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Make a Holiday Rental House in Southold, Long Island Your Home Away From Home

At the north-eastern tip of Long Island in the state of New York lies the peaceful town of Southold. The town has been a settlement since the 17th century and is steeped in American history. A Southold holiday rental house will offer spectacular sea views as well as the opportunity to experience a range of activities.

Things to Do on Holiday to Southold, Long Island

One of the main attractions of a Southold holiday is the beaches. The town has several unspoilt, sandy beaches that are perfect for sunbathing and swimming. Visitors can also enjoy a range of watersports such as sailing, windsurfing, fishing, jet skiing and water skiing. Other activities available in the town include bird watching, horse riding, cycling, golf and nature walks.

Also worth a visit on a Southold holiday is the Southold Indian Museum. This building has a collection of artefacts pertaining to the tribes that inhabited the area for thousands of years. Visitors can view pottery relics, spear heads, Indian art, children’s toys and examples of the fishing methods used by these Indians.

Places to Visit on Holiday to Southold, Long Island

Approximately half an hour’s drive south-west of Southold is the town of Riverhead. Not only does the town offer paddle-boat cruises, beaches and parks, it is home to the Riverhead Raceway. This is a quarter-mile oval track which is now the only racing circuit on the whole of Long Island. Visitors can enjoy NASCAR, Enduro, demolition derby’s and monster trucks throughout the year at the venue.

Also worth a visit in the town is the Hallockville Museum. The museum is a farm homestead that dates back to the 18th century. As well as the actual homestead itself there are a range of original outbuildings, a barn, old machinery and beautiful gardens.

Weather in Southold, Long Island

Long Island is blessed with warm, somewhat humid summers and cold winters. The warmest months of the year to go on a Southold holiday are June, July and August, when the temperature can reach as high as 28°C during the day. December and January are generally the coldest months with average daytime temperatures of 3°C. Snow can fall to an amount of 20 inches during the winter. Visitors should be aware that Southold and the rest of Long Island is susceptible to thunderstorms and mild hurricanes.

Travel to Southold, Long Island Visitors on a Southold holiday will arrive at the Long Island MacArthur Airport (ISP) which is approximately 74 kilometres from the town. Operators that offer cheap, regular flights to the area include BMI, US Airways, British Airways, United Airlines and Continental Airlines. Travellers can depart from several UK airports such as London Heathrow (LHR), Gatwick (LGW), Aberdeen (ABZ), Manchester (MAN) and Birmingham (BHX).

    avg/night
    • 4 BR
    • 3 BA
    • Sleeps 10
    House #906820vb
    1
    Viewed 28 times in the last 48 hours
      Exceptional! 5/5
      (34 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 10
      House #648890vb
      34
      Viewed 43 times in the last 48 hours
        Exceptional! 5/5
        (9 reviews)
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        • 4 BR
        • 2 BA
        • Sleeps 10
        House #575273vb
        9
        Viewed 8 times in the last 48 hours
          Wonderful! 4.9/5
          (20 reviews)
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          • 3 BR
          • 1 BA
          • Sleeps 5
          Cottage #285350vb
          20
          Viewed 44 times in the last 48 hours
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            • 4 BR
            • 2 BA
            • Sleeps 9
            House #4212692
            1
            Viewed 13 times in the last 48 hours
              • 3 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 6
              Farmhouse #875221vb
              3
              Viewed 11 times in the last 48 hours
                Exceptional! 5/5
                (4 reviews)
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                • 4 BR
                • 3 BA
                • Separate Toilet
                • Sleeps 10
                House #4113898
                4
                Viewed 17 times in the last 48 hours
                  Exceptional! 5/5
                  (6 reviews)
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                  • 4 BR
                  • 3 BA
                  • Sleeps 14
                  House #821199vb
                  6
                  Viewed 27 times in the last 48 hours
                    Exceptional! 5/5
                    (5 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 6
                    House #571951vb
                    5
                    Viewed 7 times in the last 48 hours
                      Exceptional! 5/5
                      (7 reviews)
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                      • 4 BR
                      • 2 BA
                      • Sleeps 10
                      House #340957
                      7
                      Viewed 23 times in the last 48 hours
                        • 3 BR
                        • 3 BA
                        • Sleeps 8
                        House #356226vb
                        10
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Cottage #3791124
                          7
                            • 3 BR
                            • 3 BA
                            • Sleeps 10
                            Cottage #896250vb
                            1
                              • 4 BR
                              • 3 BA
                              • Sleeps 12
                              House #962919vb
                              1
                              Viewed 20 times in the last 48 hours
                                Excellent! 4.7/5
                                (9 reviews)
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                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                House #57035vb
                                9
                                Viewed 12 times in the last 48 hours
                                  Exceptional! 5/5
                                  (2 reviews)
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                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 7
                                  House #7092717
                                  2
                                  Viewed 11 times in the last 48 hours
                                    Exceptional! 5/5
                                    (35 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Cottage #966043
                                    35
                                    Viewed 51 times in the last 48 hours
                                      Excellent! 4.4/5
                                      (13 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 4
                                      Apartment #185644
                                      13
                                      Viewed 27 times in the last 48 hours
                                        Exceptional! 5/5
                                        (10 reviews)
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                                        • 5 BR
                                        • 2 BA
                                        • Sleeps 10
                                        House #647972vb
                                        10
                                        Viewed 10 times in the last 48 hours
                                          Very Good! 4/5
                                          (5 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          House #987257
                                          5
                                          Viewed 13 times in the last 48 hours
                                            avg/night
                                            • 5 BR
                                            • 2 BA
                                            • Sleeps 12
                                            Bungalow #771019vb
                                            Viewed 5 times in the last 48 hours
                                              • 6 BR
                                              • 4 BA
                                              • Sleeps 14
                                              House #4109111
                                              1
                                              Viewed 16 times in the last 48 hours
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                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 5
                                                House #4023369
                                                2
                                                Viewed 33 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (5 reviews)
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                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  House #661075vb
                                                  5
                                                    Wonderful! 4.8/5
                                                    (20 reviews)
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                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #237018
                                                    20
                                                    Viewed 29 times in the last 48 hours
                                                      • 2 BR
                                                      • 1 BA
                                                      • Separate Toilet
                                                      • Sleeps 5
                                                      House #255932vb
                                                      6
                                                        Excellent! 4.3/5
                                                        (4 reviews)
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                                                        • 3 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 6
                                                        House #605419vb
                                                        4
                                                        Viewed 8 times in the last 48 hours
                                                          • 5 BR
                                                          • 3 BA
                                                          • Separate Toilet
                                                          • Sleeps 10
                                                          House #975822vb
                                                            Exceptional! 5/5
                                                            (49 reviews)
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                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 10
                                                            House #356134vb
                                                            49
                                                            Viewed 26 times in the last 48 hours
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                                                              • 3 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              House #823966vb
                                                              2
                                                              Viewed 5 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (5 reviews)
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                                                                • 3 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 8
                                                                House #223615
                                                                5
                                                                Viewed 13 times in the last 48 hours
                                                                  • 4 BR
                                                                  • 4 BA
                                                                  • Sleeps 10
                                                                  House #4039006
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 8
                                                                    House #4465665
                                                                    Viewed 105 times in the last 48 hours
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                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      House #4495839
                                                                      Viewed 10 times in the last 48 hours
                                                                        Exceptional! 5/5
                                                                        (10 reviews)
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                                                                        • 5 BR
                                                                        • 4 BA
                                                                        • Sleeps 10
                                                                        House #324021vb
                                                                        10
                                                                        Viewed 14 times in the last 48 hours
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                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          House #4496095
                                                                          Viewed 10 times in the last 48 hours
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            House #135006
                                                                            3
                                                                            Viewed 10 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              House #368762vb
                                                                              7
                                                                                Exceptional! 5/5
                                                                                (10 reviews)
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                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Cottage #488565vb
                                                                                10
                                                                                Viewed 5 times in the last 48 hours
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                  House #138675
                                                                                  3
                                                                                  Viewed 9 times in the last 48 hours
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 7
                                                                                    House #707444vb
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      House #4154502
                                                                                      1
                                                                                        • 5 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 10
                                                                                        House #1013413vb
                                                                                        Viewed 11 times in the last 48 hours
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                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          House #867310vb
                                                                                          1
                                                                                          Viewed 10 times in the last 48 hours
                                                                                            Exceptional! 5/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Cottage #3561038
                                                                                            6
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 3 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 12
                                                                                              House #4360232
                                                                                              2
                                                                                              Viewed 8 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (4 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #553276vb
                                                                                                4
                                                                                                Viewed 11 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Separate Toilets
                                                                                                  • Sleeps 12
                                                                                                  House #493365vb
                                                                                                  3
                                                                                                  Viewed 16 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 8
                                                                                                    House #286118vb
                                                                                                    3
                                                                                                    Viewed 12 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Cottage #587073vb
                                                                                                      1
                                                                                                      Viewed 59 times in the last 48 hours
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