Book Luxury Airbnb Alternatives in Winchelsea

We selected the 4988 homes worth renting in this location

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Age 13+

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Age 1 to 12

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Home spotlights in Winchelsea

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.

Shepherd's Cottage

Shepherd's Cottage

  • 2 guests

  • 1 bedrooms

Rolvenden, Cranbrook

With beautiful country views and a peaceful setting on the owners’ sheep farm, this perfectly petite home is the ideal base for exploring the Kentish Weald. You’re a ten-minute drive from the well-heeled town of Tenterden with its independent boutiques and tearooms as well as many National Trust properties.

The Dungeness Carriage

The Dungeness Carriage

  • 6 guests

  • 3 bedrooms

Lydd, Romney Marsh

This quirky home is full of charm and fascinating architectural design. A salvaged Victorian railway carriage has been incorporated into the design of the home, which boasts retro and urban styling – you’d never guess from the simple white cottage exterior.

Ready for a Close-Up

Ready for a Close-Up

  • 8 guests

  • 4 bedrooms

Broad Oak, Rye

We could tell this exquisite home, in the heart of the East Sussex countryside, is owned by an interior photographer – it's picture-perfect. We love the attention to detail that has gone into this place.


We selected the top 3% holiday homes in Winchelsea Airbnb Alternatives

Explore the 4988 most perfect homes in our collection

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Most popular homes in Winchelsea

Between Land and Sea

Between Land and Sea

  • 2 guests

  • 1 bedrooms

Rye, East Sussex

Barn To Be Wild

Barn To Be Wild

  • 8 guests

  • 4 bedrooms

Stone-cum-Ebony, Kent

A Good Apple

A Good Apple

  • 6 guests

  • 3 bedrooms

Whatlington, Battle

At The Waters Edge

At The Waters Edge

  • 15 guests

  • 6 bedrooms

Greatstone, Kent

Westside Cottage

Westside Cottage

  • 4 guests

  • 2 bedrooms

Lydd, Romney Marsh

Skylark's Song

Skylark's Song

  • 4 guests

  • 2 bedrooms

Guestling, Hastings

Camber Sands

Camber Sands

  • 12 guests

  • 5 bedrooms

Camber, Rye

Standen Farm Lower

Standen Farm Lower

  • 18 guests

  • 9 bedrooms

Benenden, Kent

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Winchelsea to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Winchelsea Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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