HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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.


Popular Destinations


Wales Cottage Destinations

Scotland Favourites

English Gems

Favorite
    Viewed 61 times in the last 48 hours
    • 2 bedrooms
    • 1 bathroom
    • Sleeps 3
    Favorite
      • 1 bedroom
      • 1 bathroom
      • Sleeps 3
      Favorite
        Viewed 7 times in the last 48 hours
        • 1 bedroom
        • 1 bathroom
        • Sleeps 3
        Favorite
          Viewed 35 times in the last 48 hours
          • 1 bedroom
          • 1 bathroom
          • Sleeps 4
          Favorite
            Viewed 26 times in the last 48 hours
            • 2 bedrooms
            • 1 bathroom
            • Sleeps 4
            Favorite
              Viewed 34 times in the last 48 hours
              • 2 bedrooms
              • 1 bathroom
              • Sleeps 6
              Favorite
                Viewed 98 times in the last 48 hours
                • 3 bedrooms
                • 2 bathrooms
                • Separate Toilet
                • Sleeps 6
                Favorite
                  Viewed 17 times in the last 48 hours
                  • 3 bedrooms
                  • 2 bathrooms
                  • Sleeps 6
                  Favorite
                    Viewed 61 times in the last 48 hours
                    • 1 bedroom
                    • 1 bathroom
                    • Sleeps 2
                    Favorite
                      Viewed 55 times in the last 48 hours
                      • 1 bedroom
                      • 1 bathroom
                      • Sleeps 2
                      Favorite
                        Viewed 32 times in the last 48 hours
                        • 1 bedroom
                        • 1 bathroom
                        • Sleeps 4
                        Favorite
                          Viewed 29 times in the last 48 hours
                          • 3 bedrooms
                          • 2 bathrooms
                          • Sleeps 6
                          Favorite
                            Viewed 21 times in the last 48 hours
                            • 2 bedrooms
                            • 1 bathroom
                            • Sleeps 4
                            Favorite
                              Viewed 30 times in the last 48 hours
                              • 2 bedrooms
                              • 1 bathroom
                              • Sleeps 4
                              Favorite
                                Viewed 16 times in the last 48 hours
                                • 2 bedrooms
                                • 1 bathroom
                                • Sleeps 6
                                Favorite
                                  Viewed 19 times in the last 48 hours
                                  • 1 bedroom
                                  • 1 bathroom
                                  • Sleeps 2
                                  Favorite
                                    Viewed 35 times in the last 48 hours
                                    • 2 bedrooms
                                    • 1 bathroom
                                    • Sleeps 4
                                    Favorite
                                      Viewed 42 times in the last 48 hours
                                      • 3 bedrooms
                                      • 1 bathroom
                                      • Sleeps 5
                                      Favorite
                                        Viewed 30 times in the last 48 hours
                                        • 2 bedrooms
                                        • 2 bathrooms
                                        • Sleeps 4
                                        Favorite
                                          Viewed 36 times in the last 48 hours
                                          • 3 bedrooms
                                          • 2 bathrooms
                                          • Separate Toilet
                                          • Sleeps 6
                                          Favorite
                                            Viewed 38 times in the last 48 hours
                                            • 3 bedrooms
                                            • 2 bathrooms
                                            • Sleeps 6
                                            Favorite
                                              Viewed 20 times in the last 48 hours
                                              • 2 bedrooms
                                              • 2 bathrooms
                                              • Sleeps 6
                                              Favorite
                                                Viewed 40 times in the last 48 hours
                                                • 2 bedrooms
                                                • 2 bathrooms
                                                • Sleeps 4
                                                Favorite
                                                  Viewed 18 times in the last 48 hours
                                                  • 3 bedrooms
                                                  • 1 bathroom
                                                  • Sleeps 5
                                                  Favorite
                                                    Viewed 54 times in the last 48 hours
                                                    • 1 bedroom
                                                    • 1 bathroom
                                                    • Sleeps 4
                                                    Favorite
                                                      Viewed 100 times in the last 48 hours
                                                      • 2 bedrooms
                                                      • 1 bathroom
                                                      • Sleeps 5
                                                      Favorite
                                                        Viewed 25 times in the last 48 hours
                                                        • 2 bedrooms
                                                        • 1 bathroom
                                                        • Sleeps 6
                                                        Favorite
                                                          Viewed 25 times in the last 48 hours
                                                          • 3 bedrooms
                                                          • 1 bathroom
                                                          • Sleeps 6
                                                          Favorite
                                                            Viewed 21 times in the last 48 hours
                                                            • 3 bedrooms
                                                            • 2 bathrooms
                                                            • Sleeps 6
                                                            Favorite
                                                              Viewed 27 times in the last 48 hours
                                                              • 2 bedrooms
                                                              • 1 bathroom
                                                              • Sleeps 4
                                                              Favorite
                                                                Viewed 16 times in the last 48 hours
                                                                • 3 bedrooms
                                                                • 1 bathroom
                                                                • Sleeps 6
                                                                Favorite
                                                                  Viewed 27 times in the last 48 hours
                                                                  • 2 bedrooms
                                                                  • 1 bathroom
                                                                  • Sleeps 4
                                                                  Favorite
                                                                    Viewed 31 times in the last 48 hours
                                                                    • 2 bedrooms
                                                                    • 1 bathroom
                                                                    • Sleeps 5
                                                                    Favorite
                                                                      Viewed 14 times in the last 48 hours
                                                                      • 2 bedrooms
                                                                      • 2 bathrooms
                                                                      • Sleeps 6
                                                                      Favorite
                                                                        Viewed 46 times in the last 48 hours
                                                                        • 2 bedrooms
                                                                        • 1 bathroom
                                                                        • Sleeps 4
                                                                        Favorite
                                                                          Viewed 14 times in the last 48 hours
                                                                          • 2 bedrooms
                                                                          • 1 bathroom
                                                                          • Sleeps 4
                                                                          Favorite
                                                                            Viewed 28 times in the last 48 hours
                                                                            • 4 bedrooms
                                                                            • 2 bathrooms
                                                                            • Sleeps 8
                                                                            Favorite
                                                                              Viewed 36 times in the last 48 hours
                                                                              • 1 bedroom
                                                                              • 1 bathroom
                                                                              • Sleeps 2
                                                                              Favorite
                                                                                Viewed 27 times in the last 48 hours
                                                                                • 1 bedroom
                                                                                • 1 bathroom
                                                                                • Sleeps 2
                                                                                Favorite
                                                                                  Viewed 37 times in the last 48 hours
                                                                                  • 5 bedrooms
                                                                                  • 2 bathrooms
                                                                                  • Separate Toilet
                                                                                  • Sleeps 10
                                                                                  Favorite
                                                                                    Viewed 36 times in the last 48 hours
                                                                                    • 2 bedrooms
                                                                                    • 2 bathrooms
                                                                                    • Sleeps 6
                                                                                    Favorite
                                                                                      Viewed 24 times in the last 48 hours
                                                                                      • 5 bedrooms
                                                                                      • 2 bathrooms
                                                                                      • Sleeps 8
                                                                                      Favorite
                                                                                        Viewed 69 times in the last 48 hours
                                                                                        • 2 bedrooms
                                                                                        • 1 bathroom
                                                                                        • Sleeps 6
                                                                                        Favorite
                                                                                          Viewed 26 times in the last 48 hours
                                                                                          • 3 bedrooms
                                                                                          • 3 bathrooms
                                                                                          • Sleeps 6
                                                                                          Favorite
                                                                                            Viewed 7 times in the last 48 hours
                                                                                            • 1 bedroom
                                                                                            • 1 bathroom
                                                                                            • Sleeps 2
                                                                                            Favorite
                                                                                              Viewed 25 times in the last 48 hours
                                                                                              • 2 bedrooms
                                                                                              • 1 bathroom
                                                                                              • Sleeps 5
                                                                                              Favorite
                                                                                                Viewed 98 times in the last 48 hours
                                                                                                • 5 bedrooms
                                                                                                • 3 bathrooms
                                                                                                • Separate Toilets
                                                                                                • Sleeps 10
                                                                                                Favorite
                                                                                                  Viewed 18 times in the last 48 hours
                                                                                                  • 1 bedroom
                                                                                                  • 1 bathroom
                                                                                                  • Sleeps 2
                                                                                                  Favorite
                                                                                                    Viewed 27 times in the last 48 hours
                                                                                                    • 3 bedrooms
                                                                                                    • 2 bathrooms
                                                                                                    • Sleeps 6
                                                                                                    Favorite
                                                                                                      Viewed 19 times in the last 48 hours
                                                                                                      • 2 bedrooms
                                                                                                      • 2 bathrooms
                                                                                                      • Sleeps 4
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Perfection

                                                                                                      5 of 5
                                                                                                      Sherbet Cottage is beautifully appointed and full of character; so well equipped I cannot think of anything more that could improve it. It is fantastically situated only a couple of hundred yards from the harbour and only a few mintues walk to the town centre and beaches. The parking space for the car made life so easy as off or on road parking in Whitstable can be difficult.
                                                                                                      • Review Submitted: Apr 26, 2017
                                                                                                      • Date of Stay: Apr 2017

                                                                                                      Beautiful apartment in great location

                                                                                                      5 of 5
                                                                                                      This is a really lovely apartment that is furnished to a very high standard and decorated beautifully. Beds, furniture, carpets etc all great quality. The apartment has good sized rooms, especially the master (fits a large cot easily). It has every appliance you would need, and Alison provides all the extras such as washing liquid, teatowel and cloths, dishwasher tablets, she'd even provided milk, bread and butter! The building itself is very impressive and the communal areas are maintained to a very high standard. There is also a reserved parking space. The location is fab - boscombe centre about five minutes walk with restaurants etc, and the beach about five minutes walk in the other direction. Boscombe beach has a nice little pier and is chilled, with a few places to eat. Alison was lovely and couldn't have been more helpful. We had a brilliant time and would definitely recommend.
                                                                                                      • Review Submitted: Apr 25, 2017
                                                                                                      • Date of Stay: Apr 2017