Holiday Dates: Nights: Sleeps: Location:
Other Holiday Cottage Categories
Cottage Kitchen
Cottage Heating
Cottage Garden
Cottage Bathroom
More Search Options ↓
Cottage size by SleepsBedrooms

Short Breaks are typically available for 3 night weekend breaks or 4 night midweek breaks between late October to early March. Occasional short breaks are available all year round. View more information about Isle of Wight Short Break Holiday Cottages.

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 Cottages » Isle of Wight » North » Cowes
compare

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. View Medham Farm Cottage Cowes 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 Cottages » Isle of Wight » West » Totland
compare

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 Cottage Totland Bay Isle of Wight

Greystone Cottage self catering Brook West Isle of WightGreystone Cottage self catering Brook, West Isle of WightGreystone Cottage self catering Brook, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brook
compare

Sleeps 8 in 4 bedrooms + 2 extra beds; Children welcome
This lovely stone cottage is beautifully situated in a small hamlet, on the south west coast of the island, amidst a wonderful rural and coastal landscape. The cottage is within a 2 minute walk of the delightful beach at Brook where visitors can paddle and swim. This is ‘An Area of Outstanding Natural Beauty’ with much of the area protected by the National Trust. View Greystone Cottage Brook 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 Cottages » Isle of Wight » East » Bembridge
compare

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. View Caustons Cottage Bembridge Isle of Wight

1 Multi Week Discount for this Holiday
Therles Cottage self catering Brook, Isle of Wight
£38 Multi Week Discount
Apple House self catering West Tip Isle of Wight West Isle of WightApple House self catering West Tip Isle of Wight, West Isle of WightApple House self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Totland
compare

Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
Apple House is situated on the west side of the island, within a 10 minute walk of the beach at Colwell Bay. Here swimming, paddling, fishing and boating can be enjoyed. Totland Bay is also within easy walking distance. The coastal path from this area can be followed westward to Alum Bay, Tennyson Down and The Needles - a wonderful walking area with panoramic sea views. The centre of Freshwater is also within a 10 minute walk. View Apple House Totland Bay Isle of Wight

The Old Chapel self catering Brighstone West Isle of WightThe Old Chapel self catering Brighstone, West Isle of WightThe Old Chapel self catering Brighstone, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brighstone
compare

Sleeps 4 and a baby in 2 bedrooms; Children welcome
The delightful Methodist chapel was built in the 1800’s and has been converted into a wonderful cottage. It stands on the outskirts of the pretty village of Brighstone on the south west coast of the island. The village is renowned for its lovely church, thatched cottages, village shops, National Trust shop, public house and teashop. Visitors can walk directly from the cottage and join footpaths to the beach at Chilton Chine (2 miles). View The Old Chapel Brighstone Isle of Wight

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 Cottages » Isle of Wight » East » Shanklin
compare

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. Ferries can be booked for you at greatly discounted prices. View Fowlsdown Barn End Cottage Shanklin Isle of Wight

Britannias self catering Ventnor South Isle of WightBritannias self catering Ventnor, South Isle of WightBritannias self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor
compare

Sleeps 5 in 3 bedrooms; Children welcome
A wonderful beach front property beautifully situated on Ventnor Esplanade within a few steps of the beach where paddling, swimming, boating and fishing can be enjoyed. There are open sea views from the main rooms and a delightful large balcony overlooking the sea. View Britannias Cottage Ventnor Isle of Wight

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 Cottages » Isle of Wight » East » Bembridge
compare

Sleeps 6 in 3 bedrooms + 1 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. View Harbours Edge Cottage St Helens 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 Cottages » Isle of Wight » West » Brighstone
compare

Sleeps 6 in 3 bedrooms + 1 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. Ferries booked for preferential prices. View Driftwood Cottage Brighstone 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 Cottages » Isle of Wight » South » Whitwell
compare

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 between 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. View Shiloh Cottage Whitwell Isle of Wight

Therles Cottage self catering Brook West Isle of WightTherles Cottage self catering Brook, West Isle of WightTherles Cottage self catering Brook, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brook
compare

Sleeps 5 in 3 bedrooms + 1 extra bed; Children welcome
This lovely stone cottage dates back to the 1700's. It is beautifully situated on the south west coast of the Island – only a two minute walk from the beach. This part of the coastline is renowned for its fossils and is completely unspoilt. Brook Green is a pretty coastal hamlet with a small group of attractive stone cottages. The pretty villages of Brook and Brighstone are nearby. The sandy coves of Colwell Bay and Totland are within a 10 – 15 minute drive. View Therles Cottage Brook 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 Cottages » Isle of Wight » West
compare

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. View Shalfleet Manor Barn Cottage Shalfleet 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 Cottages » Isle of Wight » South » Ventnor
compare

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

Little Halt Cottage self catering West Tip Isle of Wight West Isle of WightLittle Halt Cottage self catering West Tip Isle of Wight, West Isle of WightLittle Halt Cottage self catering West Tip Isle of Wight, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Freshwater
compare

Sleeps 10 in 5 bedrooms; Children welcome
This picturesque thatched cottage is very attractively situated, in peaceful surroundings overlooking Pound Green, on the outskirts of Freshwater. It is within a 15 minute walk of Freshwater Bay and Totland Bay. The sandy cove of Colwell is also nearby. The centre of Freshwater is five minutes walk away. Here there are a small number of shops, a public house for meals and a leisure club with indoor swimming pool. View Little Halt Cottage Freshwater Isle of Wight

Well Cottage self catering Yarmouth West Isle of WightWell Cottage self catering Yarmouth, West Isle of WightWell Cottage self catering Yarmouth, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Yarmouth
compare

Sleeps 9 in 5 bedrooms; Children welcome
Lovely thatched, stone cottage, on the west side of the Isle of Wight within a 10 minute walk of the sea and within a very short drive of Yarmouth and the bays of Colwell and Totland. The cottage is furnished and equipped to a high standard to provide very comfortable accommodation for 9 people in 5 bedrooms and 3 bath/shower rooms. Two separate sitting room areas and delightful fitted kitchen. Sunny garden and parking for 3/4 cars. Wonderful walks along the coastal path and nearby Tennyson Down. View Well Cottage Yarmouth Isle of Wight

Sea Whisper self catering Shanklin East Isle of WightSea Whisper self catering Shanklin, East Isle of WightSea Whisper self catering Shanklin, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Shanklin
compare

Sleeps 6 in 3 bedrooms; Children welcome
Sea Whisper is a semi detached property standing within a 7 minute walk of the sandy beach of Shanklin - a lovely bay with sand gently sloping into the water. The property is also within a 5 minute walk of the small shops, restaurants, public houses and entertainments of the resort and the pretty Old Village of Shanklin with its thatched cottages and beautiful Chine. Visitors can walk down to the sea or take a lift from the cliff top. There are views across the town with glimpses of the sea and Culver Cliffs from several of the rooms and from the charming balconies which can be accessed from the sitting room and twin bedroom. There is also a sunny terrace at the rear of the property with garden furniture so that meals can be enjoyed in the sunshine. The property has been furnished and equipped to a very high standard and offers delightful accommodation. View Sea Whisper Cottage Shanklin Isle of Wight

Briary Cottage self catering Cowes Area North Isle of WightBriary Cottage self catering Cowes Area, North Isle of WightBriary Cottage self catering Cowes Area, North Isle of Wight

Isle of Wight Cottages » Isle of Wight » North » Cowes
compare

Sleeps 4 in 2 bedrooms; Babies under 6 months & Children 5+ yrs welcome
This lovely two bedroom cottage is very attractively situated on Egypt Esplanade, near Cowes and is within a one minute walk of the sea. There are open sea views from the living room, double bedroom and garden. Briary Cottage has been furnished and equipped, with great care, to a high standard. Cowes and Gurnard are both within a short walk along the sea front. View Briary Cottage Cowes Isle of Wight

Appletree Cottage self catering Brighstone West Isle of WightAppletree Cottage self catering Brighstone, West Isle of WightAppletree Cottage self catering Brighstone, West Isle of Wight

Isle of Wight Cottages » Isle of Wight » West » Brighstone
compare

Sleeps 6 in 3 bedrooms + 1 extra bed; Children welcome
Lovely traditional thatched cottage situated within a few minutes walk of the centre of the lovely village of Brighstone on the south west side of the Isle of Wight. The village is renowned for its pretty centre with several thatched stone cottages. There is also a public house and a small bistro/tea shop. The beach at Brighstone is within a pleasant 15 minute walk. This is also a wonderful walking and cycling area with easy access to the coastal path plus the beautiful downs which link Carisbrooke and The Needles on the western tip of the Isle of Wight. View Appletree Cottage Brighstone Isle of Wight

Fossil Cottage self catering Whitwell South Isle of WightFossil Cottage self catering Whitwell, South Isle of WightFossil Cottage self catering Whitwell, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Whitwell
compare

Sleeps 2 in 1 bedroom + 1 extra bed; Children welcome
Fossil Cottage is in an idyllic rural location which is quiet and peaceful in the midst of secluded South Isle of Wight countryside and only two miles from the coast. There are spectacular views of the downs from all around the cottage, with beautiful sunsets. In the fields are dairy cows, a stream, hawthorn hedges and plenty of wildlife. View Fossil Cottage Whitwell 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 Cottages » Isle of Wight » South » Niton Undercliff
compare

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 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 Cottages » Isle of Wight » North » Cowes
compare

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. View The Indian Summer House Osborne 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 Cottages » Isle of Wight » West » Brighstone
compare

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. View Wagtails Cottage Brighstone Isle of Wight

Two Dores Hill Cottage self catering Wootton North Isle of WightTwo Dores Hill Cottage self catering Wootton, North Isle of WightTwo Dores Hill Cottage self catering Wootton, North Isle of Wight

Isle of Wight Cottages » Isle of Wight » North
compare

Sleeps 2 in 1 bedroom; not suitable for children
One of two cottages in lovely countryside with views across fields to the coast. The cottage has been renovated to a very high standard with care to retain original features. It provides charming accommodation with a double bedroom with 'king size' bed and a bathroom with bath and overhead shower upstairs. On the ground floor there is a spacious living room with a beautiful fireplace and wood burning stove plus a well equipped fitted kitchen. The cottage has a fenced garden with a lovely summer house where visitors can relax and also enjoy rural and coastal views. View Two Dores Hill Cottage Wootton 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 Cottages » Isle of Wight » West » Freshwater
compare

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 Cottage Freshwater Bay Isle of Wight

Select up to 5 cottages →
Email to FriendEmailPost on FacebookFacebookPost on FacebookTwitterGoogle PlusMore Sharing OptionsShare

Isle of Wight Cottage Map sleeping

Cottage Availability Search Holiday Dates:
Nights: People:
Location: