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 239 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
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful, wood-clad holiday home resting in the New Forest National Park in Nomansland, Wiltshire. Pet-friendly. Woodland views. Open-plan living. Rural. Landford 1.2 miles; Lyndhurst 8.1 miles; Salisbury 12.8 miles; Milford on Sea 20.1 miles. (Ref. 1132976)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £570

  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

59 Bar End Road, a lovely holiday home located in the stunning cathedral city of Winchester. Dog-friendly. Near amenities. Near South Downs National Park. Southampton 12.1 miles; North Wessex Downs AONB 14 miles; Basingstoke 21 miles. (Ref. 1151613)

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

7 nights from £730

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • 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)

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

7 nights from £441

Last booked 2 hours ago
See more details
  • Sleeps10
  • Bedrooms5
  • PetsNo
  • Sykes rating

Morningside is a delightful, detached property resting in the seaside town of Totland Bay, Isle of Wight. Close to a shop and a pub. Near AONB. Near a beach. Freshwater 0.8 miles; Afton 1.7 miles; Newport 11.9 miles. (Ref. 1152560)

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

7 nights from £1060

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

19 Creek Gardens, a contemporary abode situated in Wooton Bridge, Isle of Wight. Off-road parking. Washing machine. Near a shop, pub and beach. Newport 4.5 miles (Ref. 1147608)

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

7 nights from £412

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

Little Timbers is a picturesque cottage in the charming town of Ringwood, Hampshire. Off-road parking. Pet-friendly. Stunning enclosed garden. Open-plan. Bournemouth 11.9 miles; Poole 16.8 miles (Ref. 1152487)

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

7 nights from £378

Last booked 3 hours ago
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Coppice Hill House is a splendid holiday cottage nestled in Bishop's Waltham, Hampshire. Enclosed garden. Family-friendly. Hot tub. Private driveway. Winchester 10.9 miles; Southampton 10.9 miles; Portsmouth 13.8 miles; New Forest National Park 16 miles. (Ref. 1150056)

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

7 nights from £1500

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Little Beach, a pleasant little holiday Lodge resting in the coastal town of Seaview, Isle of Wight. Smart TV. Open-plan. close to beach. Front patio. Ryde 2.8 miles. (Ref. 1133680)

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

7 nights from £420

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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

7 nights from £505

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Bay View is a delightful lodge settled into a holiday park in Hillway near Bembridge, Isle of Wight. Sea Views. Near Isle of Wight AONB. Close to a beach. Bembridge 1.8 miles; Sandown 3.7 miles; Newport 10.7 miles. (Ref. 1144775)

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

7 nights from £400

  • Sleeps7
  • Bedrooms4
  • PetsYes
  • 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
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from £852

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

31 Crosswinds is a well-presented, single-storey holiday lodge on the Whitecliff Bay Holiday Park near Bembridge, Isle of Wight. On-site facilities. Ryde 7.6 miles; Newport 10.7 miles; Cowes 15.2 miles; Yarmouth 20 miles. (Ref. 1147448)

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

7 nights from £438

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Fleming House is a traditional Victorian cottage rests in the seaside town of Cowes, on the Isle of Wight. Enclosed garden. Open fire. Close to shop and pub. East Cowes 0.9 miles; Newport 4.7 miles. (Ref. 1129757)

  • Wi-fi
  • Washing machine

7 nights from £586

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Stones Throw is a welcoming, terrace cottage situated in the heart of Lymington, a port town in Hampshire. Close to pub and shop. Pet-friendly. Dishwasher. Lyndhurst 8.4 miles; Christchurch 12.3 miles; Southampton 18.4 miles. (Ref. 1152779)

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

7 nights from £575

  • Sleeps5
  • Bedrooms2
  • PetsYes
  • 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
  • Washing machine

7 nights from £387

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Sea Breeze is a contemporary, coastal residence with elevated sea views set in Totland, Isle of Wight. Pet-friendly. Decked balconies. Near a beach. Freshwater 1 mile; Yarmouth 2.6 miles. (Ref. 1144186)

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

7 nights from £1129

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

Sunset Beach, a 3-bed detached holiday home located in Freshwater, Isle of Wight. Close to beach. Sea views. Enclosed garden. Off-road parking. Smart TV. Yarmouth 2.3 miles; Cowes 14.9 miles; Fishbourne 16.7 miles; Ryde 22.3 miles. (Ref. 1137280)

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

7 nights from £520

Last booked 4 hours ago
See more details
  • 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 £1159

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

The Ox House is a beautiful, 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. 1070763)

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

7 nights from £689

  • 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 £419

A short stay on the Isle of Wight certainly won't disappoint. Commonly known as the 'Garden Isle' because of its beautiful rolling landscape, more than half of the Isle of Wight is a designated Area of Outstanding Natural Beauty. That combined with its warmer weather, makes the Isle of Wight the perfect destination for a short term break.

With over 500 miles of award-winning footpaths and 200 miles of cycle paths, the Isle of Wight is a great destination for those seeking to experience the great outdoors on a weekend getaway or short break.

The Isle of Wight is commonly regarded as the foodie capital of the south and has plenty to offer for any food lover. A trip to one of the island's many restaurants would be a perfect treat for your short stay. The warmer and more humid weather is the perfect climate for a variety of produce, from locally made beer and wine to the UK's largest garlic farm.

With a range of cottages offering a 2, 3 or 4 night stay, we have the perfect accommodation for your mini break on the Isle of Wight and short breaks across the UK. Give us a call today on 01244356666.