Holiday Cottages in Kent

Find Your Extraordinary

Kent Holiday Home

Kent brings together coastline, countryside and historic towns in a way that feels easy to explore over a few days. Along the coast, places like Whitstable, Deal and Margate each bring something different, from seafood and old pubs to long beaches and galleries, while inland the landscape opens out into orchards, vineyards and villages surrounded by farmland. Canterbury gives the county much of its historic identity, but a lot of time here is spent moving between smaller places rather than staying in one spot.

Our collection of homes in Kent includes countryside houses and larger homes suited to family holidays and time away with friends. You can also explore more across the South East, wider England or browse our collection of Britain and Ireland holiday homes for further inspiration.

Why stay with us?

Style and character define every Oliver’s Travels home. Our destination experts know England well, handpicking homes in Kent for their setting, privacy and proximity to the coastline, countryside and towns across the region.

Once you book a holiday, our Concierge Service is here to help with all things planning and recommendations, from local experiences to in-house chefs, to make your stay truly extraordinary.

Why visit Kent?

Kent works because of its variety. You can spend part of the day by the coast, then head inland through villages, vineyards and open countryside without travelling very far at all. The coastline changes noticeably, from the oyster bars and working harbour around Whitstable to the Georgian streets of Deal and the broader beaches near Margate.

Food is a big part of the region. Seafood along the coast is an obvious draw, especially oysters in Whitstable, while more inland the county is known for orchards, vineyards and farm shops. English wine production has grown quickly here over the last decade, and many vineyards now offer tastings and tours.

There’s also a strong sense of history running through the county. Canterbury remains one of England’s best-known cathedral cities, while castles, old pubs and smaller market towns sit across much of the landscape.

A few days here tend to work best when they stay fairly unstructured. A morning by the coast, lunch somewhere local, then inland for the afternoon. It’s easy to cover a lot of ground without feeling rushed.

What Oliver Loves

Whitstable in the early evening, when people spill out onto the seafront with oysters and drinks as the day starts winding down.

Kent: At a Glance

Coastline – Whitstable, Deal, Margate and beaches along the Kent coast
Countryside – Orchards, vineyards and farmland across the county
Historic towns – Canterbury and smaller market towns throughout the region
Food and drink – Seafood, local produce and one of England’s best-known wine regions
Outdoor time – Coastal walks, countryside routes and time spent between the two

Top Tip

Don’t stay in one place the whole trip – some of Kent’s best parts are the short drives between coast and countryside.

Kent Travel: Getting there and around

By train

High-speed trains run from London St Pancras to Canterbury, Margate and other towns across Kent.

By car

A car gives you the most flexibility, especially for moving between the coast, countryside and smaller villages.

By ferry

Dover remains one of the UK’s main ferry ports, with crossings to France throughout the year.

On foot

The Kent Downs and England Coast Path offer walking routes across both countryside and coastline.

From the blog…

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