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Isle of Wight Cottage Holidays

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Your Isle of Wight & Hampshire search returned 314 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

An impressive restored period property resting in the centre of Sandown. Close to amenities and beach. Fast WiFi. Pet-friendly. Shanklin 2.1 miles (Ref. 1025715)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £532

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A delightful, single-storey, detached timber-clad cottage in the village of Boldre in the New Forest National Park. Well-presented, furnished to a good standard. Woodburner. Lymington 2.6 miles. (Ref. 25473)

  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from £360

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.0

    Good

  • Sykes rating

A remarkable three-bedroom holiday home resting in Sandown, on the Isle of Wight. Open-plan. Family-friendly. Close to the beach. Ryde 6.5 miles; Cowes 14 miles; Yarmouth 18.9 miles. (Ref. 1073331)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £514

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Garstons Barn is a lovely, three-bedroom barn conversion resting in Gatcombe near Newport, Isle Of Wight. In an AONB. Countryside views. Open-plan. Off-road parking. Cowes 9.5 miles; Ryde 10.9 miles; Yarmouth 12.3 miles. (Ref. 1133914)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £634

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

2 Welford Barns, a delightful barn conversion rests in Fordingbridge, Hampshire. Close to amenities. Off-road parking. Outdoor space with furniture. Salisbury 11.3 miles; Bournemouth 16.6 miles; Cranborne Chase National Landscape 18.9 miles. (Ref. 1162549)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom

7 nights from £399

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Beautifully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 913107)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £436

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A beautiful three-bedroom apartment set in a converted church in Ventor, Isle of Wight. Smart TV. Original features. Near a beach. In AONB. Newport 12.1 miles; Cowes 15.9 miles. (Ref. 1072796)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £588

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Marina View is a delightful, ground-floor apartment nestled near the sea in Cowes, Isle of Wight. Harbour views. Near amenities. Ground-floor living. Newport 4.9 miles; Ryde 11.3 miles; Shanklin 13.9 miles; Ventnor 15.2 miles; Freshwater 15.4 miles. (Ref. 1125801)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Sky TV

7 nights from £462

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Delightfully romantic Grade II listed gatehouse on the fringes of the New Forest, well suited for a quiet break away from it all. (Ref. 988986)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £470

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Horseshoe Cottage is a delightful cottage settled into the countryside of Lockerley near West Tytherley, Hampshire. Countryside location. Close to a shop. West Tytherley 3.7 miles; Sailsbury 12.4 miles. (Ref. 1148219)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £572

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Flexford Mill Cottage, a stunning holiday home in Sway near the market town of Lymington, Hampshire. Pet-friendly. Within New Forest National Park. Lyndhurst 7.8 miles; Christchurch 11.8 miles; Southampton 17.7 miles. (Ref. 1142485)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £1060

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful property with a lot of character, St. Michael’s House is the perfect property for families or a group of friends. Dog-friendly. Near the coast. Bembridge 2.3 miles. (Ref. 1000597)

  • Wi-fi
  • Washing machine

7 nights from £439

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A marvellous townhouse sitting on the coast in Portsmouth, Hampshire,sea views. Near the beach. Close to amenities. Hayling Island 9.9 miles; Southampton 21.3 miles; New Forest 34.3 miles. (Ref. 1070068)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £1614

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This delightful stone cottage is based in Totland Bay, on the Isle of Wight. Open-plan living. Woodburner. Country views. Freshwater 1 mile; Yarmouth 3 miles. (Ref. 972940)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £643

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A well-presented cottage with lovely views, perfectly nestled at the foot of St Catherine's Down, within a quiet hamlet. Godshill 2 miles. (Ref. 21300)

  • Wi-fi
  • Off-road parking
  • Baby-friendly

7 nights from £345

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A beautifully-presented Victorian terrace settled in Sandown, Isle of Wight. Pet-friendly. Near beach and amenities. Enclosed garden. Shanklin 1.9 miles; Ryde 6.3 miles; Newport 9.4 miles (Ref. 1084975)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £617

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Primrose Cottage is a delightful, detached home resting in St. Helens, on the Isle of Wight. Close to a shop and a pub. Close to a beach. Near AONB. Sandown 4.3 miles; Ryde 4.5 miles; Newport 10.6 miles. (Ref. 1151022)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £509

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming cottage located in the village of Newport in Isle of Wight. Views over Carisbrooke Castle. Nautical décor. Enclosed garden. Pet-friendly. Cowes 4.6 miles. Ryde 6.7 miles. (Ref. 962983)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £669

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This charming three-bedroom holiday home rests in Havant, Hampshire. Pet-friendly. Enclosed garden. Off-road parking. Waterlooville 4.8 miles; Portsmouth 8.6 miles; Chichester 9.9 miles. (Ref. 1121678)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from £434

  • Sleeps13
  • Bedrooms5
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Breaches Barn is on the owners' working farm and retains many original features with 5 bedrooms, WiFi and a cosy living space with log burner. (Ref. 965776)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1570

If you're looking for an alternative holiday, then a cottage on the Isle of Wight may just be right for you. Located just three miles off the Hampshire coast, the Isle of Wight's easy-going pace of life feels a world away from the bustle of the mainland.

Why Isle of Wight Holidays?

The Isle of Wight's gloriously sunny climate helps make it one of the UK's most desirable holiday locations. During a summer Isle of Wight holiday, head to one of many fun-filled festivals, or simply admire the ever-present scenery on foot or bike. The coastline is just as impressive as the countryside, with soft sandy beaches around every corner. The Isle of Wight is a marvellous holiday spot all year round, with much to explore, even when the weather isn't so good. Our Isle of Wight Travel Guide tells you all you need to know about Isle of Wight holidays.

Places to Visit During Isle of Wight Holidays

This scenic island is a mere 25 miles wide, making the entire place accessible by car. Despite its size, there is a fabulous variety of things to see and do to suit tastes of all kinds. The west of the island hosts both the Isle of Wight AONB and the Hamstead Heritage Coast, showcasing jaw-dropping scenery for lovers of the outdoors. If you love a bit of history, visit the palatial Osborne House close to Cowes, or admire the striking Carisbrooke Castle near Newport.

When enjoying Isle of Wight holidays, consider visiting places such as:

Bembridge

Freshwater

Ryde

Ventnor

Yarmouth

Types of Isle of Wight Holidays

You can experience the stunning countryside of the island during a glamping break on the Isle of Wight or with a holiday park on the Isle of Wight. Be sure not to leave your canine companion behind by booking a dog-friendly cottage on the Isle of Wight and allow the entire family to enjoy this wondrous location. Why not treat yourself to a touch of class? Choose a luxury Isle of Wight cottage that will provide you with that little something extra. Planning to treat your loved one to a charming weekend away? This array of Isle of Wight short breaks is a great choice. Alternatively, secure a late deal by booking a last-minute Isle of Wight holiday.