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Isle of Wight Short Breaks

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Your Isle of Wight search returned 174 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Shepherd hut on land, a stunning shepherd's hut nestled in the town of Ryde in Isle of Wight. Romantic. Near beach. Close to amenities. Enclosed garden. Sandown 4.7 miles; Newport 8 miles. (Ref. 1155491)

  • Wi-fi
  • Ground floor bedroom

3 nights from £289

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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

3 nights from £417

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Nanny’s Little House is a well-presented chalet situated on the Sandown Holiday Park on the Isle of Wight. Patio. Off-road parking. Pet-friendly. Shanklin 3.1 miles; Godshill 6.9 miles. (Ref. 1131893)

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

3 nights from £345

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Sat 29th Mar to 21st Dec 2025

3 nights from £541

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.3

    Good

  • Sykes rating

A wonderful coast and country family home with spectacular nurtured gardens, in the village of Chale on the South West coast of the Isle of Wight. Quality spacious accommodation. Ventnor 7 miles. (Ref. 948970)

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

3 nights from £826

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.4

    Good

  • Sykes rating

A wonderful Victorian townhouse, contemporary, but still maintaining many of its original features. Stunning coastal views. 2 mins walk to the beach and coastal footpath. Shops, pubs, restaurants, café’s all within walking distance. (Ref. 920525)

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

3 nights from £696

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6

    Outstanding

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18th century, stone cottage in the village of Shorwell on the Isle of Wight. Grade II listed. En-suite. WiFi. Exposed beams and stonework. (Ref. 964422)

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

3 nights from £642

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This charming detached house rests in the heart of Sandown, on the Isle of Wight. Electric fire. Enclosed garden. Shanklin 1.4 miles; Ventnor 5.6 miles. (Ref. 1020856)

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

3 nights from £552

  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

Beachcombers is a fabulous stone barn conversion perched on the outskirts of Ventnor, Isle of Wight, boasting spectacular coastal and farmland views. Newport 10.5 miles; Cowes 15 miles. (Ref. 1174467)

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

3 nights from £539

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This lovely, detached, four-bedroom property rests near Freshwater, Isle of Wight. Open-plan. Private driveway. Enclosed garden. Close to amenities and a beach. Yarmouth 2.4 miles; Cowes 15 miles; Fishbourne 16.7 miles; Ryde 18.7 miles. (Ref. 1112919)

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

3 nights from £967

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A semi-detached property, situated within the village of Freshwater. WiFi. Private garden area. Shop and pub within a 5-minute walk. Yarmouth 3 miles. (Ref. 981443)

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

3 nights from £618

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A lovely, three-bedroom eco lodge sitting in Pondwell near Seaview, Isle of Wight. Open-plan. Near a beach. Hot tub. Country views. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083787)

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

3 nights from £625

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Champagne is a fabulous three-bedroom eco lodge resting in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Off-road parking. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083788)

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

3 nights from £625

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Whitfield P10 is a welcoming, terraced cottage settled into the seaside holiday park in Norton, near Yarmouth, Isle of Wight, close to a beach and the coast. Yarmouth 1.2 miles; Freshwater 2 miles; Bouldnor 2.1 miles. (Ref. 1161360)

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

3 nights from £386

Last booked 5 hours ago
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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

3 nights from £611

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

A charming cottage situated in the village of Brading, Isle of Wight. Pet friendly. Close to local amenities. Historic attractions. Ryde 4 miles; Newport 8 miles. (Ref. 947338)

  • Wi-fi
  • Washing machine
  • Baby-friendly

3 nights from £310

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

This delightful mid-terrace cottage rests in the pretty hamlet of Norton Green, on the Isle of Wight. Country views. Open-plan. Modern interior. Freshwater 1 mile. (Ref. 1007836)

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

3 nights from £319

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, two-bedroom cottage resting in Ventnor, Isle of Wight. Pet-friendly. Close to amenities and the beach. Family-friendly. Traditional. Near AONB. Newport 11.1 miles; Cowes 15.4 miles. (Ref. 1125141)

  • Wi-fi
  • Washing machine
  • Baby-friendly

3 nights from £413

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming duplex apartment based in the village of Totland, Isle of Wight. Pet-friendly. Washing machine. Beach nearby. Freshwater 0.8 miles; Yarmouth 2.9 miles. (Ref. 1117800)

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

3 nights from £387

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

19 Creek Gardens, a contemporary abode situated in Wooton Bridge, Isle of Wight. Off-road parking. Washing machine. Near a shop, pub and beach. Newport 4.5 miles (Ref. 1147608)

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

3 nights from £366