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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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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Sykes Rating

Compton Grange - A charming, detached country cottage, a short walk from Compton Bay beach, situated between the town of Freshwater and the village of Brook, Isle of Wight. Beautiful sea views. Secret garden. Off-road parking. Yarmouth 6 miles; Cowes 13.5 (Ref. 1088285)

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

3 nights from £1186

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

A delightful three-bedroom semi-detached house resting in Totland Bay on the Isle of Wight. Dog-friendly. Off-road parking. Near a beach. Freshwater 1 miles; Yarmouth 2.8 miles. (Ref. 1043546)

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

3 nights from £469

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

This contemporary, two-bedroom eco lodge rests in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Hot tub. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083794)

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

3 nights from £531

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    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
  • 10% off - Thu 6th Mar to 31st Oct 2025

3 nights from £608

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

May Cottage, a delightful semi-detached cottage perched in the seaside resort of Shanklin in the Isle of Wight, with a pet-friendly policy and en-suite. Sandown 3.9 miles; Godshill 4 miles. (Ref. 1156246)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV

3 nights from £387

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    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

3 nights from £459

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Sykes Rating

Palm Tree Cottage is a beautiful, three-bedroom holiday home in Sandown, Isle of Wight. Close to a beach. Pet-friendly. Shanklin 1.6 miles; Ryde 6.7 miles; Newport 9.1 miles; Cowes 14 miles. (Ref. 1141880)

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

3 nights from £720

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

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
  • Dishwasher
  • Washing machine
  • Baby-friendly

3 nights from £562

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    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

3 nights from £735

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Sykes Rating

Little Beach, a pleasant little holiday Lodge resting in the coastal town of Seaview, Isle of Wight. Smart TV. Open-plan. close to beach. Front patio. Ryde 2.8 miles. (Ref. 1133680)

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

3 nights from £382

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.9

    Sykes Rating

A beautifully presented, single-storey lodge resting in Bembridge, Isle of Wight. Countryside views. Close to beach. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1088102)

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

3 nights from £626

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

Stunningly located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from doorstep. Newport 4 miles. (Ref. 913108)

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

3 nights from £562

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    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

3 nights from £396

  • Sleeps6
  • Bedrooms3
  • PetsNo

    Sykes Rating

Whitfield P1, is a lovely cottage resting in the town of Yarmouth on the Isle of Wight, boasting an open-plan living space and is close to the beach. Newport 10.9 miles; Ryde 17.4 miles. (Ref. 1176063)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

3 nights from £467

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    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

3 nights from £418

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    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

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    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

  • Sleeps8
  • Bedrooms4
  • PetsYes

    Sykes Rating

Low Tide Loft is a detached and spacious house situated a short stroll from the beach with sea glimpses, located in Colwell Bay on the Isle of Wight. Yarmouth 3.9 miles; Cowes 16.3 miles; Fishbourne 17.1 miles; Ryde 19.1 miles. (Ref. 1164181)

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

3 nights from £795

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5

    Sykes Rating

Frosthill Cottage is a spacious cottage resting in the town of Carisbrooke, Isle of Weight. Historic sites. Off-road parking. Woodburning stove. Newport 1.8 miles; Cowes 7.1 miles; Yarmouth 10.1 miles. (Ref. 1140820)

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

3 nights from £653