East Sussex Chalets

We selected the 98 homes worth renting in this location

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Age 1 to 12

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Home spotlights in East Sussex

Do Not Disturb

Do Not Disturb

  • 2 guests

  • 1 bedrooms

Hastings, East Sussex

Set on the second floor of an apartment building overlooking Hastings' pedestrianised high street, this spot is right in the thick of the action. Lap up the atmosphere of the Old Town from the private balcony with a glass of wine in hand.

Oak Beams & Spiral Stairs

Oak Beams & Spiral Stairs

  • 4 guests

  • 2 bedrooms

Chailey, Lewes

This barn conversion is just the right size for a rural getaway – and just a short drive from Lewes and Brighton. The first thing you'll notice is the original oak beams, which are now a prominent feature in the double-height living space.

Standen Farm Lower

Standen Farm Lower

  • 18 guests

  • 9 bedrooms

Benenden, Kent

Spread over three buildings, this converted farm dates back to the 17th century and maintains plenty of historic charm. Designed specifically with families in mind, you can have a multi-generational shindig here – two guests have the dairy to themselves (with its ground floor bedroom, it's perfect for older couples), while the farmhouse, spread over three floors, can house up to twelve (with ten adults), and the granary up to ten (with six adults) – the latter two buildings have living areas, as well.

Cri de Coeur

Cri de Coeur

  • 2 guests

  • 3 bedrooms

Winchelsea, England

A quintessentially English countryside escape, you may have seen this characterful 16th-century manor feature in the film Mr Holmes and more notably in season three of The Crown. In honour of such a humble appearance – we've named this home after the episode in which it features, titled "Cri de Coeur".


We selected the top 3% holiday homes in East Sussex Chalets

Explore the 98 most perfect homes in our collection

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Most popular homes in East Sussex

Village Life

Village Life

  • 5 guests

  • 3 bedrooms

Newick, East Sussex

Sunburst Escape

Sunburst Escape

  • 2 guests

  • 1 bedrooms

Newhaven, East Sussex

Beachfront Splendour

Beachfront Splendour

  • 16 guests

  • 8 bedrooms

Saint Leonards, East Sussex

Shell House

Shell House

  • 10 guests

  • 5 bedrooms

Camber, Rye

The Green Mill

The Green Mill

  • 4 guests

  • 2 bedrooms

Westmeston, Hassocks

South Downs Hideaway

South Downs Hideaway

  • 10 guests

  • 4 bedrooms

Alfriston, Polegate

The Old Oast House

The Old Oast House

  • 4 guests

  • 2 bedrooms

Ticehurst, East Sussex

Seaford Rocks

Seaford Rocks

  • 4 guests

  • 2 bedrooms

Seaford, England

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Frequently asked questions

A chalet in East Sussex, England, United Kingdom is the perfect accommodation for a cosy holiday. Find your dream one by browsing Plum Guide’s collection of homes. They come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the most charming chalets that East Sussex, England, United Kingdom has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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