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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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    Very Good! 4.2/5
    (6 reviews)
    avg/night
    House #1940593
    • 3 BR
    • 1 BA
    • Sleeps 8
    6
    Viewed 5 times in the last 48 hours

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      Cottage #6962663
      • 4 BR
      • 2 BA
      • Sleeps 8

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        Wonderful! 4.8/5
        (10 reviews)
        avg/night
        Bungalow #1109752
        • 4 BR
        • 1 BA
        • Separate Toilet
        • Sleeps 10
        10
        Viewed 47 times in the last 48 hours

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          Wonderful! 4.8/5
          (39 reviews)
          avg/night
          House #864451
          • 4 BR
          • 2 BA
          • Sleeps 8
          39
          Viewed 20 times in the last 48 hours

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            Exceptional! 5/5
            (10 reviews)
            avg/night
            Cottage #6103393
            • 3 BR
            • 2 BA
            • Sleeps 6
            10
            Viewed 49 times in the last 48 hours

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              House #8049106
              • 4 BR
              • 2 BA
              • Sleeps 9
              1
              Viewed 22 times in the last 48 hours

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                Wonderful! 4.8/5
                (19 reviews)
                avg/night
                Cottage #8167238
                • 2 BR
                • 1 BA
                • Sleeps 4
                19
                Viewed 25 times in the last 48 hours

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                  Excellent! 4.5/5
                  (25 reviews)
                  avg/night
                  Cottage #8168372
                  • 2 BR
                  • 1 BA
                  • Sleeps 4
                  25
                  Viewed 31 times in the last 48 hours

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                    Wonderful! 4.8/5
                    (13 reviews)
                    avg/night
                    Cottage #6732234
                    • 2 BR
                    • 1 BA
                    • Sleeps 5
                    13
                    Viewed 18 times in the last 48 hours

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                      Wonderful! 4.9/5
                      (18 reviews)
                      avg/night
                      Cottage #8164835
                      • 1 BR
                      • 1 BA
                      • Sleeps 4
                      18
                      Viewed 33 times in the last 48 hours

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                        Exceptional! 5/5
                        (4 reviews)
                        avg/night
                        Cottage #1135366
                        • 2 BR
                        • 2 BA
                        • Sleeps 5
                        4
                        Viewed 18 times in the last 48 hours

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                          Exceptional! 5/5
                          (8 reviews)
                          avg/night
                          Cottage #8165203
                          • 2 BR
                          • 2 BA
                          • Sleeps 8
                          8
                          Viewed 16 times in the last 48 hours

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                            Excellent! 4.6/5
                            (13 reviews)
                            avg/night
                            Cottage #8153840
                            • 4 BR
                            • 1 BA
                            • Sleeps 8
                            13
                            Viewed 24 times in the last 48 hours

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                              Excellent! 4.7/5
                              (11 reviews)
                              avg/night
                              House #6541848
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              11
                              Viewed 34 times in the last 48 hours

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                                Wonderful! 4.8/5
                                (8 reviews)
                                avg/night
                                Bungalow #6810131
                                • 4 BR
                                • 3 BA
                                • Sleeps 13
                                8
                                Viewed 53 times in the last 48 hours

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                                  Excellent! 4.6/5
                                  (7 reviews)
                                  avg/night
                                  House #1660984
                                  • 5 BR
                                  • 3 BA
                                  • Sleeps 12
                                  7
                                  Viewed 25 times in the last 48 hours

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                                    Excellent! 4.7/5
                                    (22 reviews)
                                    avg/night
                                    Cottage #8129974
                                    • 4 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 9
                                    22
                                    Viewed 26 times in the last 48 hours

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                                      Exceptional! 5/5
                                      (6 reviews)
                                      avg/night
                                      House #1085725
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      6
                                      Viewed 7 times in the last 48 hours

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                                        Wonderful! 4.9/5
                                        (15 reviews)
                                        avg/night
                                        Cottage #8167801
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        15
                                        Viewed 22 times in the last 48 hours

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                                          Very Good! 4.1/5
                                          (9 reviews)
                                          avg/night
                                          Apartment #1701856
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 6
                                          9
                                          Viewed 9 times in the last 48 hours

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                                            Wonderful! 4.9/5
                                            (20 reviews)
                                            avg/night
                                            House #8055136
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                            20
                                            Viewed 21 times in the last 48 hours

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                                              Excellent! 4.7/5
                                              (7 reviews)
                                              avg/night
                                              Cottage #6814558
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              7
                                              Viewed 24 times in the last 48 hours

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                                                Exceptional! 5/5
                                                (9 reviews)
                                                avg/night
                                                Cottage #8168277
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 5
                                                9
                                                Viewed 8 times in the last 48 hours

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                                                  Wonderful! 4.9/5
                                                  (14 reviews)
                                                  avg/night
                                                  Cottage #8151618
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  14
                                                  Viewed 6 times in the last 48 hours

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                                                    House #1817913
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    1

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                                                      Exceptional! 5/5
                                                      (6 reviews)
                                                      avg/night
                                                      House #1782240
                                                      • 4 BR
                                                      • 2 BA
                                                      • Separate Toilet
                                                      • Sleeps 10
                                                      6
                                                      Viewed 7 times in the last 48 hours

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                                                        House #8084527
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Viewed 12 times in the last 48 hours

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                                                          Wonderful! 4.9/5
                                                          (12 reviews)
                                                          avg/night
                                                          House #6470849
                                                          • 2 BR
                                                          • 1 BA
                                                          • Separate Toilet
                                                          • Sleeps 4
                                                          12
                                                          Viewed 20 times in the last 48 hours

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                                                            Wonderful! 4.9/5
                                                            (17 reviews)
                                                            avg/night
                                                            Cottage #1744094
                                                            • 2 BR
                                                            • 1 BA
                                                            • Separate Toilet
                                                            • Sleeps 4
                                                            17
                                                            Viewed 10 times in the last 48 hours

                                                            Instant confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Wonderful! 4.8/5
                                                              (24 reviews)
                                                              avg/night
                                                              House #462632
                                                              • 3 BR
                                                              • 2 BA
                                                              • Separate Toilet
                                                              • Sleeps 8
                                                              24
                                                              Viewed 11 times in the last 48 hours

                                                              Instant confirmation

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                                                                Exceptional! 5/5
                                                                (6 reviews)
                                                                avg/night
                                                                Cottage #1012976
                                                                • 4 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 8
                                                                6
                                                                Viewed 9 times in the last 48 hours

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                                                                  avg/night
                                                                  House #8078340
                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 7
                                                                  1
                                                                  Viewed 8 times in the last 48 hours

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                                                                    Excellent! 4.6/5
                                                                    (8 reviews)
                                                                    avg/night
                                                                    Chalet #8153122
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    8
                                                                    Viewed 13 times in the last 48 hours

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                                                                      avg/night
                                                                      House #6815541
                                                                      • 6 BR
                                                                      • 3 BA
                                                                      • Sleeps 11
                                                                      2
                                                                      Viewed 13 times in the last 48 hours

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                                                                        Exceptional! 5/5
                                                                        (14 reviews)
                                                                        avg/night
                                                                        Cottage #8148887
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        14
                                                                        Viewed 23 times in the last 48 hours

                                                                        Instant confirmation

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                                                                          avg/night
                                                                          Apartment #8007690
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          1
                                                                          Viewed 9 times in the last 48 hours

                                                                          Confirmation within 24 hours

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                                                                            Excellent! 4.7/5
                                                                            (3 reviews)
                                                                            avg/night
                                                                            Cottage #1123947
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 5
                                                                            3
                                                                            Viewed 19 times in the last 48 hours

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.

                                                                              Wonderful! 4.9/5
                                                                              (39 reviews)
                                                                              avg/night
                                                                              House #1672162
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              39
                                                                              Viewed 7 times in the last 48 hours

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.

                                                                                avg/night
                                                                                Cottage #1782244
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 7
                                                                                Viewed 15 times in the last 48 hours

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  Excellent! 4.7/5
                                                                                  (31 reviews)
                                                                                  avg/night
                                                                                  Multiple rentals Cottage #1013411
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  31
                                                                                  Viewed 48 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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                                                                                    Exceptional! 5/5
                                                                                    (1 reviews)
                                                                                    avg/night
                                                                                    House #1123936
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 8
                                                                                    1
                                                                                    Viewed 11 times in the last 48 hours

                                                                                    Confirmation within 24 hours

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                                                                                      Wonderful! 4.8/5
                                                                                      (10 reviews)
                                                                                      avg/night
                                                                                      Bungalow #1709715
                                                                                      • 5 BR
                                                                                      • 1 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 13
                                                                                      10
                                                                                      Viewed 60 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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                                                                                        avg/night
                                                                                        Cottage #1782242
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 8
                                                                                        1
                                                                                        Viewed 5 times in the last 48 hours

                                                                                        Instant confirmation

                                                                                        Your booking request will be confirmed immediately.

                                                                                          Wonderful! 4.9/5
                                                                                          (7 reviews)
                                                                                          avg/night
                                                                                          Cottage #1782241
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          7
                                                                                          Viewed 15 times in the last 48 hours

                                                                                          Instant confirmation

                                                                                          Your booking request will be confirmed immediately.

                                                                                            Wonderful! 4.9/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            House #1392
                                                                                            • 6 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 14
                                                                                            16
                                                                                            Viewed 24 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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                                                                                              avg/night
                                                                                              House #6869085
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              Viewed 16 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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                                                                                                Excellent! 4.5/5
                                                                                                (10 reviews)
                                                                                                avg/night
                                                                                                Cottage #801804
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                10
                                                                                                Viewed 11 times in the last 48 hours

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.

                                                                                                  Excellent! 4.6/5
                                                                                                  (5 reviews)
                                                                                                  avg/night
                                                                                                  Cottage #1123942
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  5
                                                                                                  Viewed 13 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

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

                                                                                                    Wonderful! 4.8/5
                                                                                                    (8 reviews)
                                                                                                    avg/night
                                                                                                    Apartment #8123084
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    8
                                                                                                    Viewed 13 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Cottage #1775982
                                                                                                      • 1 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 2
                                                                                                      3
                                                                                                      Viewed 8 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

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

                                                                                                      • 1 - 50 of 300+

                                                                                                      Holiday Cottage Accommodation Winchelsea (300+)