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Make holiday rental accommodation or a holiday cottage in South East England your home away from home

Officially, the South East of England consists of Berkshire, Buckinghamshire, Kent, East and West Sussex, Hampshire, Oxfordshire, Surrey and the Isle of Wight, although there are many different popular definitions of South East England. What ever your definition, the region is a magnificent place to go on holiday, take a holiday cottage and relax. It is both rich in historical cities, open seas and wonderful countryside, open for numerous activities.

Places to holiday in South East England

Kent, the ‘garden of England’, is England’s oldest county, shaped by many centuries of violent history. This turbulent past which has shaped the county is celebrated today, from the preservation of prominent historical monuments and castles to the home of Winston Churchill. Wakeboarding is Kent’s new love, and there are plenty of opportunities to enjoy this exciting new sport from a South East England cottage in Kent.

East Sussex is a rural haven for walking, trout fishing and cycling. The spectacular coastline which contains the famous Seven Sisters, Beachy Head and Rye Harbour Nature Reserve has long been a magnet for walkers, mountain bikers and horse riders. The pebble beaches baked by the iconic British beach huts are ideal places to sit, swim and picnic.

Things to do in South East England

Being a mainly rural destination, mountain biking, horse riding and trout fishing are all extremely popular activities in the South East of England, perfectly catered for by taking a holiday rental property. Sailing on the Medway between Chichester and Dover is an unforgettable possibility, especially if you can sail past the iconic white cliffs of Dover from your South East England holiday cottage.

South East England has a huge number of unique attractions for all ages and interests. The Planet Earth Museum, Sussex Past and Royal Pavilion in East Sussex, Butterfly Centre, Chislehurst Caves, Dover Castle and Chatham Historic Dockyards in Kent, Birdworld, Thorpe Park and Chessington World of Adventures in Surrey and the Tangmere Military Aviation Museum in West Sussex create magnificent options for family holiday entertainment wherever you decide to take a holiday cottage in South East England.

If you don't know what to do have a look to our Holiday Idea page

Travel to South East England

Kent International Airport (MSE) and Shoreham Airport (ESH) are the two airports in the middle of the region, and LondonHeathrow (LHR) is on the boundary of South East England, so there should be no trouble reaching a holiday cottage in South East England. However, often rail or car is the easiest way to discover the region.


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South East England Holiday Cottages & Homes (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    Exceptional! 5.0/5
    (23 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 2
    Cottage #1873785
    23
    Viewed 17 times in the last 48 hours
      Wonderful! 4.9/5
      (32 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 2
      House #8156532
      32
      Viewed 19 times in the last 48 hours
        Wonderful! 4.9/5
        (24 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Apartment #1941225
        24
        Viewed 5 times in the last 48 hours
          Excellent! 4.7/5
          (10 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          Apartment #6504470
          10
          Viewed 8 times in the last 48 hours
            • 1 BR
            • 1 BA
            • Sleeps 3
            Apartment #1903605
            2 Reviews
              Excellent! 4.6/5
              (49 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 5
              Apartment #1769681
              49
              Viewed 15 times in the last 48 hours
                Wonderful! 4.9/5
                (18 reviews)
                avg/night
                • 4 BR
                • 4 BA
                • Sleeps 8
                Cottage #8113596
                18
                Viewed 10 times in the last 48 hours
                  Exceptional! 5.0/5
                  (30 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  Cottage #1466979
                  30
                  Viewed 5 times in the last 48 hours
                    Wonderful! 4.9/5
                    (7 reviews)
                    avg/night
                    • 1 BR
                    • Sleeps 2
                    Apartment #1090777
                    7
                      • 3 BR
                      • 1 BA
                      • Sleeps 6
                      Cottage #8167492
                      15
                        Wonderful! 4.9/5
                        (20 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        Cottage #2664
                        20
                        Viewed 9 times in the last 48 hours
                          Wonderful! 4.8/5
                          (12 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 10
                          Cottage #1650131
                          12
                          Viewed 20 times in the last 48 hours
                            Wonderful! 4.9/5
                            (27 reviews)
                            avg/night
                            • 5 BR
                            • 3 BA
                            • Sleeps 10
                            Cottage #1883489
                            27
                            Viewed 18 times in the last 48 hours
                              Excellent! 4.6/5
                              (11 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Cabin #1893924
                              11
                              Viewed 8 times in the last 48 hours
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                Cottage #8149870
                                8
                                  Wonderful! 4.8/5
                                  (9 reviews)
                                  avg/night
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 5
                                  Apartment #1010682
                                  9
                                  Viewed 7 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (34 reviews)
                                    avg/night
                                    • 5 BR
                                    • 2 BA
                                    • Sleeps 8
                                    House #8127983
                                    34
                                    Viewed 7 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (8 reviews)
                                      avg/night
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 8
                                      Cottage #6505954
                                      8
                                      Viewed 8 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (7 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        Multiple rentals Cottage #8158279
                                        7
                                        Viewed 7 times in the last 48 hours
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Apartment #1988885
                                          2 Reviews
                                            Excellent! 4.5/5
                                            (26 reviews)
                                            avg/night
                                            • 3 BR
                                            • 1 BA
                                            • Separate Toilet
                                            • Sleeps 6
                                            Cottage #417352
                                            26
                                            Viewed 6 times in the last 48 hours
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 5
                                              House #1077494
                                              8
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Apartment #1646826
                                                1 Review
                                                  Wonderful! 4.9/5
                                                  (18 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 6
                                                  Bungalow #8127914
                                                  18
                                                  Viewed 16 times in the last 48 hours
                                                    Excellent! 4.6/5
                                                    (11 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    Caravan #6487975
                                                    11
                                                    Viewed 12 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (20 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Separate Toilet
                                                      • Sleeps 5
                                                      Apartment #8153578
                                                      20
                                                      Viewed 13 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (16 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        Cottage #6015701
                                                        16
                                                        Viewed 28 times in the last 48 hours
                                                          • 6 BR
                                                          • 6 BA
                                                          • Separate Toilet
                                                          • Sleeps 12
                                                          House #1081961
                                                          32
                                                            Wonderful! 4.9/5
                                                            (23 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Separate Toilets
                                                            • Sleeps 10
                                                            House #1123444
                                                            23
                                                            Viewed 12 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (33 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 7
                                                              Cottage #875348
                                                              33
                                                                Wonderful! 4.9/5
                                                                (36 reviews)
                                                                avg/night
                                                                • 9 BR
                                                                • 5 BA
                                                                • Separate Toilets
                                                                • Sleeps 16
                                                                House #418796
                                                                36
                                                                Viewed 17 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Multiple rentals Cottage #1030522
                                                                  15
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 2
                                                                    Multiple rentals Cottage #1309459
                                                                    29
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      Multiple rentals Castle #27396
                                                                      38
                                                                        Exceptional! 5.0/5
                                                                        (17 reviews)
                                                                        avg/night
                                                                        • 7 BR
                                                                        • 5 BA
                                                                        • Sleeps 16
                                                                        Farmhouse #1323272
                                                                        17
                                                                        Viewed 15 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (22 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Multiple rentals Barn #476188
                                                                          22
                                                                          Viewed 8 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (13 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Barn #6707691
                                                                            13
                                                                            Viewed 18 times in the last 48 hours
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 5
                                                                              Multiple rentals House #27396
                                                                              34
                                                                              Viewed 6 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (9 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Sleeps 10
                                                                                House #6470136
                                                                                9
                                                                                Viewed 10 times in the last 48 hours
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Multiple rentals Apartment #6068154
                                                                                  6
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Multiple rentals Barn #476188
                                                                                    12
                                                                                      Excellent! 4.6/5
                                                                                      (32 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 8
                                                                                      Multiple rentals Cottage #1030522
                                                                                      32
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 9
                                                                                        House #425596
                                                                                        24
                                                                                          Exceptional! 5.0/5
                                                                                          (8 reviews)
                                                                                          avg/night
                                                                                          • 6 BR
                                                                                          • 4 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 12
                                                                                          House #1050221
                                                                                          8
                                                                                          Viewed 23 times in the last 48 hours
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 5
                                                                                            Yacht #1241267
                                                                                            17
                                                                                              • 5 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 12
                                                                                              Multiple rentals Cottage #1030522
                                                                                              12
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 13
                                                                                                House #1111058
                                                                                                2 Reviews
                                                                                                Viewed 7 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Apartment #8110764
                                                                                                  2 Reviews
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 2
                                                                                                    Multiple rentals Apartment #6068154
                                                                                                    2 Reviews
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      Multiple rentals Barn #476188
                                                                                                      7
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Judy Naylor

                                                                                                      5 of 5
                                                                                                      Perfect situation. Plenty to do in and around the marina itself, plenty of places to it and a large supermarket for supplies. Easy access into Brighton either walking or by bus. Plenty of room with comfortable beds and all basic cleaning bits supplied as well as loo rolls and kitchen towels, tea, coffee and sugar. All linen supplied along with free view TV. Was lovely and warm with plenty of hot water for showers etc. Information list was good as was the selection of brochures. Perfect for a quiet few days and we left feeling refreshed and relaxed. Will certainly stay again.
                                                                                                      • Review Submitted: 08-Dec-2016
                                                                                                      • Date of Stay: Dec 2016

                                                                                                      Wonderful stay, wonderful location and wonderful house

                                                                                                      5 of 5
                                                                                                      We would like to say thank you for a wonderful weekend stay at the gorgeous Cloisters. The house was the perfect setting and size for our group celebration and the children were very well catered for with the separate toy/playroom that was very well equipped for them. A huge thank you to Caroline for helping with all our queries and arrangements. Overall I would highly recommend a visit.
                                                                                                      • Review Submitted: 07-Dec-2016
                                                                                                      • Date of Stay: Dec 2016

                                                                                                      Homely stay

                                                                                                      5 of 5
                                                                                                      Clive and Kan who own this rental, are a lovely couple who're very helpful and filled the place with all the basics you would need. The area itself was great for dog walking too!
                                                                                                      • Review Submitted: 05-Dec-2016
                                                                                                      • Date of Stay: Dec 2016