Book Luxury Monthly Rentals in Winchelsea

We selected the 5064 homes worth renting in this location

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Home spotlights in Winchelsea

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.

Skylark's Song

Skylark's Song

  • 4 guests

  • 2 bedrooms

Guestling, Hastings

There's getting back to nature and then there's staying in this stunning 18th-century barn conversion, set on 350 acres of nature reserve. The house's location sounds like the start of a poem: next to a wildflower meadow and on the edge of a stream – beautiful.

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.

The Fog Signalling Building

The Fog Signalling Building

  • 2 guests

  • 1 bedrooms

Lydd, Romney Marsh

Positioned directly on Dungeness's public beach, this former foghorn testing station has been fully renovated into a unique getaway for two. The nearby lighthouse's foghorn still works, although we much prefer the idea of waking up to the sound of the waves and seagulls.


We selected the top 3% holiday homes in Winchelsea Monthly Rentals

Explore the 5064 most perfect homes in our collection

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Most popular homes in Winchelsea

The Two Friars

The Two Friars

  • 8 guests

  • 4 bedrooms

Winchelsea, England

Pools of Blue

Pools of Blue

  • 6 guests

  • 3 bedrooms

Canterbury, Kent

The Camber Dunes

The Camber Dunes

  • 6 guests

  • 3 bedrooms

Camber, Rye

The Kingfisher

The Kingfisher

  • 6 guests

  • 3 bedrooms

Appledore Heath, Ashford

Hazel Hollow

Hazel Hollow

  • 4 guests

  • 2 bedrooms

Bodiam, Robertsbridge

Barn To Be Wild

Barn To Be Wild

  • 8 guests

  • 4 bedrooms

Stone-cum-Ebony, Kent

Between Land and Sea

Between Land and Sea

  • 2 guests

  • 1 bedrooms

Rye, East Sussex

The Friar's Eyrie

The Friar's Eyrie

  • 4 guests

  • 2 bedrooms

Winchelsea, England

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Winchelsea, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Winchelsea Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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