Winchelsea Holiday Homes with Hot Tubs

We selected the 128 homes worth renting in this location

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Home spotlights in Winchelsea

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.

Camber Sands

Camber Sands

  • 12 guests

  • 5 bedrooms

Camber, Rye

A stone’s throw from Camber Sands, this stylish home takes beach shack to glamorous new heights, making it the perfect coastal retreat for friendly get-togethers and extended families. The interior is characterfully designed using reclaimed and antique materials, offering a revitalised version of seaside chic.


We selected the top 3% holiday homes in Winchelsea Holiday Homes with Hot Tubs

Explore the 128 most perfect homes in our collection

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Most popular homes in Winchelsea

Ready for a Close-Up

Ready for a Close-Up

  • 8 guests

  • 4 bedrooms

Broad Oak, Rye

Marsh Marigold

Marsh Marigold

  • 4 guests

  • 2 bedrooms

Stone in Oxney, Tenterden

Beachfront Splendour

Beachfront Splendour

  • 16 guests

  • 8 bedrooms

Saint Leonards, East Sussex

Barn To Be Wild

Barn To Be Wild

  • 8 guests

  • 4 bedrooms

Stone-cum-Ebony, Kent

Gather & Grow

Gather & Grow

  • 12 guests

  • 6 bedrooms

Stone-cum-Ebony, Kent

Hazel Hollow

Hazel Hollow

  • 4 guests

  • 2 bedrooms

Bodiam, Robertsbridge

The Writer's Cottage

The Writer's Cottage

  • 2 guests

  • 1 bedrooms

Sedlescombe, Battle

Song to the Sea

Song to the Sea

  • 14 guests

  • 6 bedrooms

Saint Leonards, East Sussex

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Frequently asked questions

Discover our selection of the finest holiday homes with hot tubs for your next getaway in Winchelsea. Plum Guide’s homes 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 best holiday homes with hot tubs that Winchelsea has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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