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 Cottage Holidays

REFINE SEARCH

Your Isle of Wight & Hampshire search returned 313 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
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A beautifully-presented Victorian terrace settled in Sandown, Isle of Wight. Pet-friendly. Near beach and amenities. Enclosed garden. Shanklin 1.9 miles; Ryde 6.3 miles; Newport 9.4 miles (Ref. 1084975)

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

7 nights from £617

  • Sleeps13
  • Bedrooms5
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Breaches Barn is on the owners' working farm and retains many original features with 5 bedrooms, WiFi and a cosy living space with log burner. (Ref. 965776)

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

7 nights from £1570

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This delightful stone cottage is based in Totland Bay, on the Isle of Wight. Open-plan living. Woodburner. Country views. Freshwater 1 mile; Yarmouth 3 miles. (Ref. 972940)

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

7 nights from £643

  • Sleeps4
  • Bedrooms2
  • PetsNo

    3.7

    Good

  • Sykes rating

This superb chalet rests on the outskirts of the village of Freshwater, on the Isle of Wight. Open-plan living. Electric fire. Yarmouth 2 miles; Brighstone 8.9 miles. (Ref. 942183)

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

7 nights from £286

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A fabulous, Island Stone barn conversion on the Isle of Wight Coastal Path, near Ventnor. Private patio with spectacular coastal and farmland views. Beach 5 mins walk. Ventnor 1.5 miles. (Ref. 926288)

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

7 nights from £564

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A luxury detached property, set in the heart of Verwood in Dorset. Open plan accommodation. Double bedroom with en-suite. Garden with patio. Ringwood 5 miles. (Ref. 961904)

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

7 nights from £383

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This stunning, ground-floor holiday home rests on the outskirts of Fareham, Hampshire. Smart TV. Woodburning stove. Close to amenities. Bedrooms with en-suites. Portchester 6.7 miles; Southampton 10.1 miles; Portsmouth 12.2 miles. (Ref. 1111930)

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

7 nights from £737

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

7 nights from £559

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A beautiful semi-detached cottage nestled in the picture-postcard village of Selborne in Hampshire. Private garden. Romantic retreat. Fireplace. Alton 5.1 miles; Farnham 12.9 miles; Winchester 18.5 miles. (Ref. 1074400)

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

7 nights from £511

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful studio-style annexe resting in Bembridge, Isle of Wight. Contemporary. Close to amenities and the beach. Off-road parking. Romantic. Ryde 7.5 miles; Newport 10.5 miles; Cowes 15.4 miles; Yarmouth 20.5 miles. (Ref. 1077923)

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

7 nights from £397

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

    4.6

    Outstanding

  • Sykes rating

This delightful, detached caravan rests in Solent Breezes Holiday Park near Warsash, Hampshire. On-site facilities. Near the beach and coast. Ground-floor living. Hook 1.3 miles; Fareham 5.8 miles; Southampton 10.9 miles. (Ref. 1099969)

  • Wi-fi
  • Off-road parking

7 nights from £390

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A contemporary two-bedroom, ground-floor apartment resting in Shanklin, Isle of Wight. Open-plan. Near a beach. Hot tub. Close to amenities. Sandown 2.7 miles; Godshill 4.2 miles. (Ref. 1070558)

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

7 nights from £702

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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

7 nights from £424

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This lovely, detached property rests in Highwood near Ringwood, Hampshire. In a National Park. Pet-friendly. Off-road parking. Woodburning stove. Close to amenities. Bournemouth 13.9 miles; Poole 18.9 miles (Ref. 1124526)

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

7 nights from £1133

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-presented single-storey annexe resting in Ryde, Isle of Wight. Ground-floor living. Dog-friendly. WiFi. Sandown 4.7 miles; Newport 8.5 miles. (Ref. 1073801)

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

7 nights from £283

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This snug apartment is located in Lake near Sandown, Isle of Wight. Two bedrooms. Near beach. Open-plan living. Sandown 1.5 miles. Shanklin 3 miles; Ryde 6 miles. (Ref. 1000034)

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

7 nights from £337

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

    4.8

    Outstanding

  • Sykes rating

Lovely old dairy conversion, romantic retreat with countryside views, pet-friendly on the outskirts of Gatcombe, Isle of Wight. Newport 4 miles. (Ref. 951966)

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

7 nights from £452

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Stunning Island Stone cottage, hidden away in one of the Isle of Wight's most beautiful locations. WiFi. Wonderful cottage garden with exquisite coastal views of the English Channel. Short walk to beach and Ventnor Botanic Garden. Ventor 1.7 miles. (Ref. 926287)

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

7 nights from £454

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Little Barn is a stunning holiday home tucked away in the rural outskirts of Stockbridge, a charming town in Hampshire. Pet-friendly. Smart TV. Dishwasher. Winchester 10.1 miles; Salisbury 15.9 miles; Southampton 17.3 miles. (Ref. 1136243)

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

7 nights from £592

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

    4.6

    Outstanding

  • Sykes rating

Charming ground floor coastal apartment. Spacious studio accommodation. Stunning panoramic views across the Solent. Use of a private slipway. Café next door. Newport 12 miles. (Ref. 906577)

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

7 nights from £277