Luxury Long Stay Rentals in Winchelsea

We selected the 4988 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Winchelsea

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.

Sea Jet

Sea Jet

  • 10 guests

  • 5 bedrooms

Hastings, East Sussex

This striking black townhouse in the seaside town of Hastings holds a few secrets inside. First of all, the eclectic living room, set around a big bay window with ingenious half-fold wooden shutters that allow in natural light while keeping a bit of privacy.

Marsh Marigold

Marsh Marigold

  • 4 guests

  • 2 bedrooms

Stone in Oxney, Tenterden

A classy barn conversion on the wild and magical Romney Marsh, this little place is anything but plain. Step inside the cosy living area, where vaulted ceilings lined with oak beams provide plenty of character.

Vineyard Escape

Vineyard Escape

  • 4 guests

  • 2 bedrooms

Beckley, East Sussex

Wood-clad and terracotta-roofed, this idyllic little cottage is surrounded by fields and forest as far as the eye can see. Take in the countryside on a walk around the farm (with its own vineyard), meandering down to the river that runs through the grounds – and say hello to the owner’s two friendly Newfoundlands, who always love to welcome new guests.


We selected the top 3% holiday homes in Winchelsea Long Stay Rentals

Explore the 4988 most perfect homes in our collection

View on map

Most popular homes in Winchelsea

East Sussex Escape

East Sussex Escape

  • 6 guests

  • 3 bedrooms

Beckley, East Sussex

Song to the Sea

Song to the Sea

  • 14 guests

  • 6 bedrooms

Saint Leonards, East Sussex

Cri de Coeur

Cri de Coeur

  • 2 guests

  • 3 bedrooms

Winchelsea, England

The Two Friars

The Two Friars

  • 8 guests

  • 4 bedrooms

Winchelsea, England

The Camber Dunes

The Camber Dunes

  • 6 guests

  • 3 bedrooms

Camber, Rye

The Kingfisher

The Kingfisher

  • 6 guests

  • 3 bedrooms

Appledore Heath, Ashford

The Writer's Cottage

The Writer's Cottage

  • 2 guests

  • 1 bedrooms

Sedlescombe, Battle

The Fog Signalling Building

The Fog Signalling Building

  • 2 guests

  • 1 bedrooms

Lydd, Romney Marsh

View all

Check upcoming rates & availability for Winchelsea Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Winchelsea. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Winchelsea collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

Search our collection