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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).

    Very Good! 4.1/5
    (7 reviews)
    avg/night
    House #1940593
    • 3 BR
    • 1 BA
    • Sleeps 8
    7
    Viewed 5 times in the last 48 hours

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

      Instant confirmation

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        Wonderful! 4.9/5
        (19 reviews)
        avg/night
        Cottage #8164835
        • 1 BR
        • 1 BA
        • Sleeps 4
        19
        Viewed 37 times in the last 48 hours

        Confirmation within 24 hours

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

          Excellent! 4.4/5
          (27 reviews)
          avg/night
          House #6809244
          • 1 BR
          • 1 BA
          • Sleeps 4
          27
          Viewed 46 times in the last 48 hours

          Instant confirmation

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            Excellent! 4.6/5
            (16 reviews)
            avg/night
            Caravan #6487975
            • 2 BR
            • 1 BA
            • Sleeps 6
            16
            Viewed 36 times in the last 48 hours

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              Wonderful! 4.9/5
              (24 reviews)
              avg/night
              Barn #8166939
              • 2 BR
              • 3 BA
              • Sleeps 5
              24
              Viewed 18 times in the last 48 hours

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

                Wonderful! 4.9/5
                (26 reviews)
                avg/night
                Cottage #8167238
                • 2 BR
                • 1 BA
                • Sleeps 4
                26
                Viewed 24 times in the last 48 hours

                Confirmation within 24 hours

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

                  Excellent! 4.7/5
                  (35 reviews)
                  avg/night
                  Multiple rentals Cottage #1013411
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  35
                  Viewed 32 times in the last 48 hours

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                    Exceptional! 5/5
                    (37 reviews)
                    avg/night
                    Cottage #8147717
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    37
                    Viewed 48 times in the last 48 hours

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                      Excellent! 4.6/5
                      (29 reviews)
                      avg/night
                      Apartment #1678445
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      29
                      Viewed 15 times in the last 48 hours

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                        Wonderful! 4.9/5
                        (17 reviews)
                        avg/night
                        Cottage #6732234
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        17
                        Viewed 18 times in the last 48 hours

                        Confirmation within 24 hours

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

                          Excellent! 4.5/5
                          (17 reviews)
                          avg/night
                          Apartment #861251
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          17
                          Viewed 17 times in the last 48 hours

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                            Excellent! 4.6/5
                            (14 reviews)
                            avg/night
                            Bungalow #6810131
                            • 4 BR
                            • 3 BA
                            • Sleeps 13
                            14
                            Viewed 51 times in the last 48 hours

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                              Excellent! 4.5/5
                              (17 reviews)
                              avg/night
                              Cottage #8147346
                              • 1 BR
                              • 1 BA
                              • Sleeps 5
                              17
                              Viewed 18 times in the last 48 hours

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                                Excellent! 4.7/5
                                (28 reviews)
                                avg/night
                                Apartment #712520
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                28
                                Viewed 23 times in the last 48 hours

                                Confirmation within 24 hours

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                                  Excellent! 4.5/5
                                  (19 reviews)
                                  avg/night
                                  Apartment #1484987
                                  • 3 BR
                                  • 1 BA
                                  • Separate Toilet
                                  • Sleeps 5
                                  19
                                  Viewed 18 times in the last 48 hours

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                                    avg/night
                                    Apartment #1876975
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 5
                                    Viewed 12 times in the last 48 hours

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                                      Exceptional! 5/5
                                      (40 reviews)
                                      avg/night
                                      Barn #8142962
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                      40
                                      Viewed 21 times in the last 48 hours

                                      Confirmation within 24 hours

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                                        Exceptional! 5/5
                                        (11 reviews)
                                        avg/night
                                        Cottage #6103393
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        11
                                        Viewed 13 times in the last 48 hours

                                        Confirmation within 24 hours

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

                                          Wonderful! 4.9/5
                                          (20 reviews)
                                          avg/night
                                          Multiple rentals Barn #6794268
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          20
                                          Viewed 30 times in the last 48 hours

                                          Confirmation within 24 hours

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

                                            Wonderful! 4.9/5
                                            (10 reviews)
                                            avg/night
                                            Cottage #6831921
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 6
                                            10
                                            Viewed 35 times in the last 48 hours

                                            Confirmation within 24 hours

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

                                              Exceptional! 5/5
                                              (30 reviews)
                                              avg/night
                                              Cottage #8113596
                                              • 4 BR
                                              • 4 BA
                                              • Sleeps 8
                                              30
                                              Viewed 16 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
                                                (25 reviews)
                                                avg/night
                                                Cottage #8129974
                                                • 4 BR
                                                • 2 BA
                                                • Separate Toilet
                                                • Sleeps 9
                                                25
                                                Viewed 26 times in the last 48 hours

                                                Confirmation within 24 hours

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

                                                  Excellent! 4.4/5
                                                  (33 reviews)
                                                  avg/night
                                                  Cottage #8168372
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  33
                                                  Viewed 17 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
                                                    (12 reviews)
                                                    avg/night
                                                    Apartment #1010682
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    12
                                                    Viewed 15 times in the last 48 hours

                                                    Confirmation within 24 hours

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

                                                      Wonderful! 4.9/5
                                                      (45 reviews)
                                                      avg/night
                                                      House #864451
                                                      • 4 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      45
                                                      Viewed 14 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
                                                        (12 reviews)
                                                        avg/night
                                                        Bungalow #1109752
                                                        • 4 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 10
                                                        12
                                                        Viewed 10 times in the last 48 hours

                                                        Confirmation within 24 hours

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

                                                          Excellent! 4.7/5
                                                          (29 reviews)
                                                          avg/night
                                                          Multiple rentals Cottage #1013411
                                                          • 1 BR
                                                          • 2 BA
                                                          • Sleeps 5
                                                          29
                                                          Viewed 18 times in the last 48 hours

                                                          Confirmation within 24 hours

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

                                                            Wonderful! 4.9/5
                                                            (9 reviews)
                                                            avg/night
                                                            Cottage #8154968
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            9
                                                            Viewed 19 times in the last 48 hours

                                                            Confirmation within 24 hours

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

                                                              Excellent! 4.5/5
                                                              (14 reviews)
                                                              avg/night
                                                              Bungalow #6782850
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              14
                                                              Viewed 28 times in the last 48 hours

                                                              Confirmation within 24 hours

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

                                                                Wonderful! 4.9/5
                                                                (39 reviews)
                                                                avg/night
                                                                Cottage #1873785
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                39
                                                                Viewed 20 times in the last 48 hours

                                                                Instant confirmation

                                                                Your booking request will be confirmed immediately.

                                                                  Wonderful! 4.8/5
                                                                  (30 reviews)
                                                                  avg/night
                                                                  Apartment #826424
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 5
                                                                  30
                                                                  Viewed 6 times in the last 48 hours

                                                                  Confirmation within 24 hours

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

                                                                    Exceptional! 5/5
                                                                    (11 reviews)
                                                                    avg/night
                                                                    Cottage #470522
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    11
                                                                    Viewed 15 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
                                                                      (12 reviews)
                                                                      avg/night
                                                                      Cottage #8165203
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      12
                                                                      Viewed 19 times in the last 48 hours

                                                                      Confirmation within 24 hours

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

                                                                        Excellent! 4.3/5
                                                                        (10 reviews)
                                                                        avg/night
                                                                        House #1660984
                                                                        • 5 BR
                                                                        • 3 BA
                                                                        • Sleeps 12
                                                                        10
                                                                        Viewed 106 times in the last 48 hours

                                                                        Confirmation within 24 hours

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

                                                                          Wonderful! 4.9/5
                                                                          (24 reviews)
                                                                          avg/night
                                                                          House #8055136
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          24
                                                                          Viewed 29 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
                                                                            (11 reviews)
                                                                            avg/night
                                                                            Bungalow #1709715
                                                                            • 5 BR
                                                                            • 1 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 13
                                                                            11
                                                                            Viewed 19 times in the last 48 hours

                                                                            Confirmation within 24 hours

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

                                                                              Exceptional! 5/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              Cottage #1135366
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                              5
                                                                              Viewed 20 times in the last 48 hours

                                                                              Confirmation within 24 hours

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

                                                                                Wonderful! 4.9/5
                                                                                (21 reviews)
                                                                                avg/night
                                                                                House #6470136
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 10
                                                                                21
                                                                                Viewed 20 times in the last 48 hours

                                                                                Confirmation within 24 hours

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

                                                                                  Wonderful! 4.9/5
                                                                                  (30 reviews)
                                                                                  avg/night
                                                                                  Multiple rentals Barn #476188
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  30
                                                                                  Viewed 26 times in the last 48 hours

                                                                                  Confirmation within 24 hours

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

                                                                                    Wonderful! 4.9/5
                                                                                    (16 reviews)
                                                                                    avg/night
                                                                                    Cottage #8148887
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    16
                                                                                    Viewed 23 times in the last 48 hours

                                                                                    Instant confirmation

                                                                                    Your booking request will be confirmed immediately.

                                                                                      Cottage #1677405
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      3
                                                                                      Viewed 10 times in the last 48 hours

                                                                                      Confirmation within 24 hours

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

                                                                                        Wonderful! 4.9/5
                                                                                        (25 reviews)
                                                                                        avg/night
                                                                                        House #1387303
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        25
                                                                                        Viewed 11 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
                                                                                          (16 reviews)
                                                                                          avg/night
                                                                                          House #6541848
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          16
                                                                                          Viewed 15 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
                                                                                            (17 reviews)
                                                                                            avg/night
                                                                                            Barn #8062039
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            17
                                                                                            Viewed 18 times in the last 48 hours

                                                                                            Confirmation within 24 hours

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

                                                                                              Excellent! 4.7/5
                                                                                              (17 reviews)
                                                                                              avg/night
                                                                                              Cottage #8167801
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              17
                                                                                              Viewed 17 times in the last 48 hours

                                                                                              Confirmation within 24 hours

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

                                                                                                Excellent! 4.6/5
                                                                                                (8 reviews)
                                                                                                avg/night
                                                                                                Cottage #6814558
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                8
                                                                                                Viewed 14 times in the last 48 hours

                                                                                                Confirmation within 24 hours

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

                                                                                                  Exceptional! 5/5
                                                                                                  (26 reviews)
                                                                                                  avg/night
                                                                                                  Multiple rentals Cottage #8158279
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  26
                                                                                                  Viewed 10 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
                                                                                                    (5 reviews)
                                                                                                    avg/night
                                                                                                    Chalet #8151537
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 5
                                                                                                    5
                                                                                                    Viewed 35 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

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

                                                                                                      Wonderful! 4.9/5
                                                                                                      (47 reviews)
                                                                                                      avg/night
                                                                                                      Cottage #85312
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      47
                                                                                                      Viewed 27 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+)