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Cottages in Winchelsea and Houses – Holiday Lettings - Holiday Rentals Winchelsea

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31 Holiday homes

Winchelsea Beach holiday home rental

Winchelsea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £189 / night

£1,323 / week

1 / 15

Holiday caravan/mobile home in Winchelsea

Winchelsea caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £99 / night

£690 / week

1 / 12

Winchelsea holiday home rental

Winchelsea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £391 / night

£2,734 / week

1 / 18

Holiday caravan/mobile home in Winchelsea

Winchelsea caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £102 / night

£714 / week

1 / 14

Holiday home in Winchelsea

Winchelsea house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £540 / night

£3,775 / week

1 / 27

Home rental in Winchelsea

Winchelsea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £87 / night

£610 / week

1 / 9

Holiday cottage in Winchelsea

Winchelsea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £259 / night

£935 - £2,399 / week

1 / 39

Cottage rental in Winchelsea

Winchelsea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £263 / night

£750 - £1,251 / week

1 / 33

Holiday cottage in Winchelsea

Winchelsea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £247 / night

£705 - £1,063 / week

1 / 27

Winchelsea holiday apartment rental

Winchelsea apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £401 / night

£2,170 / week

1 / 14

Bungalow rental in Winchelsea

Winchelsea bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £127 / night

£887 - £1,838 / week

1 / 48

Holiday cottage with golf nearby in Winchelsea

Winchelsea cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £120 / night

£422 - £999 / week

1 / 19

Holiday apartment in Winchelsea

Winchelsea apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £287 / night

£2,004 / week

1 / 15

Holiday log cabin in Winchelsea

Winchelsea log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £115 / night

£602 / week

1 / 24

Holiday caravan/mobile home rental

Winchelsea caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£369 - £868 / week

1 / 27

Holiday log cabin in Winchelsea

Winchelsea log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £104 / night

£390 - £1,346 / week

1 / 37

Winchelsea holiday home rental

Winchelsea house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £292 / night

£834 - £1,429 / week

1 / 25

Holiday cottage in Winchelsea

Winchelsea cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £282 / night

£1,968 / week

1 / 30

Holiday chalet in Winchelsea

Winchelsea chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £115 / night

£799 / week

1 / 26

Holiday cottage in Winchelsea

Winchelsea cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £86 / night

£598 / week

1 / 12

Holiday cottage in Winchelsea

Winchelsea cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £257 / night

£1,800 / week

1 / 30

Holiday cottage in Winchelsea

Winchelsea cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £160 / night

£1,120 / week

1 / 16

Cottage rental in Winchelsea

Winchelsea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £233 / night

£1,631 / week

1 / 30

Home rental in Winchelsea

Winchelsea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £120 / night

£837 / week

1 / 16

Winchelsea holiday cottage rental

Winchelsea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £240 / night

£1,680 / week

1 / 27

Holiday home in Winchelsea

Winchelsea house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £119 / night

£832 / week

1 / 17

Holiday home in Winchelsea

Winchelsea house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £238 / night

£1,664 / week

1 / 30

Cottage rental in Winchelsea

Winchelsea cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £126 / night

£881 / week

1 / 19

Holiday home in Winchelsea

Winchelsea house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £225 / night

£1,571 / week

1 / 16

Holiday cottage in Winchelsea

Winchelsea cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £146 / night

£1,017 / week

1 / 30

Holiday home in Winchelsea

Winchelsea house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £98 / night

£685 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday b&b in Cranbrook

Cranbrook b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

from £102 / night

£714 / week

1 / 8

B&b rental in Cranbrook

Cranbrook b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £102 / night

£714 / week

1 / 8

Holiday b&b in Hawkhurst

Hawkhurst b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £81 / night

£561 / week

1 / 8

Dymchurch holiday apartment rental

Dymchurch apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £82 / night

£569 - £973 / week

1 / 14

Holiday b&b rental

Chilham b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £178 / night

£1,243 / week

1 / 4

Rye holiday apartment rental

Rye apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£630 / week

1 / 13

Holiday b&b accommodation

Bethersden b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £109 / night

£762 / week

1 / 8

Holiday tented camp in Wadhurst

Wadhurst tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £114 / night

£794 / week

1 / 8

Holiday apartment in Hastings

Hastings apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £107 / night

£745 - £859 / week

1 / 76

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Top Destination reviews

Winchelsea Beach - Beautiful Beach House
Amazing beach house!

We have just arrived home from the most fantastic short break in this magical beach house! I honestly fell in love with this beautiful property. It was such a delight to stay in a rental that you could tell was so very loved and well looked after by its owners. The interior was immaculate, and the owners were so helpful, answering any questions/queries straight away. We miss it already and will definitely be back! see more

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