Seaside Rentals in Winchelsea

Curated Seaside Rentals and cottages in Winchelsea

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Age 1 to 12

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Home spotlights in Winchelsea

On My Radar

On My Radar

  • 2 guests

  • 1 bedrooms

Lydd, Romney Marsh

In its past life, this unique home used to be a research base for triangulated radar – now, it’s an acclaimed designer gem, perfect as a base for a romantic getaway. Situated near a functioning lighthouse, just steps away from the beach and surrounded by the Dungeness Nature Reserve, this place is a haven of peace and natural beauty.

Beachfront Splendour

Beachfront Splendour

  • 16 guests

  • 8 bedrooms

Saint Leonards, East Sussex

This beautiful beachfront home is located in the popular seaside resort town of St Leonards in East Sussex. It’s close to sites of historical importance like Bodiam Castle and the ruins of Battle Abbey, but you may find yourselves entirely content to stay put – the beach is directly in front of the house, after all.

Brown Leather Lodgings

Brown Leather Lodgings

  • 4 guests

  • 2 bedrooms

Hastings, East Sussex

This beautifully quaint cottage manages to retain all of its original features while boasting the usual mod-cons and contemporary features for a comfortable stay in a fantastic seaside location. Set in the heart of Hastings Old Town, you'll discover a muddle of century-old houses, traditional pubs and artsy shops tucked between two cliffs a fifteen-minute walk east of Hastings main town.

The East Keeper's Cottage

The East Keeper's Cottage

  • 4 guests

  • 2 bedrooms

Lydd, Romney Marsh

Set at the foot of the Dungeness roundhouse, this former lighthouse keeper’s cottage makes for the ultimate escape from the city. There are unspoilt views of the rugged landscape, and several nearby coastal paths to explore on foot, with plenty of local pubs en-route.


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

Explore the 350 most perfect homes in our collection

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Most popular homes in Winchelsea

The Friar's Eyrie

The Friar's Eyrie

  • 4 guests

  • 2 bedrooms

Winchelsea, England

Seaford Rocks

Seaford Rocks

  • 4 guests

  • 2 bedrooms

Seaford, England

Song to the Sea

Song to the Sea

  • 14 guests

  • 6 bedrooms

Saint Leonards, East Sussex

Woodland Reflections

Woodland Reflections

  • 2 guests

  • 1 bedrooms

Fairlight, Hastings

Deal Me In

Deal Me In

  • 3 guests

  • 2 bedrooms

Deal, Kent

Fika & Sauna

Fika & Sauna

  • 4 guests

  • 2 bedrooms

Margate, Kent

Between Land and Sea

Between Land and Sea

  • 2 guests

  • 1 bedrooms

Rye, East Sussex

The Two Friars

The Two Friars

  • 8 guests

  • 4 bedrooms

Winchelsea, England

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Frequently asked questions

Explore our collection of Seaside Rentals in Winchelsea. Every property in our curated selection is fully furnished and meticulously equipped, offering the finest amenities for a seamless stay. From well-appointed kitchens to luxurious linens, we ensure every detail is covered. Picture yourself unwinding in the serene coastal atmosphere of one of our luxury homes. Our dedicated team of experts is here to help you find the ideal seaside retreat for your next getaway. Book today and experience the ultimate in coastal living.

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