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.

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

Cancel Clear Filters Apply Filters

Property Type

Popular Searches

Payment Options

Facilities

Managed By

Local Area

Property Details

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 30 of 3,646
    • 2 BR
    • Separate Toilet
    • Sleeps 4
    Request Booking View Details
    24 hrs Confirmation within 24 hours
      • 2 BR
      • Separate Toilet
      • Sleeps 4
      Request Booking View Details
      24 hrs Confirmation within 24 hours
        • 2 BR
        • 1 BA
        • Sleeps 4
        Request Booking View Details
        24 hrs Confirmation within 24 hours
          • 1 BR
          • 1 BA
          • Sleeps 2
          3
          Request Booking View Details
          24 hrs Confirmation within 24 hours
            • 1 BR
            • 1 BA
            • Sleeps 2
            6
            Request Booking View Details
            24 hrs Confirmation within 24 hours
              • 2 BR
              • Separate Toilet
              • Sleeps 4
              2 Reviews
              Request Booking View Details
              24 hrs Confirmation within 24 hours
                • 2 BR
                • 2 BA
                • Sleeps 4
                Request Booking View Details
                24 hrs Confirmation within 24 hours
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Request Booking View Details
                  24 hrs Confirmation within 24 hours
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    4
                    Request Booking View Details
                    24 hrs Confirmation within 24 hours
                      • 2 BR
                      • 3 BA
                      • Sleeps 4
                      Request Booking View Details
                      24 hrs Confirmation within 24 hours
                        • 3 BR
                        • 1 BA
                        • Sleeps 6
                        1 Review
                        Request Booking View Details
                        24 hrs Confirmation within 24 hours
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          3
                          Request Booking View Details
                          24 hrs Confirmation within 24 hours
                            • 1 BR
                            • 1 BA
                            • Sleeps 3
                            Request Booking View Details
                            24 hrs Confirmation within 24 hours
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              7
                              Request Booking View Details
                              24 hrs Confirmation within 24 hours
                                • 3 BR
                                • 1 BA
                                • Sleeps 5
                                8
                                Request Booking View Details
                                24 hrs Confirmation within 24 hours
                                  • 4 BR
                                  • Separate Toilets
                                  • Sleeps 8
                                  Request Booking View Details
                                  24 hrs Confirmation within 24 hours
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 8
                                    Request Booking View Details
                                    24 hrs Confirmation within 24 hours
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 3
                                      Request Booking View Details
                                      24 hrs Confirmation within 24 hours
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 2
                                        Request Booking View Details
                                        Instant Instant confirmation
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 4
                                          1 Review
                                          Request Booking View Details
                                          24 hrs Confirmation within 24 hours
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            1 Review
                                            Request Booking View Details
                                            24 hrs Confirmation within 24 hours
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 6
                                              Request Booking View Details
                                              24 hrs Confirmation within 24 hours
                                                • 3 BR
                                                • 1 BA
                                                • Sleeps 6
                                                Request Booking View Details
                                                24 hrs Confirmation within 24 hours
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  3
                                                  Request Booking View Details
                                                  24 hrs Confirmation within 24 hours
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    1 Review
                                                    Request Booking View Details
                                                    24 hrs Confirmation within 24 hours
                                                      • 2 BR
                                                      • Separate Toilet
                                                      • Sleeps 5
                                                      Request Booking View Details
                                                      24 hrs Confirmation within 24 hours
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        3
                                                        Request Booking View Details
                                                        24 hrs Confirmation within 24 hours
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          1 Review
                                                          Request Booking View Details
                                                          24 hrs Confirmation within 24 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Request Booking View Details
                                                            24 hrs Confirmation within 24 hours
                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Request Booking View Details
                                                              24 hrs Confirmation within 24 hours
                                                              • 1 - 30 of 3,646
                                                               

                                                              Recent Reviews

                                                              Amazing Break

                                                              5 of 5
                                                              The property was everything we could have wished for, Amber was an excellent host, and was the perfect base to explore a beautiful part of the country. Will definitely return. John & Cheryl
                                                              • Review Submitted: 22-May-2016
                                                              • Date of Stay: May 2016

                                                              Lovely

                                                              5 of 5
                                                              Lovely clean and spacious house in a super location . It had everything we needed . Well pleased ,
                                                              • Review Submitted: 18-May-2016
                                                              • Date of Stay: May 2016

                                                              Amazing home from home!

                                                              5 of 5
                                                              Really enjoyed staying here, all the lovely little details are thought of and it was so inviting we didn't want to leave and will definitely be back!
                                                              • Review Submitted: 13-May-2016
                                                              • Date of Stay: Apr 2016