Winchelsea Luxury Rentals

We selected the 570 homes worth renting in this location

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Home spotlights in Winchelsea

Song to the Sea

Song to the Sea

  • 14 guests

  • 6 bedrooms

Saint Leonards, East Sussex

From its enviable spot in St Leonards-on-Sea, this former hotel has been transformed into a contemporary coastal retreat. Featuring a private roof top terrace and a large deck area with a hot tub, this is the perfect setting to slow down and savour quality time together.

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".

Nomad Living

Nomad Living

  • 6 guests

  • 3 bedrooms

Ramsgate, Kent

Light, elegance and exceptional design make this home the ideal destination for a restorative retreat in Ramsgate. Inspired by the importance of small details, the owners have created a space that brings ease to daily living.

Brick & Ember

Brick & Ember

  • 8 guests

  • 4 bedrooms

Court-at-Street, Lympne

This luxurious, renovated Victorian red brick bard is nestled in the English countryside of Romney Marsh Ridge, on the edge of the rural hamlet of Court-at-Street and next door to family-favourite Port Lympne Safari Park. With a large garden and beautiful panoramic views of the North Downs.


We selected the top 3% holiday homes in Winchelsea Luxury Rentals

Explore the 570 most perfect homes in our collection

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Most popular homes in Winchelsea

The Eight

The Eight

  • 6 guests

  • 3 bedrooms

London, England

Hyde Park Suite

Hyde Park Suite

  • 2 guests

  • 1 bedrooms

Mayfair, London

At The Waters Edge

At The Waters Edge

  • 15 guests

  • 6 bedrooms

Greatstone, Kent

On My Radar

On My Radar

  • 2 guests

  • 1 bedrooms

Lydd, Romney Marsh

Hockley Wing

Hockley Wing

  • 12 guests

  • 5 bedrooms

Capel-le-Ferne, Kent

The Dream of Living

The Dream of Living

  • 10 guests

  • 5 bedrooms

Maidstone, Kent

Reflections of Light

Reflections of Light

  • 2 guests

  • 1 bedrooms

Camden, London

The Way

The Way

  • 6 guests

  • 3 bedrooms

Brackenbury Village, London

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A handpicked selection of the best luxury homes in Winchelsea, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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