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Isle of Wight Breaks in Holiday Cottages

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Your Isle of Wight & Hampshire search returned 242 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A contemporary, single-storey stable conversion located in Brighstone, Isle of Wight. Enclosed garden. Open-plan. In AONB. Close to amenities. Pet-friendly. Near the coast. Newport 8.5 miles; Yarmouth 8.8 miles; Cowes 12.3 miles. (Ref. 1005142)

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

7 nights from $595

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A pretty, two-bedroom cottage resting in East Meon, Hampshire. Dog-friendly. Open fire. Pretty views. Close to amenities. Winchester 14.8 miles; Portsmouth 21.1 miles; Brighton 50.1 miles. (Ref. 1121054)

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

7 nights from $988

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Tourist Board rating

One end of a thoughtfully planned conversion from a former farm building on the edge of the charming village of Martin, right on the Hampshire/Wiltshire border. (Ref. 988903)

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

7 nights from $625

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This stunning, ground-floor holiday home rests on the outskirts of Fareham, Hampshire. Smart TV. Woodburning stove. Close to amenities. Bedrooms with en-suites. Portchester 6.7 miles; Southampton 10.1 miles; Portsmouth 12.2 miles. (Ref. 1111930)

  • Wi-fi
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $814

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Charming semi-detached cottage between Freshwater and Yarmouth. Peaceful setting, pet-friendly, lawned garden, bike storage. Walks from the door. Yarmouth and Freshwater 1.6 miles. (Ref. 950244)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • $445 off - Fri 5th Jul to 30th Aug 2024

7 nights from $1095

Last booked 3 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Cosy, detached New Forest cottage situated in an acre of gardens with direct access to both forest walks and cycle trails. Beaulieu 1 mile. (Ref. 6495)

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

7 nights from $498

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

36 Leeson Road is a charming, stone-fronted cottage resting on the outskirts of Ventnor, Isle of Wight. Woodburning stove. Sea views. Near beach. Newport 11.6 miles; Cowes 16.2 miles. (Ref. 1144527)

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

7 nights from $675

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • 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 $650

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A fabulous first floor coastal holiday apartment in Bembridge village on the Isle of Wight. Light and spacious open plan living area. Two bedrooms, one en-suite. Shops, pubs, cafés, restaurants and beach all within easy walking distance. Ryde 7 miles. (Ref. 926439)

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

7 nights from $595

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Very attractive and unusual property in beautiful countryside and superb pub nearby too. Convenient for Salisbury - a proper country bolt hole! (Ref. 988967)

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

7 nights from $662

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

This superb mews cottage is situated in Langstone, Hampshire. Off-road parking. Pet-friendly. Enclosed garden. Waterlooville 5.6 miles; Portsmouth 7.8 miles. (Ref. 1003458)

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

7 nights from $660

  • Sleeps7
  • Bedrooms4
  • PetsYes
  • Sykes rating

Plummers Water, a nicely-presented holiday bungalow in the quaint village of Pilley, Hampshire. Pet-friendly. Child-friendly. EV charging. Pool table. Lymington 2.9 miles; Milford on Sea 6.8 miles; Isle of Wight 16.8 miles (Ref. 1155530)

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

7 nights from $853

  • Sleeps8
  • Bedrooms3
  • PetsYes
  • Sykes rating

25 St. Benedict Road is a charming, detached property resting in Hayling Island, Hampshire. Close to a beach. Close to a shop and a pub. Pet-friendly. Emsworth 6.9 miles; Portsmouth 11.3 miles; South Downs National Park 12.4 miles. (Ref. 1150068)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from $857

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A spectacular church conversion set in the village of Chale Green, Isle of Wight. Coastal setting. Grand interiors. Spacious accommodation. Open-plan living. Shanklin 8.2 miles; Newport 9.6 miles; Totland 12.4 miles. (Ref. 1066825)

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

7 nights from $1368

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A luxury, contemporary abode nestled in the grounds of the Abshot Manor Country Club with access to the on-site facilities, in the village of Titchfield Common, Hampshire. Shared pool, tennis courts and gym. Off-road parking. Titchfield 1.5 miles. (Ref. 968208)

  • Wi-fi
  • Swimming pool
  • Ground floor bedroom
  • Washing machine

7 nights from $937

  • 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 $1989

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, single-storey stable conversion resting in Brighstone, Isle of Wight. Family and pet-friendly. Close to amenities and the beach. Contemporary. In AONB. Open-plan. Enclosed garden. Newport 8.5 miles; Yarmouth 8.8 miles; Cowes 12.3 miles. (Ref. 1129624)

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

7 nights from $637

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Tower Barn Cottage is a brilliant, historic property resting on the outskirts of Ryde on the Isle of Wight. Close to amenities. Close to a beach. Smart TV. Enclosed garden. Sandown 4.8 miles; Newport 8 miles. (Ref. 1039901)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Fri 26th Jul to 23rd Aug 2024

7 nights from $1308

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    Good

  • Sykes rating

Well-presented detached bungalow set in the heart of Upton, Isle of Wight. Open plan accommodation. Sandown and Newport 7 miles. (Ref. 942766)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine

7 nights from $479

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.0

    Good

  • Sykes rating

A 400-year-old thatched farmhouse with adjacent riding stables. Far-reaching views, easy walk to the beach. Spacious family accommodation, perfect for exploring the island. (Ref. 12722)

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

7 nights from $711

Last booked 2 days ago
See more details

A short stay on the Isle of Wight certainly won't disappoint. Commonly known as the 'Garden Isle' because of its beautiful rolling landscape, more than half of the Isle of Wight is a designated Area of Outstanding Natural Beauty. That combined with its warmer weather, makes the Isle of Wight the perfect destination for a short term break.

With over 500 miles of award-winning footpaths and 200 miles of cycle paths, the Isle of Wight is a great destination for those seeking to experience the great outdoors on a weekend getaway or short break.

The Isle of Wight is commonly regarded as the foodie capital of the south and has plenty to offer for any food lover. A trip to one of the island's many restaurants would be a perfect treat for your short stay. The warmer and more humid weather is the perfect climate for a variety of produce, from locally made beer and wine to the UK's largest garlic farm.

With a range of cottages offering a 2, 3 or 4 night stay, we have the perfect accommodation for your mini break on the Isle of Wight and short breaks across the UK. Give us a call today on 01244356666.