Popular property types See all properties

24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Isle of Wight Breaks in Holiday Cottages

REFINE SEARCH

Your Isle of Wight & Hampshire search returned 240 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
  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Flat 2, Clifford Gardens is a sophisticated, first-floor apartment in Southampton, Hampshire. Open-plan. Close to amenities. Private car park. WiFi. Totton 3.7 miles; Winchester 12.3 miles. (Ref. 1150474)

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

7 nights from £360

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A lovely country-style cottage resting in Shorwell, Isle of Wight. Beautiful views. Close to amenities. Pet-friendly. Close to walking trails. Newport 5.6 miles; Yarmouth 9.4 miles. (Ref. 1108496)

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

7 nights from £553

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Beautifully located barn conversion cottage in the small hamlet of Gatcombe. Well-equipped, comfortable accommodation. Private patio with furniture. Stunning walks and mountain biking from cottage. Newport 4 miles. (Ref. 913107)

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

7 nights from £435

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

A charming chalet-style holiday home settled close to the coast in Ventor, on the Isle of Wight. Ground-floor living. Pet-free. Close to the beach. Newport 11.9 miles; Cowes 16 miles. (Ref. 1102491)

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

7 nights from £387

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

Willow Cottage is a charming, stone-built cottage in Wroxall, near Ventnor, Isle of Wight. Near AONB. Countryside views. Woodburning stove. Pet-friendly. Ventnor 3.1 miles; Godshill 3.3 miles; Shanklin 4.2 miles. (Ref. 1070765)

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

7 nights from £491

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Delightfully romantic Grade II listed gatehouse on the fringes of the New Forest, well suited for a quiet break away from it all. (Ref. 988986)

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

7 nights from £468

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A pretty, two-bedroom cottage resting in East Meon, Hampshire. Dog-friendly. Open fire. Pretty views. Close to amenities. Winchester 14.8 miles; Portsmouth 21.1 miles; Brighton 50.1 miles. (Ref. 1121054)

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

7 nights from £782

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Hapton Folly is a unique detached folly resting in the quaint village of Hambledon, Hampshire. Roof terrace. Countryside views. Off-road parking. Denmead 3.1 miles; Portsmouth 13.1 miles; Southampton 20.5 miles. (Ref. 1139797)

  • Wi-fi
  • Off-road parking

7 nights from £437

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.0

    Good

  • Sykes rating

This lovely three bed semi-detached bungalow, open plan, spectacular coastal and farmland views. Direct access onto the coastal path. Five minutes’ walk from the beach, Ventnor 2.3 miles. (Ref. 918526)

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

7 nights from £686

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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

7 nights from £748

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A marvellous townhouse sitting on the coast in Portsmouth, Hampshire,sea views. Near the beach. Close to amenities. Hayling Island 9.9 miles; Southampton 21.3 miles; New Forest 34.3 miles. (Ref. 1070068)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £1480

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.3

    Good

  • Sykes rating

A remarkable three-bedroom holiday home resting in Sandown, on the Isle of Wight. Open-plan. Family-friendly. Close to the beach. Ryde 6.5 miles; Cowes 14 miles; Yarmouth 18.9 miles. (Ref. 1073331)

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

7 nights from £600

  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.7

    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

7 nights from £843

Last booked 2 days ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Primrose Cottage is a delightful, detached home resting in St. Helens, on the Isle of Wight. Close to a shop and a pub. Close to a beach. Near AONB. Sandown 4.3 miles; Ryde 4.5 miles; Newport 10.6 miles. (Ref. 1151022)

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

7 nights from £508

Last booked 6 hours ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Very attractive and unusual property in beautiful countryside and superb pub nearby too. Convenient for Salisbury - a proper country bolt hole! (Ref. 988967)

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

7 nights from £516

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A fantastic, end-terrace house resting in Sandown, Isle of Wight. Near the beach and coast. Off road parking at the rear. Enclosed garden. Near railway station. WiFi. Shanklin 1.9 miles; Ryde 6.4 miles; Newport 8.9 miles. (Ref. 1071511)

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

7 nights from £611

Last booked yesterday
See more details
  • Sleeps16
  • Bedrooms6
  • PetsYes
  • Sykes rating

Burwyns is a wonderful six-bedroom holiday home resting in Ventnor, Isle of Wight. Close to amenities. Pet-friendly. Near Isle of Wight AONB. Sea views. Newport 11.5 miles; Cowes 16 miles. (Ref. 1143991)

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

7 nights from £1570

Last booked 8 hours ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

The Shingles is a traditional property situated in the coastal town of Sandown, Isle of Wight. Beach nearby. TV. Garden. Shanklin 1.5 miles; Ryde 6.9 miles. (Ref. 1148748)

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

7 nights from £386

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

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

7 nights from £730

  • Sleeps15
  • Bedrooms8
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A grand, eight-bedroom home resting in Meonstoke, Hampshire. Countryside views. In AONB. Pet-friendly. Large. Open fire. Close to amenities. Droxford 1.7 miles; New Alresford 11.6 miles. (Ref. 1124828)

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

7 nights from £2184