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Isle of Wight Short Breaks

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Your Isle of Wight search returned 175 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Wicking is a gorgeous detached holiday house located in the beautiful seaside resort of Ventnor, Isle of Wight. Woodburning stove. Close to beach and amenities. Pizza oven. Newport 10.5 miles; Cowes 15 miles. (Ref. 1046702)

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


for 3 nights €785

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An inviting, shepherds hut set on the outskirts of Seaview, Isle of Wight. Woodburning stove. Pet free. Ideal for couples. Sandown 5.4 miles; Newport 8.9 miles. (Ref. 1083798)

  • Off-road parking
  • Ground floor bedroom


for 3 nights €435

  • 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


for 3 nights €622

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.4

    Good

  • Sykes rating

The Granary is a lovely, converted granary that, ideal for couples, resting near the lovely village of Freshwater on the Isle of Wight with a hot tub. Yarmouth 1.5 miles; Cowes 16.3 miles; Fishbourne 18 miles; Ryde 20 miles. (Ref. 1173924)

  • Wi-fi
  • Off-road parking
  • Hot Tub


for 3 nights €384

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

5A Castle Street, a nicely-presented holiday home is located in the lovely seaside town of Ryde on the Isle of Wight. Three-storeys. Enclosed courtyard. Sandown 6 miles; Newport 7.5 miles. (Ref. 1148236)

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


for 3 nights €433

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • 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


for 3 nights €851

  • Sleeps12
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Milston is a lovely, dog-friendly house situated close to a beach near Chale, Isle of Wight, boasting a woodburning stove, enclosed garden, and sea views. Ventnor 7.2 miles; Shanklin 8.5 miles. (Ref. 1171872)

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


for 3 nights €909

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A luxury, three-bedroom lodge resting upon Whitecliff Bay Holiday Park in Bembridge, Isle of Wight. On-site facilities. Contemporary. Luxury. Close to the coast. Ryde 7.6 miles; Newport 10.2 miles; Cowes 15.1 miles; Yarmouth 20.1 miles. (Ref. 1132117)

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


for 3 nights €601

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • 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


for 3 nights €481

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

The Hayloft is a first-floor, pet-friendly apartment situated in Bonchurch near the seaside town of Ventnor, Isle of Wight, and is set just a short walk from the beach. Newport 12.1 miles; Cowes 16.5 miles. (Ref. 1167864)

  • Off-road parking
  • Washing machine
  • Baby-friendly


for 3 nights €438

  • 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


for 3 nights €516

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This charming, two-bedroom holiday home rests near Yarmouth, Isle of Wight. Open-plan. Pet-free. Close to a beach. Close to amenities. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131452)

  • Wi-fi


for 3 nights €425

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • 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


for 3 nights €1148

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Cosy retreat on the grounds of Appuldurcombe House near to the village of Wroxall on the Isle of Wight. Woodburning stove. 300 acres of woodland. Pet-friendly. Wroxall 0.7 miles. (Ref. 960236)

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


for 3 nights €445

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

The Pepper Pot Retreat is a delightful stable conversion resting in the countryside of Head Down, near Niton, Isle of Wight. Close to a beach. Hot tub. Noton 1 mile; Ventnor 4.3 miles; Shanklin 8.2 miles. (Ref. 1149144)

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


for 3 nights €1030

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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


for 3 nights €522

Last booked 6 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Cava is a wonderfully-presented eco lodge nestled in Pondwell near Seaview, Isle of Wight. Open-plan. Country views. Near a beach. Pet-free. Sandown 5.4 miles; Newport 9.1 miles. (Ref. 1083793)

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


for 3 nights €629

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Delaware M5, a lovely, terrace cottage located in the quaint town of Yarmouth in Isle of Wight. Near coast. Near pub. Open plan. Family-friendly. Newport 11.1 miles; Ryde 18 miles. (Ref. 1155203)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • 10% off - Thu 18th Dec 2025 to 31st Jan 2026


for 3 nights €379

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

A well-presented, end of terrace Town House resting nearby the seaside town of Yarmouth. Pet-friendly. WiFi. Off-road parking. Yarmouth 1.9 miles. (Ref. 966497)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Sat 3rd Jan 2026 to 6th Jan 2027


for 3 nights €457

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.4

    Good

  • Sykes rating

A historic, detached cottage settled on the edges of Carisbrooke, Isle of Wight. Thatched roof. AGA range. Newport 2.3 miles; Cowes 6.8 miles; Shanklin 10.9 miles. (Ref. 1102472)

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


for 3 nights €949