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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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  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A striking chocolate box cottage tucked away in the village of Chale, on the Isle of Wight. Original features. Close to the coast. Off-road parking. Brighstone 5.6 miles; Shanklin 8.5 miles; Bembridge 14.4 miles. (Ref. 1052289)

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

7 nights from $1049

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Immaculately-presented coastal cottage in Chale, Isle of Wight. Spacious accommodation, wonderful coastal views, enclosed garden. Award-winning pub/restaurant 3 mins walk. (Ref. 20405)

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

7 nights from $724

  • 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 $552

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    Good

  • Sykes rating

A charming holiday bungalow resting in Seaview, Isle of Wight. Decking with seating. Open-plan. Close to beach. Private parking. Ryde 2.9 miles. (Ref. 1052161)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from $502

  • 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 $665

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A stylish, ground-floor property in the hamlet of Norton Green on the Isle of Wight. Country views. Open-plan. Freshwater 1 mile. (Ref. 1010453)

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

7 nights from $446

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This delightful dormer bungalow rests in the small hamlet of North Gorley, near Fordingbridge, in Hampshire. Open fire. Pet-friendly. Ringwood 4.9 miles; Bournemouth 16.6 miles. (Ref. 1025556)

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

7 nights from $1283

  • Sleeps5
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A cheerfully yellow, semi-detached cottage resting in the lovely village of St Helens on the Isle of Wight. Enclosed front patio garden. WiFi. Close to shop. Near beach. One dog £20. Bembridge 2.2 miles; Ryde 4.7 miles. (Ref. 1057228)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $700

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

A lovely country-style cottage resting in Shorwell, Isle of Wight. Beautiful views. Close to amenities. Pet-friendly. Close to walking trails. Newport 5.6 miles; Yarmouth 9.4 miles. (Ref. 1108496)

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

7 nights from $684

  • 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 $923

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This well-presented, single-storey, detached lodge rests in the Thorness Bay Holiday Park, Isle of Wight. Lovely views. On-site facilities. Off-road parking. Newport 5.1 miles; Ryde 11.7 miles; Shanklin 13.8 miles; Ventnor 15.2 miles; Freshwater 12 miles. (Ref. 1108060)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 5% off - Fri 7th Jun to 14th Jun 2024

7 nights from $659

  • 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 $482

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A warming, traditional barn conversion located near the village of Wootton Bridge on the Isle of Wight. En-suite. Wootton Bridge 2.5 miles. Grand piano. (Ref. 953419)

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

7 nights from $629

Last booked 6 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Immaculately-presented Isle of Wight cottage in historic Brading. Open plan accommodation with WiFi. Pubs, shop, restaurants and footpaths on doorstep. Superb transportation links. Ryde 4 miles. (Ref. 10532)

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

7 nights from $446

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

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Wonderfully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Enclosed patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 903663)

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

7 nights from $557

  • 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 $973

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

This stylish workshop conversion resides in Ventnor, Isle of Wight. Smart TVs. Close to amenities and beach. En-suite bathrooms. Summer house. Newport 11.1 miles; Cowes 15.5 miles. (Ref. 1115193)

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

7 nights from $791

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Two Tides is a pretty, three-bedroom holiday home resting in Langstone, Hampshire. Sea views. Close to amenities and a beach. Smart TV. Open-plan. Waterlooville 5.3 miles; Portsmouth 6.4 miles; Chichester 11.4 miles. (Ref. 1141283)

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

7 nights from $1458

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A beautiful semi-detached cottage nestled in the picture-postcard village of Selborne in Hampshire. Private garden. Romantic retreat. Fireplace. Alton 5.1 miles; Farnham 12.9 miles; Winchester 18.5 miles. (Ref. 1074400)

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

7 nights from $642

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight. Use of heated outdoor swimming pool. Rural setting. Parking. WiFi. Ryde, 3.1 miles; Sandown 3.7 miles; Ventor 9.2 miles. (Ref. 2906)

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

7 nights from $529