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Isle of Wight Breaks in Holiday Cottages

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Your Isle of Wight & Hampshire search returned 242 cottages

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  • 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 $534

Last booked yesterday
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  • 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 $2741

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.1

    Good

  • Sykes rating

Character coastal cottage in Totland Bay within walking distance of the beach. Character features with woodburner. Bay window with fantastic coastal views. Freshwater 1 mile. (Ref. 942245)

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

7 nights from $621

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    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

7 nights from $469

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Immaculately-presented Isle of Wight cottage in historic Brading. Open plan accommodation with WiFi. Pubs, shop, restaurants and footpaths on doorstep. Superb transportation links. Ryde 4 miles. (Ref. 10532)

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

7 nights from $446

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A contemporary single-storey holiday lodge settled on Whitecliff Bay Holiday Park in Bembridge on the Isle of Wight. Open-plan. Veranda. On-site facilities. Ryde 7.6 miles; Newport 11 miles; Cowes 15.2 miles; Yarmouth 20.1 miles. (Ref. 1092221)

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

7 nights from $632

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.0

    Good

  • Sykes rating

A 400-year-old thatched farmhouse with adjacent riding stables. Far-reaching views, easy walk to the beach. Spacious family accommodation, perfect for exploring the island. (Ref. 12722)

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

7 nights from $700

Last booked yesterday
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  • 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 $1202

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A thoughtfully converted old cart house, on a working farm on the edge of the village of Shorwell, Isle of Wight. Panoramic views of the Downs. Short walk to pub. Beach 2 miles. Newport 6 miles. (Ref. 22110)

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

7 nights from $450

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

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

Single-storey, pet-friendly cottage in Totland. Heart of farming community, ideal touring base. Shops, restaurants and pubs 1 mile. (Ref. 23533)

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

7 nights from $490

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Superb, two-bedroom cottage near Steephill Cove, between Ventnor and St Lawrence. Stunning panoramic coastal views of the English Channel. Shared games room. Beach 5 mins walk. Ventnor 1.5 miles. (Ref. 926286)

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

7 nights from $530

  • Sleeps18
  • Bedrooms9
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Beautiful barn conversion located on the fringes of the Hampshire village of West Tytherley. Enclosed garden. En-suite bedrooms. Open fire. Shop and pub 1.6 miles. (Ref. 1010070)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Sky TV

7 nights from $3501

Last booked yesterday
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  • 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 $781

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    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

7 nights from $427

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful property with a lot of character, St. Michael’s House is the perfect property for families or a group of friends. Dog-friendly. Near the coast. Bembridge 2.3 miles. (Ref. 1000597)

  • Wi-fi
  • Washing machine

7 nights from $552

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

A fantastic Grade II listed annex resting on the outskirts of Hordle, Hampshire. Pet-friendly. Swimming pool access. Off-road parking. New Milton 2.4 miles; Lymington 3 miles; Christchurch 9.1 miles. (Ref. 1062875)

  • Wi-fi
  • Off-road parking
  • Swimming pool
  • Dishwasher

7 nights from $1036

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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 $586

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This rustic, detached cottage rests in the hamlet of Froxfield, Hampshire. Off-road parking. Open-plan. Woodburning stove. Bedroom with en-suite. Petersfield 3.6 miles; Winchester 17.9 miles; Portsmouth 20.2 miles. (Ref. 1075332)

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

7 nights from $1110

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A welcoming, detached holiday home overlooking the Church in Niton on the Isle of Wight. Enclosed garden. Near a beach. In the Isle of Wight AONB. Ventnor 4.4 miles; Shanklin 8.6 miles. (Ref. 1125743)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $1647

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

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

Comfortable and spacious ground floor studio apartment situated on the beach, 10 minutes from Yarmouth. Wonderful sea views. Perfect for a romantic retreat. (Ref. 4220)

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

7 nights from $352