Southend-on-Sea Cottages

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Your Southend-on-Sea, Southend-on-Sea search returned 107 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

46 Tower Road is a splendid, first-floor apartment resting in Clacton-on-Sea, Essex. Close to amenities and a beach. Off-road parking. Balcony. Colchester 16.4 miles. (Ref. 1143142)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £394

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Bradley's Barn is a beautiful, single-storey barn conversion resting in the small village of Boxted near Great Horkesley in Essex with an open-plan space. Colchester 4.2 miles; Sudbury 12.4 miles; Ipswich 16.2 miles. (Ref. 1173702)

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


for 7 nights £616

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Whitstable Bay Getaway is a well-presented ground-floor apartment resting in the heart of Whitstable in Kent, boasting a short walk to a pub, shop, and beach. Herne Bay 4.9 miles; Canterbury 6.6 miles. (Ref. 1175410)

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


for 7 nights £493

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A wonderful secluded detached cottage set amongst a peaceful nature reserve close to Bures, Suffolk. Original features. Woodburning stove. In Dedham Vale AONB. Sudbury 7.5 miles; Colchester 9.6 miles; Ipswich 19.4 miles. (Ref. 1112649)

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


for 7 nights £541

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

This wonderful ground-floor studio apartment rests on the outskirts of Paddock Wood, Kent. Pet-friendly. Off-road parking. Open-plan. Maidstone 8.7 miles; Tonbridge 9 miles; Royal Tunbridge Wells 9.9 miles. (Ref. 1080904)

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


for 7 nights £388

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

A wonderful lodge resting in Graveney near Faversham, Kent. Ground-floor living. Dog-friendly. Gas fire. Countryside views. Whitstable 5.3 miles; Chilham 8.1 miles; Canterbury 10 miles. (Ref. 1116507)

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


for 7 nights £370

  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A traditional bungalow situated in the coastal village of Jaywick, Essex. Beach nearby. Sofa bed. Enclosed garden. Clacton-on-Sea 2.1 miles. (Ref. 1129588)

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


for 7 nights £358

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Meadowside is an Allhallows caravan situated in Rochester, Kent, with an electric fire, access to a heated indoor swimming pool and beach proximity. Rochester 10.2 miles; Gravesend 15.1 miles; Maidstone 22.1 miles. (Ref. 1170857)

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


for 7 nights £374

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A neatly-presented, three-bedroom abode resting in Whitstable, Kent. Off-road parking. Garden. Close to a pub and shop. Washing machine. Dishwasher. Seaside. WiFi. Canterbury 7.8 miles; Margate 16.8 miles; Broadstairs 19.6 miles; Dover 30.4 miles. (Ref. 1131939)

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


for 7 nights £871

  • Sleeps13
  • Bedrooms6
  • PetsYes
  • Sykes rating

Chilton Manor House is a listed, characterful property in Sittingbourne, Kent, featuring a woodburner, exposed beams throughout and is pet friendly. Faversham 10.2 miles; Rochester 12.6 miles; Canterbury 17.4 miles. (Ref. 1137845)

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


for 7 nights £1163

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Headland Barn is an outstanding Grade II listed house in Maldon, Essex, with 300-year-old beams, incredible high ceilings, open-plan living and a barbecue. Witham 6.9 miles; Chelmsford 10 miles; Southend-on-Sea 22.8 miles. (Ref. 1179653)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 10% off - Thu 1st Jan to 31st Jan 2026

  • 10% off - Sun 1st Feb to 28th Feb 2026


for 7 nights £1373

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.1

    Good

  • Sykes rating

A pretty annex resting within the owners' grounds the town of Dartford, Kent. Shared hot tub. Off-road parking. Serene location. Rochester 15.2 miles; London 19.7 miles. (Ref. 1105580)

  • Wi-fi
  • Swimming pool
  • Ground floor bedroom
  • Hot Tub
  • Washing machine


for 7 nights £512

  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.8

    Good

  • Sykes rating

A delightful, three-bedroom cottage resting in the heart of Whitstable, Kent. Close to amenities. Open fire. Off-road parking. Herne Bay 5.3 miles; Canterbury 7.4 miles; Margate 19.4 miles (Ref. 19653)

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


for 7 nights £577

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Caravan 941 is a suitable single-storey lodge located in bustling Clacton-On-Sea in Essex, boasting on-site facilities and a short walk to a beach and pub. Colchester 18.5 miles. (Ref. 1174649)

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


for 7 nights £482

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Home by the Sea, a beautiful house situated in the town of Clacton-on-Sea in Essex. Woodburning stove. Near beach. Dishwasher. Smart TV. Electric fire. Colchester 16 miles. (Ref. 1016410)

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


for 7 nights £1177

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    3.3

  • Sykes rating

This lovely three-bedroom abode residing in Colchester, Essex. Off-road parking. Close to amenities. Ground-floor living. Smart TV. Mersea Island 11.2 miles; Clacton on Sea 21 miles; London 61.5 miles. (Ref. 1129212)

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


for 7 nights £555

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Berkley Cottage is a charming semi-detached cottage nestled near local amenities in Coggeshall, Essex, boasting a garden with furniture and open fire. Witham 7.5 miles; Colchester 10.2 miles; West Mersea 16.7 miles. (Ref. 1177200)

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


for 7 nights £908

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

14 Marine Terrace is an endearing pet-friendly cottage in Whistable, Kent, boasting beach and sea views, a woodburning stove as well as a barbecue. Herne Bay 6 miles; Canterbury 7.9 miles. (Ref. 1182482)

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


for 7 nights £875

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Delightful, detached coach house conversion within a short walk of the historic village of Sible Hedingham. Spacious open plan living accommodation with open fire, beams, boot room and large enclosed garden. Halstead 4 miles. (Ref. 29621)

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


for 7 nights £783

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

The Piggery is a charming holiday cottage resting near Maidstone, Kent, with enclosed lawn, woodburning stove, and private parking. Maidstone 8.2 miles; Royal Tunbridge Wells 13 miles; Orpington 20.2 miles. (Ref. 1184725)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • 7.5% off - Tue 6th Jan to 28th Feb 2026


for 7 nights £703

Last booked yesterday
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