Book Luxury Rental Apartments in Winchelsea

We selected the 3512 homes worth renting in this location

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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.

The Rose & Crown

The Rose & Crown

  • 2 guests

  • 1 bedrooms

Brenchley, Tonbridge

This charming cottage is on the edge of Matfield, a village with two pubs and a great setting-off point for countryside walks. This cosy abode is ideal for those wanting to explore the Kent and Sussex countryside, as well as the local wine farms.

The Chalybeate Spring

The Chalybeate Spring

  • 6 guests

  • 2 bedrooms

Royal Tunbridge Wells, Tunbridge Wells

This lower-ground apartment has a great location in Royal Tunbridge Wells, but more about the address shortly. Firstly, the plush living room has been decorated to a high standard and houses the dining table and a small double sofa bed for guests five and six.

Mrs Artful

Mrs Artful

  • 3 guests

  • 1 bedrooms

Camden, London

Cosy but smart, this modern pad offers a prime location with everything you'll need for a comfortable stay in the city. The sleek kitchen is well-appointed for cooking personal favourites and the uncluttered bedroom will help you relax.


We selected the top 3% holiday homes in Winchelsea Apartments

Explore the 3512 most perfect homes in our collection

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Most popular homes in Winchelsea

New Horizons

New Horizons

  • 7 guests

  • 2 bedrooms

Sandgate, Kent

The Fossil Collector

The Fossil Collector

  • 4 guests

  • 2 bedrooms

Deal, Kent

Between Land and Sea

Between Land and Sea

  • 2 guests

  • 1 bedrooms

Rye, East Sussex

Warrior Spirit

Warrior Spirit

  • 2 guests

  • 1 bedrooms

Saint Leonards, East Sussex

The Merchant's View

The Merchant's View

  • 4 guests

  • 2 bedrooms

Saint Leonards, East Sussex

Live in the Now

Live in the Now

  • 4 guests

  • 2 bedrooms

Earl's Court, London

The Emperor's Loft

The Emperor's Loft

  • 4 guests

  • 2 bedrooms

Canterbury, Kent

The Lofty Cow

The Lofty Cow

  • 2 guests

  • 1 bedrooms

Saint Leonards, East Sussex

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Frequently asked questions

There's no better place to book luxury Holiday Apartments in Winchelsea than our exclusive Plum Guide collection, which includes only the top 3% of homes. Every one of the homes on our site has been put through a painstaking vetting process with 150 checkpoints, culminating in a visit from a professional Home Critic. Every one of the remarkable homes on our books come fully furnished, with all linen and essential bathroom toiletries included, as well as a perfectly-equipped kitchen. Choose from one of the 3512 Apartments for Rent in our Winchelsea range, and discover the true meaning of luxury. Call on the help of our dedicated team too, to help make your choice as straightforward as possible.

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