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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.

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 Cottages » Isle of Wight » South » Ventnor
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Sleeps 7 in 3 bedrooms + 2 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. View Seahaze Villa Ventnor 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
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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

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
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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

Sea Whistle self catering Ryde North Isle of WightSea Whistle self catering Ryde, North Isle of WightSea Whistle self catering Ryde, North Isle of Wight

Isle of Wight Cottages » Isle of Wight » North
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Sleeps 6 in 4 bedrooms; Children welcome
Lovely detached house, in a quiet lane, within a 3 minute walk of the beach and Ryde Esplanade with swimming pool and boating lake. The renowned sandy beach of Appley is also only a 5 minute walk away. Sea Whistle has been furnished and equipped with care to provide very attractive and comfortable accommodation. It has an enclosed south facing garden and off road parking. View Sea Whistle Cottage Ryde Isle of Wight

1 Multi Week Discount for this Holiday
Therles Cottage self catering Brook, Isle of Wight
£38 Multi Week Discount
Beaulieu Cottage self catering Borthwood East Isle of WightBeaulieu Cottage self catering Borthwood, East Isle of WightBeaulieu Cottage self catering Borthwood, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East
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Sleeps 5 in 3 bedrooms; Children welcome
This charming cottage is nestled in the beautiful East Isle of Wight countryside, adjoining National Trust woodland, renowned for its carpets of bluebells; abundance of red squirrels and rabbits. The cottage commands wonderful views towards the sea and Culver Cliffs as well as of the Ventnor Down. Visitors have the freedom to enjoy over three acres of garden and private woodland. The sandy beach of Sandown is within a seven-minute drive. View Beaulieu Cottage Borthwood 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 Cottages » Isle of Wight » North » Cowes
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Sleeps 6 in 3 bedrooms + 1 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. View High Rising Cottage Gurnard 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 Cottages » Isle of Wight » West » Brighstone
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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. View Brighstone Brew House Brighstone Isle of Wight

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

Isle of Wight Cottages » Isle of Wight » West
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Sleeps 8 in 4 bedrooms; Children welcome
This farmhouse is attractively situated on the edge of the pretty village of Shalfleet towards the West side of the Isle of Wight. The cottage adjoins the grounds of Shalfleet Manor House and has its own private entrance into a quiet lane which leads from the village to a footpath on Newtown Creek. This estuary, which is only a few minutes walk from the farmhouse, is part of a National Nature Reserve and is in an area of Outstanding Natural Beauty. Several secluded bays and beaches are within 10 minutes drive. View Shalfleet Manor Farmhouse Cottage Shalfleet 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 Cottages » Isle of Wight » South » Ventnor
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Sleeps 2 in 2 bedrooms + 1 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. View Castle Cottage Ventnor Isle of Wight

Dairymaid Cottage self catering Shanklin East Isle of WightDairymaid Cottage self catering Shanklin, East Isle of WightDairymaid Cottage self catering Shanklin, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Shanklin
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Sleeps 4 in 2 bedrooms; Children welcome
Delightful Grade II listed cottage in a quiet rural hamlet with lovely walks. The seaside resort of Shanklin, with its lovely sandy beaches, is only 1.5 miles away. The cottage has a pretty enclosed walled garden with fragrant plants. It has been furnished and equipped to a very high standard to provide very attractive, centrally heated, accommodation View Dairymaid Cottage Shanklin Isle of Wight

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

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

Manor Park View self catering Shanklin East Isle of WightManor Park View self catering Shanklin, East Isle of WightManor Park View self catering Shanklin, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Shanklin
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Sleeps 6 in 3 bedrooms; Children welcome
Manor Park View stands in a beautiful, secluded location within a 10 minute stroll of picturesque Shanklin Old Village and a further 5 mins to the lovely sandy beach of this popular resort. This beautifully equipped cottage overlooks lovely open parkland where visitors may enjoy a stroll and children can play games. View Manor Park View Cottage Shanklin Isle of Wight

The Poplars self catering St Helens East Isle of WightThe Poplars self catering St Helens, East Isle of WightThe Poplars self catering St Helens, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » St Helens
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Sleeps 4 in 2 bedrooms + 1 extra bed; Children welcome
This charming thatched cottage dates back more than two hundred years and has been owned by the same family for generations. It is a character cottage, which has retained many of its original features. It occupies an attractive central position in the small coastal resort of St Helens overlooking the village green where cricket is played. View The Poplars Cottage St Helens Isle of Wight

The Retreat self catering Ventnor South Isle of WightThe Retreat self catering Ventnor, South Isle of WightThe Retreat self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor » Bonchurch
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Sleeps 8 in 4 bedrooms; Children welcome
The Retreat is a lovely stone cottage beautifully situated in the coastal village of Bonchurch on the south coast of the Isle of Wight. There are sea views from the two main double bedrooms and a swimming pool in the garden. It is a spacious house with a large garden and private drive offering parking for 3 cars. Good public house for meals within a 4 minute walk. Almost direct access to the the coastal path which leads eastwards to the resort of Shanklin or westwards to Ventnor and Steep Hill Cove. Centrally heated, wood burning stove, complimentary WiFi and 'smart' television. View The Retreat Cottage Bonchurch 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 Cottages » Isle of Wight » East » Shanklin
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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. View Apse Manor Forge Cottage Shanklin 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 Cottages » Isle of Wight » East
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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 Cottage Newchurch Isle of Wight

Hadfield Cottage self catering Ventnor South Isle of WightHadfield Cottage self catering Ventnor, South Isle of WightHadfield Cottage self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor » Bonchurch
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Sleeps 7 in 4 bedrooms; Children welcome
Hadfield Cottage is situated in the picturesque coastal village of Bonchurch and is less than 3 minutes walk from the sea. Bonchurch has an air of tranquillity with its lovely village pond, traditional style cottages and 11th century church. Restaurants and a public house are within easy walking distance. There is also a pleasant coastal walk to the nearby seaside resort of Ventnor. View Hadfield Cottage Bonchurch 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
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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

Dairy Cottage self catering Carisbrooke Central Isle of WightDairy Cottage self catering Carisbrooke, Central Isle of WightDairy Cottage self catering Carisbrooke, Central Isle of Wight

Isle of Wight Cottages » Isle of Wight » Central » Carisbrooke
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Sleeps 6 and a baby in 3 bedrooms; Children welcome
Dairy Cottage is an attractive stone cottage enjoying rural views and with glimpses of Carisbrooke Castle from the master bedroom. The castle is within a 15 minute walk. The cottage is located at the heart of the Isle of Wight and within a short drive of the coast in any direction. Local walks follow the top of the Downs as far as Freshwater and Alum Bay and enjoy wonderful views all along the way. View Dairy Cottage Carisbrooke Isle of Wight

Sea Shells by the Beach self catering Ventnor South Isle of WightSea Shells by the Beach self catering Ventnor, South Isle of WightSea Shells by the Beach self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor » Bonchurch
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Sleeps 6 in 3 bedrooms + 1 extra bed; Children welcome
A wonderfully spacious and welcoming seaside holiday cottage within a few paces of the beach at Bonchurch and located on the coastal path to nearby Ventnor. Sea Shells on the Beach has 3 beautiful bedrooms decorated with a luxurious seaside theme. Within a short walk is the centre of the village of Bonchurch where there is a village pond and excellent local restaurant. The beach at nearby Ventnor is a popular holiday attraction. View Sea Shells by the Beach Cottage Bonchurch Isle of Wight

Huish House self catering Ventnor South Isle of WightHuish House self catering Ventnor, South Isle of WightHuish House self catering Ventnor, South Isle of Wight

Isle of Wight Cottages » Isle of Wight » South » Ventnor
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Sleeps 6 and a baby in 3 bedrooms; Children welcome
This lovely stone and flint house stands within a 10 minute walk of the centre of the charming seaside resort of Ventnor. It enjoys sea views from the upper 3 floors. It has been furnished and equipped with care to provide attactive and comfortable accommodation for 6 people in 3 bedrooms. View Huish House Ventnor Isle of Wight

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

Isle of Wight Cottages » Isle of Wight » East » Seaview
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Sleeps 10 and 2 babies in 5 bedrooms; Children welcome
This spacious house is splendidly situated immediately beside the sea. A stroll across the lawn leads to the beach where swimming, beach sports and boating can be enjoyed. A yacht can also be privately moored. There are spectacular, and panoramic sea views from the main rooms in the house and from the garden. Bonny Blink is in the quiet seaside village of Seaview on the east side of the Isle of Wight, commanding views across the Solent and the open sea. The pleasant village centre is less than a five minute walk away. View Bonny Blink Cottage Seaview 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 Cottages » Isle of Wight » West
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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. View Winkle Street Cottage Calbourne Isle of Wight

Harvest Cottage self catering Shanklin East Isle of WightHarvest Cottage self catering Shanklin, East Isle of WightHarvest Cottage self catering Shanklin, East Isle of Wight

Isle of Wight Cottages » Isle of Wight » East » Shanklin
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Sleeps 4 and a baby in 2 bedrooms; Children welcome
This lovely Grade II listed stone cottage is attractively situated in a courtyard of 5 cottages in a delightful rural hamlet only 1.5 miles from the centre of Shanklin, a seaside resort with a large sandy beach which gently slopes to the water and is ideal for swimming and paddling. View Harvest Cottage Shanklin 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 Cottages » Isle of Wight » North » Cowes
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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

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