Book Luxury Vacation Rentals in Winchelsea Beach

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Home spotlights in Winchelsea Beach

The Friar's Monument

The Friar's Monument

  • 4 guests

  • 2 bedrooms

Winchelsea, England

As refined and attractive a home as you're likely to see, this single-storey apartment is a wing of a Grade II Gothic mansion. But what makes it truly unique is that it faces the ruins of an ancient Franciscan abbey that's of such historical importance it's been granted Scheduled Monument status.

The Friar's Eyrie

The Friar's Eyrie

  • 4 guests

  • 2 bedrooms

Winchelsea, England

A magical place to stay at any time of year, this elegant apartment sits within one wing of a vast Gothic mansion. Built in the early 19th Century, lovers of historical architecture will marvel at the ornate coving, the original fireplace and the stone mullion windows, and will find themselves staring out at a designated Site of Special Historic Interest – the imposing ruins of the 13th Century Franciscan abbey on the estate.

The Two Friars

The Two Friars

  • 8 guests

  • 4 bedrooms

Winchelsea, England

Two individual apartments in the guest wing of this stunning period building, these elegant homes can be rented together by larger groups or two families looking to escape to the Sussex coast together. In a spectacular setting, they're part of a Grade II Listed mansion that dates from 1819 and face the ivy-clad ruins of a 13th Century abbey.

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 Winchelsea Beach Vacation Rentals

Explore the 5234 most perfect homes in our collection

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Most popular homes in Winchelsea Beach

Between Land and Sea

Between Land and Sea

  • 2 guests

  • 1 bedrooms

Rye, East Sussex

Camber Sands

Camber Sands

  • 12 guests

  • 5 bedrooms

Camber, Rye

Rye Retreat

Rye Retreat

  • 6 guests

  • 2 bedrooms

Udimore, East Sussex

Silver Skies

Silver Skies

  • 6 guests

  • 2 bedrooms

Udimore, East Sussex

Starry River

Starry River

  • 6 guests

  • 3 bedrooms

Camber, Rye

Do Not Disturb

Do Not Disturb

  • 2 guests

  • 1 bedrooms

Hastings, East Sussex

Skylark's Song

Skylark's Song

  • 4 guests

  • 2 bedrooms

Guestling, Hastings

I See France

I See France

  • 6 guests

  • 3 bedrooms

Hastings, East Sussex

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Winchelsea Beach. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Winchelsea Beach Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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