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Winchelsea self-catering holiday accommodation is found in and near a small village in East Sussex, just minutes from the coast and the historic town of Rye. It’s an area with fabulous shoreline, as well as a great deal of history. Camber Castle sits a short walk from Winchelsea self-catering holiday home cottages, and was constructed by Henry VIII in the 16th Century to defend Rye harbour. Meanwhile Winchelsea Beach is also just moments by car. It’s a coastal village on the fringe of a large expanse of golden sand that stretches for miles in either direction. You could come here from a Winchelsea holiday apartment in summer for a day by the seaside, or in winter for a bracing and scenic walk. The town of Rye is no more than a couple of minutes in the car from Winchelsea self-catering holiday homes, and is well worth a visit. Here you’ll find all kinds of specialist shops, offering antiques, collectors’ items as well as work by local artists. You could come here from a Winchelsea holiday apartment to visit the farmers’ market, which takes place every Wednesday. Rye Castle is an important structure, still largely intact and dating to the 13th Century. Split into two distinct sites, you’ll find the impressive Ypres Tower, which houses the Rye Castle Museum, and the East Street Site, home to further displays of military artefacts and more. Weather At a Winchelsea self-catering holiday cottage, you’ll most likely experience moderately warm weather in summer, with daily highs of around 22 or 3 degrees Celsius. Winters here can be cool, with occasional cold snaps. Best Time to Visit With spectacular beaches within walking distance of holiday accommodation in Winchelsea, the best time to arrive is between June and September, when you can enjoy a day by the sea. Reaching Winchelsea Winchelsea self-catering holiday home cottages and apartments are an hour’s drive to Gatwick Airport (LGW).

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Holiday Cottage Accommodation Winchelsea (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Cottage #6103393
    • 3 BR
    • 2 BA
    • Sleeps 6
    8

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      House #1940593
      • 3 BR
      • 1 BA
      • Sleeps 8
      5

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Cottage #8113596
        • 4 BR
        • 4 BA
        • Sleeps 8
        18

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          Cottage #1883489
          • 5 BR
          • 3 BA
          • Sleeps 10
          27

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            Apartment #1010682
            • 3 BR
            • 1 BA
            • Sleeps 5
            9

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Multiple rentals Cottage #8158279
              • 2 BR
              • 2 BA
              • Sleeps 4
              7

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                Caravan #6487975
                • 2 BR
                • 1 BA
                • Sleeps 6
                11

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                  Cottage #8168372
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  21

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                    Multiple rentals Cottage #1013411
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    25

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                    Your booking request will be confirmed or denied within 24 hours.

                      Cottage #1882084
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      17

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                        Apartment #1484987
                        • 3 BR
                        • 1 BA
                        • Separate Toilet
                        • Sleeps 5
                        13

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                        Your booking request will be confirmed or denied within 24 hours.

                          Cottage #8129974
                          • 4 BR
                          • 2 BA
                          • Separate Toilet
                          • Sleeps 9
                          19

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                          Your booking request will be confirmed or denied within 24 hours.

                            Apartment #1873392
                            • 1 BR
                            • 1 BA
                            • Sleeps 3
                            18

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                              House #1387303
                              • 4 BR
                              • 2 BA
                              • Sleeps 8
                              20

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                                Cottage #8165203
                                • 2 BR
                                • 2 BA
                                • Sleeps 8
                                7

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                                  House #1672162
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  37

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                                    Multiple rentals Cottage #1705130
                                    • Studio
                                    • 1 BA
                                    • Sleeps 4
                                    3

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                                      Barn #8142962
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      30

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                                        House #864451
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 8
                                        34

                                        Confirmation within 24 hours

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                                          Multiple rentals Cottage #1013411
                                          • 1 BR
                                          • 2 BA
                                          • Sleeps 5
                                          26

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                                          Your booking request will be confirmed or denied within 24 hours.

                                            Cottage #8147346
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 5
                                            9

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                                              Apartment #826424
                                              • 2 BR
                                              • 1 BA
                                              • Separate Toilet
                                              • Sleeps 5
                                              22

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.

                                                Barn #8047723
                                                • 4 BR
                                                • 3 BA
                                                • Separate Toilet
                                                • Sleeps 10
                                                25

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  Cottage #8151618
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  12

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Cottage #1900678
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 2
                                                    8

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      House #462632
                                                      • 3 BR
                                                      • 2 BA
                                                      • Separate Toilet
                                                      • Sleeps 8
                                                      24

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Apartment #1029060
                                                        • 3 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 6
                                                        20

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Cottage #1744094
                                                          • 2 BR
                                                          • 1 BA
                                                          • Separate Toilet
                                                          • Sleeps 4
                                                          13

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            House #8055136
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            18

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.

                                                              Apartment #1678445
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              20

                                                              Confirmation within 24 hours

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                                                                House #6809244
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                16

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Cottage #1123949
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  8

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    House #1526872
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 10
                                                                    6

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      Multiple rentals House #1705130
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      16

                                                                      Confirmation within 24 hours

                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                        Cottage #801804
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        9

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Cottage #85312
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          44

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            House #8170528
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            10

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Apartment #1930643
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              10

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                Cottage #1012976
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 8
                                                                                3

                                                                                Confirmation within 24 hours

                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                  Apartment #861251
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  13

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    Multiple rentals Cottage #8158279
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    22

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      House #1835681
                                                                                      • 5 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 18
                                                                                      9

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        House #6789380
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        8

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                                          Multiple rentals Cottage #8112649
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          9

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            Cottage #840263
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            18

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              Cottage #1921610
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 7
                                                                                              2

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                Cottage #1782241
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                6

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  Cottage #6732234
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  10

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    House #1123938
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 5
                                                                                                    6

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Cottage #1985434
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      2

                                                                                                      Instant confirmation

                                                                                                      Your booking request will be confirmed immediately.

                                                                                                      • 1 - 50 of 300+