Popular property types See all properties

Isle of Wight Short Breaks

REFINE SEARCH

Your Isle of Wight search returned 173 cottages

Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • 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

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

1 Star Cottages is a delightful, terraced cottage resting in Freshwater, Isle of Wight. Pet-friendly. Close to a shop, pub, and beach. Enclosed garden. Yarmouth 2.7 miles; Newport 11.7 miles. (Ref. 1149357)

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


for 3 nights €549

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A beautiful three-bedroom apartment set in a converted church in Ventor, Isle of Wight. Smart TV. Original features. Near a beach. In AONB. Newport 12.1 miles; Cowes 15.9 miles. (Ref. 1072796)

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


for 3 nights €698

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely second-floor apartment set within a Victorian building in Ryde, Isle of Wight. Pet-friendly. Near a beach. Sea views. Close to amenities. Sandown 5.8 miles; Newport 7.4 miles. (Ref. 1087202)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 3 nights €418

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

The Anchorage is a pleasant terraced house in the village of Bembridge on the Isle of Wight. Pet-friendly. Open-plan. Off-road parking. Child-friendly. Ryde 7.3 miles; Newport 11.3 miles; Cowes 15.8 miles; Yarmouth 20.7 miles. (Ref. 1153862)

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


for 3 nights €601

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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


for 3 nights €488

Last booked 2 days ago
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • 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


for 3 nights €1450

Last booked yesterday
See more details
  • 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

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • 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


for 3 nights €1027

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary single-storey holiday lodge settled on Whitecliff Bay Holiday Park in Bembridge on the Isle of Wight. Open-plan. Veranda. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1092221)

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


for 3 nights €565

Last booked 2 days ago
See more details

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A splendid cottage based on the West Bay Development on the edge of Yarmouth. Dishwasher. Communal lawn. Off-road parking. Newport 11.1 miles; Ryde 17.6 miles. (Ref. 1131494)

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


for 3 nights €463

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Guildford Farmhouse is a beautiful cottage situated near Havenstreet, Isle of Wight, boasting woodburning stoves, enclosed garden, and open-plan living. Ryde 3.8 miles; Cowes 8.4 miles; Ventnor 10.5 miles; Yarmouth 13.5 miles. (Ref. 1158316)

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


for 3 nights €693

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    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


for 3 nights €518

  • 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


for 3 nights €736

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Chantries is a delightful, detached cottage in the village of Bembridge, Isle of Wight. Open fire. Barbecue. Pet-friendly. Child-friendly. Near coast. Ryde 7.5 miles; Newport 11.7 miles; Cowes 16.2 miles; Yarmouth 21 miles. (Ref. 1158892)

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


for 3 nights €828

Last booked 3 hours ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A thoughtfully converted old cart house, on a working farm on the edge of the village of Shorwell, Isle of Wight. Panoramic views of the Downs. Short walk to pub. Beach 2 miles. Newport 6 miles. (Ref. 22110)

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


for 3 nights €337

  • 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

Last booked 2 days ago
See more details
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    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


for 3 nights €750

  • 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
  • 5% off - Fri 27th Mar to 10th Apr 2026


for 3 nights €438

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A lovely two-bedroom eco lodge resting 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. 1083795)

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


for 3 nights €670