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 242 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
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

The ultimate romantic retreat for your break to Hampshire. Open-plan studio layout. Woodburning stove. WiFi. Idyllic location. In close reach of the South Downs National Park. Medstead 3.7 miles; Winchester 13 miles. (Ref. 1037374)

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

7 nights from €599

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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

7 nights from €582

  • 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 €452

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This charming two-bedroom holiday home rests in Sandown, Isle of Wight. In an AONB. Pet-friendly. Off-road parking. Enclosed garden. Shanklin 2.6 miles; Ryde 5.9 miles; Newport 8.9 miles; Cowes 13.4. (Ref. 1126551)

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

7 nights from €574

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This delightful dormer bungalow rests in the small hamlet of North Gorley, near Fordingbridge, in Hampshire. Open fire. Pet-friendly. Ringwood 4.9 miles; Bournemouth 16.6 miles. (Ref. 1025556)

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

7 nights from €1192

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsNo
  • 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

7 nights from €1357

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • 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

7 nights from €437

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

1550 historic terraced cottage, extended and modernised whilst retaining period features and plenty of character. Balcony with sea views. Centrally located, good range of places to eat and close to shops. Wightlink ferry within walking distance. (Ref. 989971)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 20% off - Fri 24th May to 31st May 2024

7 nights from €632

  • Sleeps2
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

Lower Whiteflood Farm Cottage is a detached cottage resting in the village of Owslebury, Hampshire. Ideal for couples. Off-road parking. Pet-friendly. Enclosed garden. Winchester 6.2 miles; Southampton 12.9 miles. (Ref. 1060644)

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

7 nights from €830

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A superb beachfront house resting on Hayling Island, Hampshire. Enclosed garden. Near a beach. Havant 5.4 miles; Emsworth 7.2 miles. (Ref. 1073325)

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

7 nights from €1182

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    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

7 nights from €895

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Two Tides is a pretty, three-bedroom holiday home resting in Langstone, Hampshire. Sea views. Close to amenities and a beach. Smart TV. Open-plan. Waterlooville 5.3 miles; Portsmouth 6.4 miles; Chichester 11.4 miles. (Ref. 1141283)

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

7 nights from €1356

  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Delightful beachfront cottage apartment. Light and spacious open plan living accommodation. Stunning panoramic coastal views across the Solent. Café/restaurant next door. Newport 12 miles. (Ref. 905107)

  • Wi-fi
  • Off-road parking

7 nights from €410

Last booked yesterday
See more details
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • 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

7 nights from €969

Last booked 2 days ago
See more details
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • €772 off - Fri 19th Jul to 26th Jul 2024

  • 5% off - Fri 23rd Aug to 27th Dec 2024

7 nights from €792

  • 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 €452

Last booked 4 hours ago
See more details
  • 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 €1731

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A well-appointed, three-bedroom home resting in Cowes, Isle of Wight. Pet-friendly. Enclosed garden. Close to amenities and beach. Open-plan living. Newport 4.7 miles; Ryde 11.2 miles; Shanklin 13.6 miles; Ventnor 15.4 miles. (Ref. 1135018)

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

7 nights from €503

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

    4.7

    Outstanding

  • Sykes rating

A delightful single-storey property resting in a country club in Fareham near Park Gate, Hampshire. Off-road parking. On-site facilities. Woodburning stove. Titchfield 1.4 miles; Southampton 13.8 miles. (Ref. 968209)

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

7 nights from €933

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This superb detached lodge is nestled in the pretty village of Chale, on the Isle of Wight, England. Woodburner. Open-plan. En-suite. Enclosed garden. Ventnor 6.5 miles. (Ref. 939717)

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

7 nights from €578