight is available for 7 nights from Saturday 26th May to Saturday 2nd June 2018. View Upper Dolcoppice Farmhouse 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

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 26th May to Saturday 2nd June 2018. View Chine Side Shanklin, Isle of Wight

Cottage Compare Suggestions: Virginia Cottage, Wagtails and Brook LodgeWinkle Street Cottage, Brighstone Brew House and Two Mead Cottage


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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 May Bank Holiday 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 Bank 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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