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Isle of Wight Short Breaks

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Your Isle of Wight search returned 176 cottages

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  • 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 £907

Holiday Park

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • 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


for 3 nights £467

  • 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 £526

  • 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 £376

  • Sleeps4
  • Bedrooms1
  • PetsNo
  • Sykes rating

This inviting single-storey yurt is perched in Ventnor, Isle of Wight. Off-road parking. Table tennis. In an AONB. Woodburning stove. Newport 10.3 miles; Cowes 14.8 miles. (Ref. 1174470)

  • Off-road parking
  • Ground floor bedroom
  • Baby-friendly
  • Games room


for 3 nights £459

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A contemporary, single-storey stable conversion located in Brighstone, Isle of Wight. Enclosed garden. Open-plan. In AONB. Close to amenities. Pet-friendly. Near the coast. Newport 8.5 miles; Yarmouth 8.8 miles; Cowes 12.3 miles. (Ref. 1005142)

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


for 3 nights £414

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

14 Orchard Road is a lovely, pet-friendly holiday bungalow situated in the small coastal village of Seaview on the Isle of Wight with a Smart TV. Ryde 3.3 miles. (Ref. 1164526)

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


for 3 nights £392

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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


for 3 nights £345

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Sykes rating

Muscat is a delightful 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. 1083796)

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


for 3 nights £531

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.2

    Good

  • Sykes rating

Stone-built cottage situated in the village of Wroxall on the Isle of Wight. On grounds of Appuldurcombe House. 300 acres of land. WiFi. Ventnor 1.5 miles. (Ref. 960237)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 3 nights £381

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8

    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


for 3 nights £625

Holiday Park

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Cape A6 is a semi-detached, seingle-storey holiday home located in the Norton near the town of Freshwater in the Isle of Wight with private decking. Yarmouth 1.2 miles; Cowes 13.9 miles; Fishbourne 15.6 miles; Ryde 17.6 miles. (Ref. 1171473)

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


for 3 nights £292

  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

Stable Cottage is a charming and historical, pet-friendly cottage situated on the outskirts of the pretty village of Wroxall on the Isle of Wight. Ventnor 3 miles; Shanklin 4.1 miles (Ref. 960240)

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


for 3 nights £442

  • 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 £522

  • 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


for 3 nights £322

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

Sheepwash Barn, a superb single-storey thatched 17th-century cottage in the hamlet of Middleton, near Freshwater, boasts beach proximity and allows pets. Freshwater 0.5 miles. (Ref. 1183433)

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


for 3 nights £416

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

No 157 Sandown Bay Holiday Chalet 'Field View is a lovely holiday chalet resting in the small village of Yaverland near Sandown on the Isle of Wight. Shanklin 3 miles; Ryde 6.1 miles; Newport 9.2 miles; Cowes 13.6 miles. (Ref. 1176247)

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


for 3 nights £309

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A fresh and charming studio apartment situated in the peaceful seaside setting of Ventnor, within a minutes walk to the beach, local pubs & restaurants, all ground floor. (Ref. 948178)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly
  • 5% off - Mon 1st Dec 2025 to 1st Jan 2026


for 3 nights £292

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Swifts is a lovely open-plan semi-detached bungalow, boasting spectacular coastal and farmland views, located on the outskirts of Ventnor, Isle of Wight. Newport 10.5 miles; Cowes 15 miles. (Ref. 1174465)

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


for 3 nights £444

  • 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 £510