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Holiday Homes in Kent

A selection of coastal cottages and holiday lodges in Kent

Discover the best holiday lets in Kent

Discover thousands of Kent holiday cottages for your trip to the county in the South East of England in just one click. There’s no need to search separately, here are Hundredrooms we gather holiday rentals from 100 different websites. Find all of your holiday accommodation in one place and find the cheapest options. Compare and get Kent country cottages without paying more than you should. Popularly known as the ‘Garden of England’, it is a great option for cottage getaways and is one of the jewels of rural England. You can find short-stay apartments in any of the main areas; from Canterbury, to Dartford, Margate and Maidstone - we have it all. Surrounded by the sea, its rolling hills and fruit-laden countryside is something to be marvelled at. It is famous for its beer and wine production, and here you can find some of the most plentiful beer gardens in the country. Admire its various beach towns or venture into the city of Canterbury to visit the cathedral during your stay in a self-catering cottage. The cottages in Kent are the most popular option for holidaymakers, as it offers proximity to the rural parts of the county and true country living. Kent can be easily reached from London so you can reach your holiday cottage on the Kent coast quickly and easily from the UK capital. Find your own right here; whether it’s dog friendly accommodation or something by the sea - we have it all.

Large houses to rent in Kent for weekend

Dog-friendly cottages

1 bedroom Kent holiday lets

Places to stay in Kent

  • Dover: As it is one of the Cinque Ports for coming and going from England via ferry, it is normally for cross-Channel journeys and considered to be a passing place. However, it is located close to mainland Europe making it easy to reach the likes of France and the Netherlands. Most famous for its ‘white cliffs’, it is an iconic image when entering the country and has come to represent wartime strength and the Battle of Britain. Find holiday rentals in Dover here.
  • Canterbury: Perhaps the most iconic of all English cathedral cities. The World Heritage cathedral is bound to leave you in awe; and following that, the rest of the city is adorned in medieval splendour. It is a bustling hub with plenty to see and do, and a budding young population means that some of the best pubs in Kent can be found here. Explore the old city walls and its many independent restaurants and shops from the comfort of one of our holiday rentals in Canterbury.
  • Ashford: Where ancient history meets a modern town. It is a top location for shopping and proximity to market towns and fantastic villages. Stay here to visit some of Kent’s finest vineyards and more. Explore holiday rentals in Ashford here.
  • Whitstable: A seaside town that is famous for its oysters and fresh seafood. Many choose holiday accommodation in Whitstable to enjoy walks by the beach and fish and chips.
  • Margate: Another seaside town with a maritime tradition as it hangs off the edge of the east of England. Many Londoners traditionally chose Margate as their holiday destination as it is served by a range of sandy beaches. Explore more cottages in Margate here.
  • Maidstone: The county town of Kent, it is located in the heart of the Garden of England. It is a great spot if you’re looking to make the most of the beer gardens and orchards for which it is most famous. It is home to Leeds Castle which has been around since the Norman period and medieval gems throughout the town. Find holiday rentals in Maidstone here.
  • Dartford: The town closest to south east London, Dartford is located close to Bexley and is very close to the Thames estuary. Discover holiday lets in Dartford here.
  • Sevenoaks: Located in the west of Kent just a short distance from south east London, you can find holiday rentals here in Sevenoaks for a great shopping location. Find the best holiday rentals in Sevenoaks here.

    • When to visit Kent

    With a temperate climate, Kent is subject to typically warm weather in the summer that is pleasant. Booking holiday rentals in Kent is probably at its most expensive during this period. The best time to visit Kent is probably in the autumnal period, which gives mild days. Avoiding Canterbury in summer can be a good idea when trying to find cheap accommodation in Kent, as there are many international visitors. The average temperatures between September and November range between 10 and 19 degrees Celsius.

    Leeds Castle and other points of interest

    • Leeds Castle: 5 miles southeast of Maidstone is this castle that has been a favourite residence among a number of royals. The castle has existed on its site since 1086, and in the 13th century it was the residence of King Edward I. Later on in the 16th century it was the dwelling for Henry VIII’s first wife, Catherine of Aragon. It is open to the public.
    • Dover Castle: Described as the ‘Key to England’, this medieval castle is the largest castle in England, and was founded in the 11th century as it occupies an important defensive position. It has played a significant role throughout history.
    • Canterbury Cathedral: As one of the oldest Christian structures in England, it is also a World Heritage Site. It is the seat of the Archbishop of Canterbury who is the leader of the Church of England. Building began in 1070 and it has been described as ‘England in Stone’.
    • Hever Castle: The 13th century castle was once the home of Anne Boleyn and her family. It is a romantic double moated castle.
    • St Augustine’s Abbey: Once a Benedictine monastery, it was dissolved during the English Reformation of 1538. The remains have now been preserved for their historical value.
    • Chartwell: The family home and garden of former wartime Prime Minister, Winston Church for over forty years of his life. Now owned by the National Trust, it remains much as he left it.