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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 34 times in the last 48 hours
      Exceptional! 5/5
      (36 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 10
      House #648890vb
      36
      Viewed 34 times in the last 48 hours
        Wonderful! 4.8/5
        (24 reviews)
        avg/night
        • 3 BR
        • 1 BA
        • Sleeps 5
        Cottage #285350vb
        24
        Viewed 39 times in the last 48 hours
          Exceptional! 5/5
          (6 reviews)
          avg/night
          • 4 BR
          • 2 BA
          • Sleeps 6
          House #571951vb
          6
          Viewed 19 times in the last 48 hours
            • 3 BR
            • 2 BA
            • Separate Toilet
            • Sleeps 6
            Farmhouse #875221vb
            4
            Viewed 20 times in the last 48 hours
              Exceptional! 5/5
              (5 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Separate Toilet
              • Sleeps 10
              House #4113898
              5
              Viewed 22 times in the last 48 hours
                Excellent! 4.4/5
                (5 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 10
                House #962919vb
                5
                Viewed 43 times in the last 48 hours
                  Exceptional! 5/5
                  (7 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 14
                  House #821199vb
                  7
                  Viewed 17 times in the last 48 hours
                    Wonderful! 4.9/5
                    (10 reviews)
                    avg/night
                    • 4 BR
                    • 2 BA
                    • Sleeps 10
                    House #575273vb
                    10
                    Viewed 14 times in the last 48 hours
                      Wonderful! 4.9/5
                      (10 reviews)
                      avg/night
                      • 3 BR
                      • 3 BA
                      • Sleeps 8
                      House #356226vb
                      10
                      Viewed 8 times in the last 48 hours
                        • 3 BR
                        • 2 BA
                        • Sleeps 7
                        House #4505133
                        3
                        Viewed 32 times in the last 48 hours
                          avg/night
                          • 4 BR
                          • 2 BA
                          • Sleeps 9
                          House #4212692
                          1
                          Viewed 6 times in the last 48 hours
                            • 5 BR
                            • 3 BA
                            • Separate Toilet
                            • Sleeps 10
                            House #975822vb
                            Viewed 13 times in the last 48 hours
                              Exceptional! 5/5
                              (5 reviews)
                              avg/night
                              • 3 BR
                              • 1 BA
                              • Separate Toilets
                              • Sleeps 8
                              House #4465665
                              5
                              Viewed 59 times in the last 48 hours
                                Excellent! 4.4/5
                                (14 reviews)
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #185644
                                14
                                Viewed 35 times in the last 48 hours
                                  Exceptional! 5/5
                                  (52 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #356134vb
                                  52
                                  Viewed 28 times in the last 48 hours
                                    Exceptional! 5/5
                                    (8 reviews)
                                    avg/night
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 10
                                    House #340957
                                    8
                                    Viewed 24 times in the last 48 hours
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 8
                                      Cottage #896250vb
                                      3
                                      Viewed 7 times in the last 48 hours
                                        Exceptional! 5/5
                                        (2 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 7
                                        House #7092717
                                        2
                                        Viewed 5 times in the last 48 hours
                                          • 6 BR
                                          • 4 BA
                                          • Sleeps 14
                                          House #4109111
                                          1
                                          Viewed 21 times in the last 48 hours
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 5
                                            House #867310vb
                                            2
                                            Viewed 16 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (20 reviews)
                                              View details for price
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #237018
                                              20
                                              Viewed 27 times in the last 48 hours
                                                Exceptional! 5/5
                                                (11 reviews)
                                                avg/night
                                                • 5 BR
                                                • 2 BA
                                                • Sleeps 10
                                                House #647972vb
                                                11
                                                Viewed 22 times in the last 48 hours
                                                  Very Good! 4/5
                                                  (5 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #987257
                                                  5
                                                  Viewed 12 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (12 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Cottage #174265
                                                    12
                                                    Viewed 57 times in the last 48 hours
                                                      avg/night
                                                      • 5 BR
                                                      • 2 BA
                                                      • Sleeps 12
                                                      Bungalow #771019vb
                                                      Viewed 7 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (37 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Cottage #966043
                                                        37
                                                        Viewed 35 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 5
                                                          House #4023369
                                                          4
                                                          Viewed 9 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (5 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            House #661075vb
                                                            5
                                                              • 2 BR
                                                              • 1 BA
                                                              • Separate Toilet
                                                              • Sleeps 5
                                                              House #255932vb
                                                              6
                                                                • 3 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 8
                                                                House #223615
                                                                6
                                                                  Wonderful! 4.9/5
                                                                  (7 reviews)
                                                                  avg/night
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 3
                                                                  Cottage #3791124
                                                                  7
                                                                  Viewed 7 times in the last 48 hours
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 6
                                                                    House #605419vb
                                                                    4
                                                                    Viewed 12 times in the last 48 hours
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      House #4495839
                                                                      Viewed 10 times in the last 48 hours
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 4
                                                                        House #1079233vb
                                                                          Excellent! 4.7/5
                                                                          (9 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          House #57035vb
                                                                          9
                                                                          Viewed 38 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (7 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            House #3561038
                                                                            7
                                                                            Viewed 17 times in the last 48 hours
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 12
                                                                              House #4496095
                                                                              1
                                                                              Viewed 33 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #4503494
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Cottage #587073vb
                                                                                  2
                                                                                  Viewed 101 times in the last 48 hours
                                                                                    • 5 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    House #4505854
                                                                                      avg/night
                                                                                      • 5 BR
                                                                                      • 3 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 12
                                                                                      House #4360232
                                                                                      2
                                                                                      Viewed 34 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (11 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #488565vb
                                                                                        11
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #4474121
                                                                                          Viewed 13 times in the last 48 hours
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            House #823966vb
                                                                                            2
                                                                                              • 4 BR
                                                                                              • 1 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 8
                                                                                              House #1032216vb
                                                                                                Exceptional! 5/5
                                                                                                (14 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 11
                                                                                                House #574911vb
                                                                                                14
                                                                                                Viewed 16 times in the last 48 hours
                                                                                                  Exceptional! 5/5
                                                                                                  (7 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #368762vb
                                                                                                  7
                                                                                                  Viewed 6 times in the last 48 hours
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 8
                                                                                                    House #1028767vb
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 10
                                                                                                      House #4638258
                                                                                                      Viewed 99 times in the last 48 hours