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

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17 Holiday homes

Holiday chalet in Winchelsea Beach

Winchelsea chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £126 / night

£745 - £899 / week

1 / 24

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 / 13

Caravan/mobile home rental in Winchelsea

Winchelsea caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £99 / night

£690 / week

1 / 11

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 £248 / night

£935 - £2,317 / 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 £119 / night

£402 - £1,172 / 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 £95 / night

£367 - £1,017 / week

1 / 27

Great rentals within 20 miles that match your search

Rye holiday cottage rental

Rye cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £149 / night

£916 / week

1 / 32

Holiday cottage in Sutton Valence

Sutton Valence cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £201 / night

£1,203 / week

1 / 31

Holiday barn in Heathfield

Heathfield barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £86 / night

£504 - £1,134 / week

1 / 10

Holiday home letting

Dallington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £96 / night

£386 - £1,007 / week

1 / 22

Holiday barn in Battle

Battle barn

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £779 / night

£5,451 / week

1 / 27

Sovereign Harbour North holiday apartment rental

Sovereign Harbour North apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £161 / night

£373 - £905 / week

1 / 22

Holiday home rental

Dymchurch house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £252 / night

£1,483 - £1,947 / week

1 / 41

Holiday cottage in Rye Centre

Rye Centre cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £144 / night

£911 / week

1 / 23

Holiday home in Cranbrook

Cranbrook house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £292 / night

£1,779 / week

1 / 14

Holiday apartment with golf nearby in Bexhill-on-Sea

Bexhill-on-Sea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£561 / week

1 / 27

Holiday cottage with golf nearby in Camber

Camber cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £126 / night

£802 / week

1 / 21

Holiday caravan/mobile home in St Leonards on Sea

St Leonards on Sea caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £192 / night

£1,339 / week

1 / 28

Home rental in New Romney

New Romney house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

from £310 / night

£2,164 / week

1 / 23

Home letting in Pett Level

Pett Level house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £229 / night

£1,603 / week

1 / 22

Holiday chalet with shared pool in Camber

Camber chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £115 / night

£802 / week

1 / 13

St Leonards on Sea holiday apartment rental

St Leonards on Sea apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,088 / week

1 / 24

Caravan/mobile home rental in Camber with shared pool, golf nearby

Camber caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £109 / night

£762 / week

1 / 32

Holiday home in Camber

Camber house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 16

from £450 / night

£2,150 - £2,999 / week

1 / 33

Holiday cottage in Central Hastings

Central Hastings cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £161 / night

£859 / week

1 / 18

St Leonards-on-Sea holiday apartment rental

St Leonards-on-Sea apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £149 / night

£1,042 / week

1 / 15

Cottage rental in Woodchurch

Woodchurch cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £457 / night

£2,748 / week

1 / 23

Holiday caravan/mobile home in Rye Harbour

Rye Harbour caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £207 / night

£1,443 / week

1 / 16

Holiday bungalow in Eastbourne

Eastbourne bungalow

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £149 / night

£974 - £1,203 / week

1 / 20

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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
Winchelsea Beach Holiday Annex with river frontage
Very relaxing location

One of the best holiday self catering we have stayed in. Very well equipped kitchen, comfortable lounge, and bedroom. Outside space with amazing views with tranquil River where we relaxed and fished. Special thanks to Connie and clem. … see more

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