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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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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A semi-detached property, situated within the village of Freshwater. WiFi. Private garden area. Shop and pub within a 5-minute walk. Yarmouth 3 miles. (Ref. 981443)

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

7 nights from $517

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Immaculately-presented coastal cottage in Chale, Isle of Wight. Spacious accommodation, wonderful coastal views, enclosed garden. Award-winning pub/restaurant 3 mins walk. (Ref. 20405)

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

7 nights from $724

Last booked yesterday
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  • 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 $883

  • 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 $659

  • 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 $576

  • 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 $619

  • 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 $472

  • 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 $1283

Last booked yesterday
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  • 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 $1459

  • 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 $627

  • 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 $681

  • 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 $895

  • 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 $1272

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.0

    Good

  • Sykes rating

A delightful, terraced cottage situated in the hamlet of Afton, near Freshwater, Isle of Wight. Pet-friendly. Off-road parking. Close to amenities and beach. Enclosed patio garden. Yarmouth 2.9 miles; Cowes 14.1 miles; Fishbourne 14.9 mile Please note: s. (Ref. 1108633)

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

7 nights from $574

  • 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 $1458

  • 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 $964

  • 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 $444

Last booked yesterday
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  • 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 $1044

Last booked yesterday
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  • 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 $1859

  • 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 $1005